EP0836469A4 - BACTERICIDAL - Google Patents
BACTERICIDALInfo
- Publication number
- EP0836469A4 EP0836469A4 EP96919315A EP96919315A EP0836469A4 EP 0836469 A4 EP0836469 A4 EP 0836469A4 EP 96919315 A EP96919315 A EP 96919315A EP 96919315 A EP96919315 A EP 96919315A EP 0836469 A4 EP0836469 A4 EP 0836469A4
- Authority
- EP
- European Patent Office
- Prior art keywords
- chelant
- acid
- bactericidal
- mixtures
- composition according
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Withdrawn
Links
- 230000000844 anti-bacterial effect Effects 0.000 title claims abstract description 51
- 239000000203 mixture Substances 0.000 claims abstract description 60
- 239000013522 chelant Substances 0.000 claims abstract description 32
- 241000894006 Bacteria Species 0.000 claims abstract description 24
- 239000003899 bactericide agent Substances 0.000 claims abstract description 24
- 150000001875 compounds Chemical class 0.000 claims abstract description 14
- 150000003839 salts Chemical class 0.000 claims abstract description 14
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical compound OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 claims abstract description 6
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 claims abstract description 6
- JFCQEDHGNNZCLN-UHFFFAOYSA-N anhydrous glutaric acid Natural products OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 claims abstract description 6
- 238000000034 method Methods 0.000 claims abstract description 6
- RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 claims abstract description 5
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 claims abstract description 5
- XEFQLINVKFYRCS-UHFFFAOYSA-N Triclosan Chemical group OC1=CC(Cl)=CC=C1OC1=CC=C(Cl)C=C1Cl XEFQLINVKFYRCS-UHFFFAOYSA-N 0.000 claims description 14
- 241000589517 Pseudomonas aeruginosa Species 0.000 claims description 9
- DBVJJBKOTRCVKF-UHFFFAOYSA-N Etidronic acid Chemical compound OP(=O)(O)C(O)(C)P(O)(O)=O DBVJJBKOTRCVKF-UHFFFAOYSA-N 0.000 claims description 7
- 239000002253 acid Substances 0.000 claims description 7
- 230000002401 inhibitory effect Effects 0.000 claims description 7
- LZZYPRNAOMGNLH-UHFFFAOYSA-M Cetrimonium bromide Chemical compound [Br-].CCCCCCCCCCCCCCCC[N+](C)(C)C LZZYPRNAOMGNLH-UHFFFAOYSA-M 0.000 claims description 6
- IGBSXRIJNMDLFB-UHFFFAOYSA-N ethane-1,2-diamine;pentanedioic acid Chemical compound NCCN.OC(=O)CCCC(O)=O.OC(=O)CCCC(O)=O IGBSXRIJNMDLFB-UHFFFAOYSA-N 0.000 claims description 6
- 241000894007 species Species 0.000 claims description 5
- VKZRWSNIWNFCIQ-WDSKDSINSA-N (2s)-2-[2-[[(1s)-1,2-dicarboxyethyl]amino]ethylamino]butanedioic acid Chemical group OC(=O)C[C@@H](C(O)=O)NCCN[C@H](C(O)=O)CC(O)=O VKZRWSNIWNFCIQ-WDSKDSINSA-N 0.000 claims description 4
- ISPYQTSUDJAMAB-UHFFFAOYSA-N 2-chlorophenol Chemical group OC1=CC=CC=C1Cl ISPYQTSUDJAMAB-UHFFFAOYSA-N 0.000 claims description 4
- 125000001453 quaternary ammonium group Chemical group 0.000 claims description 4
- 230000002829 reductive effect Effects 0.000 claims description 4
- XNOQNFJEPBFKLL-UHFFFAOYSA-N butanedioic acid;1,2-diaminopropan-2-ol Chemical compound CC(N)(O)CN.OC(=O)CCC(O)=O.OC(=O)CCC(O)=O XNOQNFJEPBFKLL-UHFFFAOYSA-N 0.000 claims description 3
- 239000003795 chemical substances by application Substances 0.000 claims description 3
- 235000010633 broth Nutrition 0.000 description 15
- 239000012895 dilution Substances 0.000 description 13
- 238000010790 dilution Methods 0.000 description 13
- -1 methylene phosphonic acid Chemical compound 0.000 description 10
- 235000015097 nutrients Nutrition 0.000 description 10
- 239000004094 surface-active agent Substances 0.000 description 8
- 239000000243 solution Substances 0.000 description 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- 230000000670 limiting effect Effects 0.000 description 5
- 239000007788 liquid Substances 0.000 description 5
- 238000002360 preparation method Methods 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- 125000000217 alkyl group Chemical group 0.000 description 4
- 230000002195 synergetic effect Effects 0.000 description 4
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 3
- 229940088710 antibiotic agent Drugs 0.000 description 3
- 230000001580 bacterial effect Effects 0.000 description 3
- 235000014113 dietary fatty acids Nutrition 0.000 description 3
- 229960001484 edetic acid Drugs 0.000 description 3
- 239000000194 fatty acid Substances 0.000 description 3
- 229930195729 fatty acid Natural products 0.000 description 3
- 235000013305 food Nutrition 0.000 description 3
- 239000000499 gel Substances 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 239000000344 soap Substances 0.000 description 3
- 239000000725 suspension Substances 0.000 description 3
- SOBHUZYZLFQYFK-UHFFFAOYSA-K trisodium;hydroxy-[[phosphonatomethyl(phosphonomethyl)amino]methyl]phosphinate Chemical compound [Na+].[Na+].[Na+].OP(O)(=O)CN(CP(O)([O-])=O)CP([O-])([O-])=O SOBHUZYZLFQYFK-UHFFFAOYSA-K 0.000 description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- 108010062877 Bacteriocins Proteins 0.000 description 2
- 241000588724 Escherichia coli Species 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerol Natural products OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
- DWPCPZJAHOETAG-IMJSIDKUSA-N L-lanthionine Chemical compound OC(=O)[C@@H](N)CSC[C@H](N)C(O)=O DWPCPZJAHOETAG-IMJSIDKUSA-N 0.000 description 2
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- 239000011230 binding agent Substances 0.000 description 2
- 239000002775 capsule Substances 0.000 description 2
- 125000002091 cationic group Chemical group 0.000 description 2
- 150000001768 cations Chemical class 0.000 description 2
- 239000002738 chelating agent Substances 0.000 description 2
- 238000011109 contamination Methods 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- XQRLCLUYWUNEEH-UHFFFAOYSA-N diphosphonic acid Chemical compound OP(=O)OP(O)=O XQRLCLUYWUNEEH-UHFFFAOYSA-N 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- 230000002070 germicidal effect Effects 0.000 description 2
- 239000008187 granular material Substances 0.000 description 2
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 2
- 239000002054 inoculum Substances 0.000 description 2
- DWPCPZJAHOETAG-UHFFFAOYSA-N meso-lanthionine Natural products OC(=O)C(N)CSCC(N)C(O)=O DWPCPZJAHOETAG-UHFFFAOYSA-N 0.000 description 2
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 2
- 239000002736 nonionic surfactant Substances 0.000 description 2
- 239000006187 pill Substances 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 159000000000 sodium salts Chemical class 0.000 description 2
- 239000003826 tablet Substances 0.000 description 2
- 239000002562 thickening agent Substances 0.000 description 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- 244000215068 Acacia senegal Species 0.000 description 1
- 241000606750 Actinobacillus Species 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- 238000009631 Broth culture Methods 0.000 description 1
- RKWGIWYCVPQPMF-UHFFFAOYSA-N Chloropropamide Chemical compound CCCNC(=O)NS(=O)(=O)C1=CC=C(Cl)C=C1 RKWGIWYCVPQPMF-UHFFFAOYSA-N 0.000 description 1
- 241000186031 Corynebacteriaceae Species 0.000 description 1
- 239000004150 EU approved colour Substances 0.000 description 1
- IMROMDMJAWUWLK-UHFFFAOYSA-N Ethenol Chemical compound OC=C IMROMDMJAWUWLK-UHFFFAOYSA-N 0.000 description 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
- 241000192125 Firmicutes Species 0.000 description 1
- 229920000084 Gum arabic Polymers 0.000 description 1
- OWYWGLHRNBIFJP-UHFFFAOYSA-N Ipazine Chemical compound CCN(CC)C1=NC(Cl)=NC(NC(C)C)=N1 OWYWGLHRNBIFJP-UHFFFAOYSA-N 0.000 description 1
- 241000588747 Klebsiella pneumoniae Species 0.000 description 1
- 241000186779 Listeria monocytogenes Species 0.000 description 1
- 244000246386 Mentha pulegium Species 0.000 description 1
- 235000016257 Mentha pulegium Nutrition 0.000 description 1
- 235000004357 Mentha x piperita Nutrition 0.000 description 1
- XDIDYBGWCQTCOQ-UHFFFAOYSA-N OC(CC1=CC=CC=C1)P(=O)(O)OP(=O)O Chemical compound OC(CC1=CC=CC=C1)P(=O)(O)OP(=O)O XDIDYBGWCQTCOQ-UHFFFAOYSA-N 0.000 description 1
- 239000001888 Peptone Substances 0.000 description 1
- 108010080698 Peptones Proteins 0.000 description 1
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- 241000293869 Salmonella enterica subsp. enterica serovar Typhimurium Species 0.000 description 1
- 241000191967 Staphylococcus aureus Species 0.000 description 1
- 241000193985 Streptococcus agalactiae Species 0.000 description 1
- 241000194019 Streptococcus mutans Species 0.000 description 1
- ZUBJEHHGZYTRPH-KTKRTIGZSA-N [(z)-octadec-9-enyl] hydrogen sulfate Chemical compound CCCCCCCC\C=C/CCCCCCCCOS(O)(=O)=O ZUBJEHHGZYTRPH-KTKRTIGZSA-N 0.000 description 1
- 239000000205 acacia gum Substances 0.000 description 1
- 235000010489 acacia gum Nutrition 0.000 description 1
- DPXJVFZANSGRMM-UHFFFAOYSA-N acetic acid;2,3,4,5,6-pentahydroxyhexanal;sodium Chemical compound [Na].CC(O)=O.OCC(O)C(O)C(O)C(O)C=O DPXJVFZANSGRMM-UHFFFAOYSA-N 0.000 description 1
- 229910001413 alkali metal ion Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 150000001342 alkaline earth metals Chemical class 0.000 description 1
- 125000003342 alkenyl group Chemical group 0.000 description 1
- 150000004996 alkyl benzenes Chemical class 0.000 description 1
- 150000008051 alkyl sulfates Chemical class 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 239000002280 amphoteric surfactant Substances 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 239000001768 carboxy methyl cellulose Substances 0.000 description 1
- 210000002421 cell wall Anatomy 0.000 description 1
- 239000002781 deodorant agent Substances 0.000 description 1
- 230000001627 detrimental effect Effects 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- DUYCTCQXNHFCSJ-UHFFFAOYSA-N dtpmp Chemical compound OP(=O)(O)CN(CP(O)(O)=O)CCN(CP(O)(=O)O)CCN(CP(O)(O)=O)CP(O)(O)=O DUYCTCQXNHFCSJ-UHFFFAOYSA-N 0.000 description 1
- 125000002573 ethenylidene group Chemical group [*]=C=C([H])[H] 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 1
- UZABCLFSICXBCM-UHFFFAOYSA-N ethoxy hydrogen sulfate Chemical class CCOOS(O)(=O)=O UZABCLFSICXBCM-UHFFFAOYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000000796 flavoring agent Substances 0.000 description 1
- 235000019634 flavors Nutrition 0.000 description 1
- 235000019249 food preservative Nutrition 0.000 description 1
- 239000005452 food preservative Substances 0.000 description 1
- 235000003599 food sweetener Nutrition 0.000 description 1
- 235000001050 hortel pimenta Nutrition 0.000 description 1
- 229920013821 hydroxy alkyl cellulose Polymers 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 125000000400 lauroyl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000002680 magnesium Chemical class 0.000 description 1
- 159000000003 magnesium salts Chemical class 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- MBKDYNNUVRNNRF-UHFFFAOYSA-N medronic acid Chemical compound OP(O)(=O)CP(O)(O)=O MBKDYNNUVRNNRF-UHFFFAOYSA-N 0.000 description 1
- 239000001525 mentha piperita l. herb oil Substances 0.000 description 1
- 239000001683 mentha spicata herb oil Substances 0.000 description 1
- CQDGTJPVBWZJAZ-UHFFFAOYSA-N monoethyl carbonate Chemical class CCOC(O)=O CQDGTJPVBWZJAZ-UHFFFAOYSA-N 0.000 description 1
- 125000001421 myristyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000002674 ointment Substances 0.000 description 1
- 229940006093 opthalmologic coloring agent diagnostic Drugs 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000003002 pH adjusting agent Substances 0.000 description 1
- 239000006072 paste Substances 0.000 description 1
- 235000019319 peptone Nutrition 0.000 description 1
- 150000003009 phosphonic acids Chemical class 0.000 description 1
- 229920002432 poly(vinyl methyl ether) polymer Polymers 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
- 235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 1
- 229920001027 sodium carboxymethylcellulose Polymers 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000008247 solid mixture Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 239000003765 sweetening agent Substances 0.000 description 1
- 229920001059 synthetic polymer Polymers 0.000 description 1
- 229920001897 terpolymer Polymers 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- HRXKRNGNAMMEHJ-UHFFFAOYSA-K trisodium citrate Chemical compound [Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O HRXKRNGNAMMEHJ-UHFFFAOYSA-K 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
- 229920001285 xanthan gum Polymers 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
- A61Q17/005—Antimicrobial preparations
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23B—PRESERVATION OF FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES; CHEMICAL RIPENING OF FRUIT OR VEGETABLES
- A23B2/00—Preservation of foods or foodstuffs, in general
- A23B2/70—Preservation of foods or foodstuffs, in general by treatment with chemicals
- A23B2/725—Preservation of foods or foodstuffs, in general by treatment with chemicals in the form of liquids or solids
- A23B2/729—Organic compounds; Microorganisms; Enzymes
- A23B2/742—Organic compounds containing oxygen
- A23B2/754—Organic compounds containing oxygen containing carboxyl groups
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23B—PRESERVATION OF FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES; CHEMICAL RIPENING OF FRUIT OR VEGETABLES
- A23B2/00—Preservation of foods or foodstuffs, in general
- A23B2/70—Preservation of foods or foodstuffs, in general by treatment with chemicals
- A23B2/725—Preservation of foods or foodstuffs, in general by treatment with chemicals in the form of liquids or solids
- A23B2/729—Organic compounds; Microorganisms; Enzymes
- A23B2/762—Organic compounds containing nitrogen
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/34—Alcohols
- A61K8/347—Phenols
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/36—Carboxylic acids; Salts or anhydrides thereof
- A61K8/362—Polycarboxylic acids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/41—Amines
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/41—Amines
- A61K8/416—Quaternary ammonium compounds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/55—Phosphorus compounds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/51—Chelating agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q11/00—Preparations for care of the teeth, of the oral cavity or of dentures; Dentifrices, e.g. toothpastes; Mouth rinses
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q15/00—Anti-perspirants or body deodorants
Definitions
- the present invention relates to the use of a chelant as a a bactericidal compound as well as a bactericidal composition containing a chelant, suitable for use in deodorants, soaps, oral health care, dermatological preparations and also in food as a food preservative. More particularly, it relates to a bactericidal composition comprising a chelant as a bactericidal agent or as a co-bactericidal agent.
- Bacteria may be found in the food or clinic environment. Bacteria strains are divided into two types: gram negative and gram positive. Gram negative bacteria types include bacteria such as Salmonella typhimurium, Bacterioides gingivalis, Actinobacillus actinomycetescomitans, Klebsiella pneumoniae, Escherichia coli and Pseudomonas aeruginosa while gram positive bacteria include bacteria such as Staphilococcus aureus, Streptococcus mutans, Listeria monocytogenes, Streptococcus agalactiae and Coryneform bacteria.
- Gram negative bacteria types include bacteria such as Salmonella typhimurium, Bacterioides gingivalis, Actinobacillus actinomycetescomitans, Klebsiella pneumoniae, Escherichia coli and Pseudomonas aeruginosa
- gram positive bacteria include bacteria such as Staphilococcus aureus, Strept
- bactericides of the bacterial or chemical type To retard and/or prevent such growth, it is known in the art to use bactericides of the bacterial or chemical type. However, a problem encountered with such bactericides is that they are expensive and/or sometimes are not fully active. Not to be bound by theory, it is believed that the cations present on the cell wall of the bacteria prevent the bactericidal action. The Applicant has found that the problems of bacteria growth and reduced bactericidal activity are particularly troublesome with bactericidal agents of the chlorophenol and/or quaternary ammonium type.
- the formulator thus faces the challenge of formulating a product which maximises the bactericidal activity, minimises the contamination and is also inexpensive.
- WO 89/1239 discloses the use of lanthionine containing bacteriocin and a chelating agent for inhibiting Gram negative bacteria growth. More particularly disclosed are lanthionine containing bacteriocins with ethylene diamine tetraacetic acid (EDTA) for inhibiting Pseudomonas aeruginosa growth.
- EDTA ethylene diamine tetraacetic acid
- EP 0,639,636 discloses the use of a cationic germicide with a chelating agent and a surfactant. More particularly disclosed are cationic germicides with EDTA and a surfactant for inhibiting gram negative bacteria growth such as Escherichia coli and Pseudomonas aeruginosa.
- the present invention relates to the use of a chelant selected from the succinic acid, glutaric acid, phosphonic acid classes or any salts thereof and mixtures thereof as a bactericidal compound. Also provided herein are bactericidal compositions containing said chelant together with or without a conventional bactericidal agent.
- a method for reducing the bacterial growth which comprises the step of exposing said bacteria strain with a bactericidal composition according to the invention.
- An essential component of the invention is a chelant.
- the chelant When used as a bactericidal compound per se, the chelant will be present in amount of at least 0.05%, preferably at least 0.7% and more preferably at least 1 % by weight of the composition.
- said chelant When used as a co-bactericide, said chelant will be present in amount from at least 0.05%, preferably at least 0.5% and more preferably at least 1 % by weight of the composition.
- Suitable chelants for the purpose of the invention are compounds selected from succinic acid, glutaric acid, phosphonic acid classes or any salts thereof and mixtures thereof.
- Non limiting examples of chelants of the succinic acid class include emylenediamine disuccinic acid (EDDS), 2-hydroxypropy lenediamine disuccinic acid (HPDDS) and any salts thereof and mixtures thereof.
- EDDS emylenediamine disuccinic acid
- HPDDS 2-hydroxypropy lenediamine disuccinic acid
- a suitable chelant of the glutaric acid class is ethylenediamine diglutaric acid (EDDG) or salt thereof.
- Non limiting examples of chelants of the phosphonic acid class include emylenediaminetetrakis (methylenephosphonic acid), diethylene triamine penta (methylene phosphonic acid), ethylene diamine tri (methylene phosphonic acid), hexamethylene diamine tetra (methylene phosphonic acid), ⁇ -hydroxy-2 phenyl ethyl diphosphonic acid, methylene diphosphonic acid, hydroxy 1,1-hexylidene diphosphonic acid, vinylidene 1,1 diphosphonic acid, 1,2 dihydroxyethane 1,1 diphosphonic acid and hydroxy-ethane 1,1 diphosphonic acid and any salts thereof and mixtures thereof.
- Preferred from the above phosphonic acid species is hydroxy-ethane 1,1 diphosphonic acid. More preferably, said chelants are selected from ethylenediamine disuccinic acid, ethylenediamine diglutaric acid, 2- hydroxypropylenediamine disuccinic acid, hydroxy ethane 1,1 diphosphonic acid or any salts thereof and mixtures thereof. Especially preferred is ethylenediarnine-N,N'-disuccinic acid or the alkali metal, alkaline earth metal, ammonium, or substituted ammomum salts thereof, or mixtures thereof.
- Preferred EDDS compounds are the free acid form and the sodium or magnesium salt or complex thereof. Examples of such preferred sodium salts of EDDS include Na2EDDS and Na ⁇ EDDS. Examples of such preferred magnesium complexes of EDDS include MgEDDS and Mg2EDDS.
- a bactericidal composition comprising a chelant, wherein said chelant is as defined herein before.
- the bactericidal composition of the invention may further comprise one or more conventional bactericidal agents.
- the combination of said conventional bactericidal agent with said chelant is seen to produce a synergistic action on bacteria strain, particularly on Gram negative bacteria types and more specifically on Pseudomonas aeruginosa.
- the said combination allows the use of a reduced amount of conventional bactericides. More specifically, the combination produces a reduction in the minimum inhibitory concentration (MIC) of the conventional bactericide used per se.
- MIC minimum inhibitory concentration
- MIC is meant the “Minimum Inhibitory Concentration”, e.g the minimum level necessary of such conventional bactericides to inhibit the bacteria growth.
- Conventional bactericidal agents of use herein, for the purpose of the invention, will be selected from agents having their original MIC (e.g when used without the presence of a chelant of the invention) reduced by at least 50%, preferably 70% and more preferably at least 90% when in the presence of said chelant.
- bactericidal agents selected from chlorophenol and quaternary ammonium species and mixtures thereof.
- chlorophenol species are compounds selected from 2,4,4' trichloro-2' -hydroxydiphenyl ether available under the tradename Irgasan DP 300 from Ciba Geigy, 2,2'-dihydroxy-5,5'-dibromo-diphenyl ether and mixtures thereof.
- Preferred among the quaternary ammonium species is cetyl trimethyl ammonium bromide.
- these conventional bactericides are selected from 2,4,4' trichloro-2 * -hydroxydiphenyl ether (Irgasan DP 300), cetyl trimethyl ammonium bromide and mixtures thereof.
- a most preferred conventional bactericide to be used in combination with a chelant of the invention is 2,4,4' trichloro-2' -hydroxydiphenyl ether (Irgasan DP 300).
- Additional compounds may also be added to the composition. Such additional compounds should not be detrimental to the bactericidal composition of the invention.
- Non limiting examples of classes of suitable additional compounds which may be of use herein include surfactants, binders and thickeners.
- Non limiting examples of surfactants useful herein typically at levels from 1% to 95%, preferably 1% to 55% by weight, include the conventional Cn-Ci8 alkyl benzene sulfonates ("LAS") and primary, branched-chain and random C10-C20 alkyl sulfates (“AS”), the C10-C18 secondary (2,3) alkyl sulfates of the formula CH3(CH2) (CHOS ⁇ 3 ⁇ M + ) CH3 and CH3 (CH2) y (CHOS ⁇ 3 " M ) CH2CH3 where x and y - 1) are integers of at least 7, preferably at least 9, and M is a water-solubilizing cation, especially sodium, unsaturated sulfates such as oleyl sulfate, the CiQ-Cis alkyl alkoxy sulfates ("AE S”; especially EO 1-7 ethoxy sulfates), C10-C18 alkyl alkoxy carboxylates (
- the conventional nonionic and amphoteric surfactants such as the C ⁇ 2-C ⁇ g alkyl ethoxylates ("AE"), including the so-called narrow peaked alkyl ethoxylates and C6-C12 alkyl phenol alkoxylates (especially ethoxylates and mixed ethoxy/propoxy), C ⁇ 2-Cl8 betaines and sulfobetaines ("sultaines"), C10-C18 amine oxides, and the like, can also be included in the overall compositions.
- the C10-C18 N-alkyl polyhydroxy fatty acid amides can also be used. Typical examples include the C12- 18 N- methylglucamides. See WO 9,206,154.
- sugar-derived surfactants include the N-alkoxy polyhydroxy fatty acid amides, such as C10-C18 N (3-methoxypropyl) glucamide.
- the N-propyl through N-hexyl C12-C18 glucamides can be used for low sudsing.
- C10-C20 conventional soaps may also be used. If high sudsing is desired, the branched-chain C10- Ci6 soaps may be used.
- Suitable surfactants suitable for the purpose of the invention are the anionic alkali metal sarcosinates of formula:
- R is a C9-C17 linear or branched alkyl or alkenyl group
- Rl is a C1-C4 alkyl group
- M is an alkali metal ion.
- Preferred examples are the lauroyl, cocoyl (C12-C14), myristyl and oleyl methyl sarcosinates in the form of their sodium salts.
- Binders and thickeners such as sodium carboxymethylcellulose, xantham gum, gum arabic may also be included, as well as synthetic polymers such as polyacrylates, copolymers of polyvinylmethylether with maleic anhydride, copolymers of maleic acid with acrylic acid, terpolymers of maleic/acrylic/vinyl alcohol and hydroxy alkyl cellulose ethers.
- Flavours such as peppermint and spearmint oils may also be included, as well as preservatives, opacifying agents, colouring agents, pH-adjusting agents and sweetening agents.
- compositions of the invention can be formulated in any desirable form such as powders, granulates, pastes, liquids, tablets, capsules, pills, solutions, suspensions, salves and gels.
- compositions of the present invention may be formulated as liquid compositions.
- Such liquid compositions typically comprise from 94% to 35% by weight, preferably from 90% to 40% by weight, most preferably from 80% to 50% by weight of a liquid carrier, e.g., water, preferably a mixture of water and organic solvent.
- compositions of the present invention may also be in the form of gels.
- Such compositions are typically formulated with polyalkenyl polyether having a molecular weight of from about 750,000 to about 4,000,000.
- compositions of the invention may also be in the form of solids, such as powders, tablets, capsules, pills and granules.
- a method for reducing the growth of a bacteria strain which comprises the step of exposing said bacteria strain to a bactericidal composition of the invention.
- a particularly effective action is seen on gram negative bacteria and more specifically Pseudomonas aeruginosa.
- Cultures of the test bacterium were prepared with Pseudomonas aeruginosa in nutrient broth and subcultured at 30°C daily for between three and five successive days before they were required.
- the inocula were prepared by diluting each of the overnight broth cultures 1:100 in
- Solutions or suspensions of the antibacterials were prepared in sterile distilled water or water/ethanol mixtures immediately before use.
- EDDS is seen to produce an effective bactericidal action against Pseudomonas aeruginosa bacteria.
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Abstract
There is provided the use of a chelant selected from the succinic acid, glutaric acid, phosphonic acid classes or any salts thereof and mixture thereof as a bactericidal compound. Also provided herein are bactericidal compositions containing said chelant with or without conventional bactericidal agents. Further provided herein is a method for reducing the growth of a bacteria strain, which comprises the step of exposing said bacteria strain to a bactericidal composition of the invention.
Description
Bactericidal composition
Field of the invention
The present invention relates to the use of a chelant as a a bactericidal compound as well as a bactericidal composition containing a chelant, suitable for use in deodorants, soaps, oral health care, dermatological preparations and also in food as a food preservative. More particularly, it relates to a bactericidal composition comprising a chelant as a bactericidal agent or as a co-bactericidal agent.
Background of the invention
Bacteria may be found in the food or clinic environment. Bacteria strains are divided into two types: gram negative and gram positive. Gram negative bacteria types include bacteria such as Salmonella typhimurium, Bacterioides gingivalis, Actinobacillus actinomycetescomitans, Klebsiella pneumoniae, Escherichia coli and Pseudomonas aeruginosa while gram positive bacteria include bacteria such as Staphilococcus aureus, Streptococcus mutans, Listeria monocytogenes, Streptococcus agalactiae and Coryneform bacteria.
The presence of such bacteria on food or dermatological or oral substrates results in contamination and spoilage. This problem is magnified for gram negative bacteria, especially Pseudomonas aeruginosa as this microoganism is distributed widely and also spreads rapidly since almost any condition is suitable for its growth.
To retard and/or prevent such growth, it is known in the art to use bactericides of the bacterial or chemical type. However, a problem encountered with such bactericides is that they are expensive and/or sometimes are not fully active. Not to be bound by theory, it is believed that the cations present on the cell wall of the bacteria prevent the
bactericidal action. The Applicant has found that the problems of bacteria growth and reduced bactericidal activity are particularly troublesome with bactericidal agents of the chlorophenol and/or quaternary ammonium type.
The formulator thus faces the challenge of formulating a product which maximises the bactericidal activity, minimises the contamination and is also inexpensive.
WO 89/1239 discloses the use of lanthionine containing bacteriocin and a chelating agent for inhibiting Gram negative bacteria growth. More particularly disclosed are lanthionine containing bacteriocins with ethylene diamine tetraacetic acid (EDTA) for inhibiting Pseudomonas aeruginosa growth.
EP 0,639,636 discloses the use of a cationic germicide with a chelating agent and a surfactant. More particularly disclosed are cationic germicides with EDTA and a surfactant for inhibiting gram negative bacteria growth such as Escherichia coli and Pseudomonas aeruginosa.
The Applicant has now surprisingly found that the use of specific chelants of the succinic, glutaric or phosphonic class ameliorate these problems.
It is therefore an object of the invention to provide the use of a compound having a bactericidal activity.
It is another object of the invention to provide bactericidal compositions containing a chelant.
It is a further object of the invention to provide bactericidal compositions containing a chelant together with a conventional bactericidal compound, wherein the combination of said chelant with the conventional bactericidal compound produce a synergistic bactericidal action.
Summary of the invention
The present invention relates to the use of a chelant selected from the succinic acid, glutaric acid, phosphonic acid classes or any salts thereof and mixtures thereof as a bactericidal compound.
Also provided herein are bactericidal compositions containing said chelant together with or without a conventional bactericidal agent.
Further provided herein is a method for reducing the bacterial growth, which comprises the step of exposing said bacteria strain with a bactericidal composition according to the invention.
Detailed description of the invention Chelant
An essential component of the invention is a chelant. When used as a bactericidal compound per se, the chelant will be present in amount of at least 0.05%, preferably at least 0.7% and more preferably at least 1 % by weight of the composition. When used as a co-bactericide, said chelant will be present in amount from at least 0.05%, preferably at least 0.5% and more preferably at least 1 % by weight of the composition.
Suitable chelants for the purpose of the invention are compounds selected from succinic acid, glutaric acid, phosphonic acid classes or any salts thereof and mixtures thereof.
Non limiting examples of chelants of the succinic acid class include emylenediamine disuccinic acid (EDDS), 2-hydroxypropy lenediamine disuccinic acid (HPDDS) and any salts thereof and mixtures thereof.
A suitable chelant of the glutaric acid class is ethylenediamine diglutaric acid (EDDG) or salt thereof.
Non limiting examples of chelants of the phosphonic acid class include emylenediaminetetrakis (methylenephosphonic acid), diethylene triamine penta (methylene phosphonic acid), ethylene diamine tri (methylene phosphonic acid), hexamethylene diamine tetra (methylene phosphonic acid), α-hydroxy-2 phenyl ethyl diphosphonic acid, methylene diphosphonic acid, hydroxy 1,1-hexylidene diphosphonic acid, vinylidene 1,1 diphosphonic acid, 1,2 dihydroxyethane 1,1 diphosphonic acid and hydroxy-ethane 1,1 diphosphonic acid and any salts thereof and mixtures thereof.
Preferred from the above phosphonic acid species is hydroxy-ethane 1,1 diphosphonic acid.
More preferably, said chelants are selected from ethylenediamine disuccinic acid, ethylenediamine diglutaric acid, 2- hydroxypropylenediamine disuccinic acid, hydroxy ethane 1,1 diphosphonic acid or any salts thereof and mixtures thereof. Especially preferred is ethylenediarnine-N,N'-disuccinic acid or the alkali metal, alkaline earth metal, ammonium, or substituted ammomum salts thereof, or mixtures thereof. Preferred EDDS compounds are the free acid form and the sodium or magnesium salt or complex thereof. Examples of such preferred sodium salts of EDDS include Na2EDDS and NaβEDDS. Examples of such preferred magnesium complexes of EDDS include MgEDDS and Mg2EDDS.
In an embodiment of the invention is provided a bactericidal composition comprising a chelant, wherein said chelant is as defined herein before.
In another embodiment of the invention, the bactericidal composition of the invention may further comprise one or more conventional bactericidal agents. The combination of said conventional bactericidal agent with said chelant is seen to produce a synergistic action on bacteria strain, particularly on Gram negative bacteria types and more specifically on Pseudomonas aeruginosa.
Furthermore, the said combination allows the use of a reduced amount of conventional bactericides. More specifically, the combination produces a reduction in the minimum inhibitory concentration (MIC) of the conventional bactericide used per se.
By MIC is meant the "Minimum Inhibitory Concentration", e.g the minimum level necessary of such conventional bactericides to inhibit the bacteria growth.
Determination of said MIC is described hereinafter.
Conventional bactericidal agents
Conventional bactericidal agents of use herein, for the purpose of the invention, will be selected from agents having their original MIC (e.g when used without the presence of a chelant of the invention) reduced by
at least 50%, preferably 70% and more preferably at least 90% when in the presence of said chelant.
Most preferred conventional bactericidal agents which may be used for the purpose of the invention are bactericidal agents selected from chlorophenol and quaternary ammonium species and mixtures thereof. Preferred among the chlorophenol species are compounds selected from 2,4,4' trichloro-2' -hydroxydiphenyl ether available under the tradename Irgasan DP 300 from Ciba Geigy, 2,2'-dihydroxy-5,5'-dibromo-diphenyl ether and mixtures thereof.
Preferred among the quaternary ammonium species is cetyl trimethyl ammonium bromide.
More preferably, these conventional bactericides are selected from 2,4,4' trichloro-2* -hydroxydiphenyl ether (Irgasan DP 300), cetyl trimethyl ammonium bromide and mixtures thereof. A most preferred conventional bactericide to be used in combination with a chelant of the invention is 2,4,4' trichloro-2' -hydroxydiphenyl ether (Irgasan DP 300).
Additional compounds may also be added to the composition. Such additional compounds should not be detrimental to the bactericidal composition of the invention.
Non limiting examples of classes of suitable additional compounds which may be of use herein include surfactants, binders and thickeners.
Surfactant
Non limiting examples of surfactants useful herein, typically at levels from 1% to 95%, preferably 1% to 55% by weight, include the conventional Cn-Ci8 alkyl benzene sulfonates ("LAS") and primary, branched-chain and random C10-C20 alkyl sulfates ("AS"), the C10-C18 secondary (2,3) alkyl sulfates of the formula CH3(CH2) (CHOSθ3~M+) CH3 and CH3 (CH2)y(CHOSθ3"M ) CH2CH3 where x and y - 1) are integers of at least 7, preferably at least 9, and M is a water-solubilizing cation, especially sodium, unsaturated sulfates such as oleyl sulfate, the CiQ-Cis alkyl alkoxy sulfates ("AE S"; especially EO 1-7 ethoxy sulfates), C10-C18 alkyl alkoxy carboxylates (especially the
EO 1-5 ethoxycarboxylates), the Cιo_i8 glycerol ethers, the Cio-Cig alkyl polyglycosides and their corresponding sulfated polyglycosides, and C12-C18 alpha-sulfonated fatty acid esters. If desired, the conventional nonionic and amphoteric surfactants such as the Cχ2-Cιg alkyl ethoxylates ("AE"), including the so-called narrow peaked alkyl ethoxylates and C6-C12 alkyl phenol alkoxylates (especially ethoxylates and mixed ethoxy/propoxy), Cχ2-Cl8 betaines and sulfobetaines ("sultaines"), C10-C18 amine oxides, and the like, can also be included in the overall compositions. The C10-C18 N-alkyl polyhydroxy fatty acid amides can also be used. Typical examples include the C12- 18 N- methylglucamides. See WO 9,206,154. Other sugar-derived surfactants include the N-alkoxy polyhydroxy fatty acid amides, such as C10-C18 N (3-methoxypropyl) glucamide. The N-propyl through N-hexyl C12-C18 glucamides can be used for low sudsing. C10-C20 conventional soaps may also be used. If high sudsing is desired, the branched-chain C10- Ci6 soaps may be used.
Other suitable surfactants suitable for the purpose of the invention are the anionic alkali metal sarcosinates of formula:
wherein R is a C9-C17 linear or branched alkyl or alkenyl group, Rl is a C1-C4 alkyl group and M is an alkali metal ion. Preferred examples are the lauroyl, cocoyl (C12-C14), myristyl and oleyl methyl sarcosinates in the form of their sodium salts.
Mixtures of anionic and nonionic surfactants are especially useful. Other conventional useful surfactants are listed in standard texts.
Binders and thickeners such as sodium carboxymethylcellulose, xantham gum, gum arabic may also be included, as well as synthetic polymers such as polyacrylates, copolymers of polyvinylmethylether with maleic anhydride, copolymers of maleic acid with acrylic acid, terpolymers of maleic/acrylic/vinyl alcohol and hydroxy alkyl cellulose ethers. Flavours such as peppermint and spearmint oils may also be included, as well as preservatives, opacifying agents, colouring agents, pH-adjusting agents and sweetening agents.
Form of the compositions
The compositions of the invention can be formulated in any desirable form such as powders, granulates, pastes, liquids, tablets, capsules, pills, solutions, suspensions, salves and gels.
Liquid compositions
The compositions of the present invention may be formulated as liquid compositions. Such liquid compositions typically comprise from 94% to 35% by weight, preferably from 90% to 40% by weight, most preferably from 80% to 50% by weight of a liquid carrier, e.g., water, preferably a mixture of water and organic solvent.
Gel compositions
The compositions of the present invention may also be in the form of gels. Such compositions are typically formulated with polyalkenyl polyether having a molecular weight of from about 750,000 to about 4,000,000.
Solid compositions
The compositions of the invention may also be in the form of solids, such as powders, tablets, capsules, pills and granules.
In another embodiment of the invention there is provided a method for reducing the growth of a bacteria strain, which comprises the step of exposing said bacteria strain to a bactericidal composition of the invention.
A particularly effective action is seen on gram negative bacteria and more specifically Pseudomonas aeruginosa.
The invention is illustrated in the following non limiting examples.
Method of determination of the bactericidal activity
1 -Preparation of the inoculum
Cultures of the test bacterium were prepared with Pseudomonas aeruginosa in nutrient broth and subcultured at 30°C daily for between three and five successive days before they were required. The inocula were prepared by diluting each of the overnight broth cultures 1:100 in
0.1% Peptone Water immediately prior to use.
/02010 P 17US96 09860
8
2-Determination of the Minimum Inhibitory Concentration (MIC) of
EDDS
5ml of the solution of 32.4% trisodium EDDS were added to 5ml of double strength nutrient broth and mixed. 5 ml of this mixture were taken and added to 5ml of single strength broth and mixed. Further halving dilutions were prepared in the same manner until a total of ten dilutions of the product had been prepared.
3-Preparation of solutions of antibacterials
Solutions or suspensions of the antibacterials were prepared in sterile distilled water or water/ethanol mixtures immediately before use.
4-Preparation of nutrient broth containing EDDS Single strength (0.745%) solutions of EDDS in nutrient broth were prepared by adding 2.3ml of 32.4% trisodium EDDS to 97.7ml single strength nutrient broth. Double strength (1.49%) solutions of EDDS in double strength nutrient broth were prepared by adding 4.6ml of 32.4% trisodium EDDS to 95.4ml double strength nutrient broth.
5-Preparation of dilutions of the antibacterials
5ml of the solution or suspension of antibacterial were added to 5ml of double strength nutrient broth and mixed; 5ml of this mixture were taken and added to 5ml of single strength broth and mixed. Further halving dilutions were prepared in the same manner until a total of ten dilutions of the product had been prepared. This operation was repeated but this time all dilutions were prepared in nutrient broth containing EDDS prepared as in point 4.
6-Determination of the MIC of the conventional bactericidal agents Halving dilutions in nutrient broth of each antibacterial prepared in triplicate as in point 5 were inoculated with 10 microlitres of the inoculum and mixed. The inoculated broths were incubated at 30°C for 3 days and then examined for visual turbidity. The presence of turbidity, noted " + " in the examples, was taken as an indicator of bacterial growth and multiplication.
02010
Example 1
MIC of trisodium salt of EDDS (Concentration in dilution Nol = 16.2%)
1 2 3 4 5 6 7 8 9 10
- - - - - + + + + +
- - - - - + + + + +
- - - - - + + + + +
MIC = 0.506-1.013%
At levels of at least 0.7%, EDDS is seen to produce an effective bactericidal action against Pseudomonas aeruginosa bacteria.
Example 2
MIC of Cetyl trimethyl ammonium bromide (ex BDH) (Concentration in dilution Nol =0.5%)
1 2 3 4 5 6 7 8 9 10
- - - - + + + + + +
- - - - + + + + + +
- - - - + + + + + +
MIC = 0.0313-0.0625%
MIC of Cetyl trimethyl ammonium bromide in broth containing 0.745% EDDS (Concentration in dilution Nol =0.5%)
1 2 3 4 5 6 7 8 9 10
- - - - - - - - - +
- - - - - - - - - -
- - - - - - - - - +
MIC = 0.000977-0.00195%
It can be seen that the combination of EDDS and cetyl trimethyl ammonium bromide produce a synergistic bactericidal action.
Example 3
MIC of 2,4,4' trichloro-2*-hydroxydiphenyl ether (Irgasan DP 300 ex
Ciba-Geigy) (Concentration in dilution Nol =0.5%)
1 2 3 4 5 6 7 8 9 10
- + + + + + + + + +
- + + + + + + + + +
- + + + + + + + + +
MIC = > 0.5%-inhibition in dilution Nol due to presence of ethanol
MIC of 2,4,4' trichloro-2'-hydroxydiphenyl ether (Irgasan DP 300) in broth containing 0.745% EDDS (Concentration in dilution Nol =0.5%)
1 2 3 4 5 6 7 8 9 10
- - - - - - + + + +
- - - - - - + + + +
- - - - - - - + + +
MIC = 0.00781-0.0156%
It can be seen that the combination of EDDS and 2,4,4' trichloro-2'- hydroxydiphenyl ether (Irgasan DP 300) produce a synergistic bactericidal action.
Claims
WHAT IS CLAIMED IS:
1-The use of a chelant selected from the succinic acid, glutaric acid, phosphonic acid classes or any salts thereof and mixtures thereof as a bactericidal compound.
2-The use of a chelant according to Claim 1, wherein said chelant is selected from emylenediamine disuccinic acid (EDDS), ethylenediamine diglutaric acid (EDDG), 2-hydroxypropylenediamine disuccinic acid (HPDDS), hydroxy ethane 1,1 diphosphonic acid (HEDP) or any salts thereof and mixtures thereof.
3-The use of a chelant according to either one of Claim 1 or 2, wherein said chelant is ethylenediamine disuccinic acid (EDDS) or salt thereof.
4-A bactericidal composition, wherein said composition comprises a chelant selected from the succinic acid, glutaric acid, phosphonic acid classes or any salts thereof and mixtures thereof.
5-A bactericidal composition according to Claim 4, wherein said chelant is selected from ethylenediamine disuccinic acid (EDDS), e ylenediamine diglutaric acid (EDDG), 2-hydroxypropylenediamine disuccinic acid (HPDDS), hydroxy ethane 1,1 diphosphonic acid (HEDP) or any salts thereof and mixtures thereof.
6-A bactericidal composition according to either one of Claim 4 or 5, wherein said chelant is ethylenediamine disuccinic acid (EDDS) or salt thereof.
7-A bactericidal composition according to any one of Claim 4-6, wherein said chelant is present in amount of at least 0.05%, preferably 0.7% by weight.
8-A bactericidal composition according to any one of Claims 4-6, wherein said composition further comprises a conventional bactericidal agent.
7/02010 PC17US96/09860
12
9- A composition according to Claim 8, wherein said chelant is present in amount of at least 0.05%, preferably at least 0.5% by weight.
10-A composition according to either one of Claim 8 or 9, wherein said conventional bactericide is selected from agents having their original Minimum Inhibitory Concentration (MIC) reduced by at least 50%, preferably 70% and more preferably at least 90% when in the presence of said chelant.
11-A composition according to anyone of Claims 8-10, wherein said conventional bactericide is selected from chlorophenol and quaternary ammonium species and mixtures thereof.
12-A composition according to Claim 11, wherein said conventional bactericide is selected from 2,4,4' trichloro-2' -hydroxydiphenyl ether (Irgasan DP 300), cetyl trimethyl ammonium bromide and mixtures thereof, preferably 2,4,4' trichloro-2' -hydroxydiphenyl ether (Irgasan DP 300).
13-A method for reducing the growth of a bacteria strain, which comprises the step of exposing said bacteria strain to a bactericidal composition as claimed in any one of Claims 4-12.
14-A method according to Claim 11, wherein said bacteria strain is of the gram negative type and preferably is Pseudomonas aeruginosa.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB9513731.1A GB9513731D0 (en) | 1995-07-05 | 1995-07-05 | Bactericidal compositions |
| GB9513731 | 1995-07-05 | ||
| PCT/US1996/009860 WO1997002010A1 (en) | 1995-07-05 | 1996-06-07 | Bactericidal composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| EP0836469A1 EP0836469A1 (en) | 1998-04-22 |
| EP0836469A4 true EP0836469A4 (en) | 1999-09-15 |
Family
ID=10777188
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP96919315A Withdrawn EP0836469A4 (en) | 1995-07-05 | 1996-06-07 | BACTERICIDAL |
Country Status (5)
| Country | Link |
|---|---|
| EP (1) | EP0836469A4 (en) |
| AU (1) | AU6168496A (en) |
| CA (1) | CA2228945C (en) |
| GB (1) | GB9513731D0 (en) |
| WO (1) | WO1997002010A1 (en) |
Families Citing this family (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB9615633D0 (en) * | 1996-07-25 | 1996-09-04 | Procter & Gamble | Shampoo compositions |
| DE19650102A1 (en) * | 1996-12-03 | 1998-06-04 | Basf Ag | Use of bis (dicarboxylic acid) diaminoalkylene derivatives as biodegradable complexing agents for alkaline earth and heavy metal ions |
| GB9721394D0 (en) * | 1997-10-09 | 1997-12-10 | Ass Octel | Anti-microbial compound |
| EP0968658A1 (en) * | 1998-07-02 | 2000-01-05 | Akzo Nobel N.V. | Feed additives comprising ethylene diamine disuccinic acid as a chelant |
| GB0024689D0 (en) | 2000-10-09 | 2000-11-22 | Unilever Plc | Deodorant products |
| FR2818150B1 (en) * | 2000-12-15 | 2004-04-30 | Anios Lab Sarl | COMPOSITION FOR THE TREATMENT OF OBJECTS FOR DISINFECT |
| JP4518367B2 (en) * | 2002-03-25 | 2010-08-04 | 株式会社資生堂 | Pore reducing agent |
| GB0714575D0 (en) | 2007-07-26 | 2007-09-05 | Innospec Ltd | Composition |
| GB0714569D0 (en) | 2007-07-26 | 2007-09-05 | Innospec Ltd | Composition |
| EP2206506A1 (en) | 2008-12-18 | 2010-07-14 | Bracco Imaging S.p.A | Probiotic formulations |
| US8628812B2 (en) | 2008-12-30 | 2014-01-14 | Pepsico, Inc. | Preservative system for acidic beverages based on sequestrants |
| US8257720B2 (en) | 2009-04-20 | 2012-09-04 | Conopco, Inc. | Stabilized cationic ammonium compounds and compositions comprising the same |
| US8324255B2 (en) | 2009-09-15 | 2012-12-04 | Conopco, Inc. | Chelator stabilized cationic ammonium compounds and compositions comprising the same |
| DE102017207927A1 (en) * | 2017-05-10 | 2018-11-15 | Henkel Ag & Co. Kgaa | Process for reducing perspiration and / or body odor using phosphonate compounds having amine and / or hydroxyl groups |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0341662A2 (en) * | 1988-05-09 | 1989-11-15 | The B.F. Goodrich Company | Tartar inhibiting oral compositions and method |
| WO1994000103A1 (en) * | 1992-06-26 | 1994-01-06 | The Procter & Gamble Company | Anticalculus compositions |
| WO1995007616A1 (en) * | 1993-09-14 | 1995-03-23 | Minnesota Mining And Manufacturing Company | Disinfectant composition |
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|---|---|---|---|---|
| GB8310081D0 (en) * | 1983-04-14 | 1983-05-18 | Interox Chemicals Ltd | Peroxygen compounds |
| US5338748A (en) * | 1985-01-18 | 1994-08-16 | Cetylite Industries, Inc. | Sterilant composition |
| DE3611522A1 (en) * | 1986-04-05 | 1987-10-08 | Henkel Kgaa | DIPHOSPHONYLATED OXONITRILE, METHOD FOR THE PRODUCTION AND THEIR USE IN MICROBISTATIC COMPOSITIONS AND MICROBISTATICALLY EFFECTIVE DIPHOSPHONYLATED OXONITRILE CONTAINERS |
| CA2056503C (en) * | 1990-11-30 | 2002-04-16 | Richard Roesler | Stable, solid acetylperoxyborate compounds |
| US5460802A (en) * | 1994-07-18 | 1995-10-24 | Minnesota Mining And Manufacturing Company | Oral disinfectant for companion animals |
-
1995
- 1995-07-05 GB GBGB9513731.1A patent/GB9513731D0/en active Pending
-
1996
- 1996-06-07 AU AU61684/96A patent/AU6168496A/en not_active Abandoned
- 1996-06-07 EP EP96919315A patent/EP0836469A4/en not_active Withdrawn
- 1996-06-07 WO PCT/US1996/009860 patent/WO1997002010A1/en active Search and Examination
- 1996-06-07 CA CA002228945A patent/CA2228945C/en not_active Expired - Fee Related
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0341662A2 (en) * | 1988-05-09 | 1989-11-15 | The B.F. Goodrich Company | Tartar inhibiting oral compositions and method |
| WO1994000103A1 (en) * | 1992-06-26 | 1994-01-06 | The Procter & Gamble Company | Anticalculus compositions |
| WO1995007616A1 (en) * | 1993-09-14 | 1995-03-23 | Minnesota Mining And Manufacturing Company | Disinfectant composition |
Non-Patent Citations (1)
| Title |
|---|
| See also references of WO9702010A1 * |
Also Published As
| Publication number | Publication date |
|---|---|
| CA2228945A1 (en) | 1997-01-23 |
| EP0836469A1 (en) | 1998-04-22 |
| CA2228945C (en) | 2001-05-01 |
| WO1997002010A1 (en) | 1997-01-23 |
| GB9513731D0 (en) | 1995-09-06 |
| AU6168496A (en) | 1997-02-05 |
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