AU4700097A - Novel (cis)-3,4-chroman derivatives useful in the prevention or treatment of estrogen related diseases or syndromes - Google Patents

Novel (cis)-3,4-chroman derivatives useful in the prevention or treatment of estrogen related diseases or syndromes

Info

Publication number: AU4700097A
Authority: AU; Australia
Prior art keywords: formula; compound; phenyl; methoxy; cis
Prior art date: 1996-10-28
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.): Abandoned

Application number

AU47000/97A

Other languages

English (en)

Inventor

Paul Stanley Bury

Lise Brown Christiansen

Poul Jacobsen

Anders Kanstrup

Svend Treppendahl

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Novo Nordisk AS

Original Assignee

Novo Nordisk AS

Priority date (The priority date 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 date listed.)

1996-10-28

Filing date

1997-10-28

Publication date

1998-05-22

1997-10-28 Application filed by Novo Nordisk AS filed Critical Novo Nordisk AS

1998-05-22 Publication of AU4700097A publication Critical patent/AU4700097A/en

Status Abandoned legal-status Critical Current

Links

239000000262 estrogen Substances 0.000 title claims description 77
229940011871 estrogen Drugs 0.000 title claims description 76
238000011282 treatment Methods 0.000 title claims description 44
230000002265 prevention Effects 0.000 title claims description 40
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 title claims description 29
201000010099 disease Diseases 0.000 title claims description 27
208000011580 syndromic disease Diseases 0.000 title claims description 24
150000001875 compounds Chemical class 0.000 claims description 366
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 95
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 53
125000001424 substituent group Chemical group 0.000 claims description 44
-1 (±)-(cis-3-(4-Methylphenyl)-4-(4-(2-pyrrolidinoethoxy)phenyl)-chroman-7-yl) N,N- dimethylsulfamic acid ester Chemical class 0.000 claims description 42
239000003795 chemical substances by application Substances 0.000 claims description 42
AOJFQRQNPXYVLM-UHFFFAOYSA-N pyridin-1-ium;chloride Chemical compound [Cl-].C1=CC=[NH+]C=C1 AOJFQRQNPXYVLM-UHFFFAOYSA-N 0.000 claims description 40
229910052736 halogen Inorganic materials 0.000 claims description 39
150000002367 halogens Chemical class 0.000 claims description 39
VZWXIQHBIQLMPN-UHFFFAOYSA-N chromane Chemical compound C1=CC=C2CCCOC2=C1 VZWXIQHBIQLMPN-UHFFFAOYSA-N 0.000 claims description 38
125000004093 cyano group Chemical group *C#N 0.000 claims description 34
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 34
125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 32
229910052760 oxygen Inorganic materials 0.000 claims description 32
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims description 30
238000010511 deprotection reaction Methods 0.000 claims description 29
229910052739 hydrogen Inorganic materials 0.000 claims description 26
229910052757 nitrogen Inorganic materials 0.000 claims description 25
238000000034 method Methods 0.000 claims description 24
229910052717 sulfur Inorganic materials 0.000 claims description 24
206010065687 Bone loss Diseases 0.000 claims description 23
208000001132 Osteoporosis Diseases 0.000 claims description 21
NLKNQRATVPKPDG-UHFFFAOYSA-M potassium iodide Chemical compound [K+].[I-] NLKNQRATVPKPDG-UHFFFAOYSA-M 0.000 claims description 21
230000004927 fusion Effects 0.000 claims description 20
HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Inorganic materials [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 20
WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 claims description 18
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 18
150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 17
239000003054 catalyst Substances 0.000 claims description 17
229920006395 saturated elastomer Polymers 0.000 claims description 17
125000005842 heteroatom Chemical group 0.000 claims description 16
BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical class OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 claims description 16
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125000000623 heterocyclic group Chemical group 0.000 claims description 15
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IBYHHJPAARCAIE-UHFFFAOYSA-N 1-bromo-2-chloroethane Chemical compound ClCCBr IBYHHJPAARCAIE-UHFFFAOYSA-N 0.000 claims description 10
ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 claims description 10
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QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 8
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WJKHJLXJJJATHN-UHFFFAOYSA-N triflic anhydride Chemical compound FC(F)(F)S(=O)(=O)OS(=O)(=O)C(F)(F)F WJKHJLXJJJATHN-UHFFFAOYSA-N 0.000 claims description 6
GTQHJCOHNAFHRE-UHFFFAOYSA-N 1,10-dibromodecane Chemical compound BrCCCCCCCCCCBr GTQHJCOHNAFHRE-UHFFFAOYSA-N 0.000 claims description 5
SGRHVVLXEBNBDV-UHFFFAOYSA-N 1,6-dibromohexane Chemical compound BrCCCCCCBr SGRHVVLXEBNBDV-UHFFFAOYSA-N 0.000 claims description 5
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AGEZXYOZHKGVCM-UHFFFAOYSA-N benzyl bromide Chemical compound BrCC1=CC=CC=C1 AGEZXYOZHKGVCM-UHFFFAOYSA-N 0.000 claims description 5
239000007819 coupling partner Substances 0.000 claims description 5
150000002148 esters Chemical class 0.000 claims description 5
150000002170 ethers Chemical class 0.000 claims description 5
125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims description 5
125000001153 fluoro group Chemical group F* 0.000 claims description 5
QARBMVPHQWIHKH-UHFFFAOYSA-N methanesulfonyl chloride Chemical compound CS(Cl)(=O)=O QARBMVPHQWIHKH-UHFFFAOYSA-N 0.000 claims description 5
PAAZPARNPHGIKF-UHFFFAOYSA-N 1,2-dibromoethane Chemical compound BrCCBr PAAZPARNPHGIKF-UHFFFAOYSA-N 0.000 claims description 4
ULTHEAFYOOPTTB-UHFFFAOYSA-N 1,4-dibromobutane Chemical compound BrCCCCBr ULTHEAFYOOPTTB-UHFFFAOYSA-N 0.000 claims description 4
DKEGCUDAFWNSSO-UHFFFAOYSA-N 1,8-dibromooctane Chemical compound BrCCCCCCCCBr DKEGCUDAFWNSSO-UHFFFAOYSA-N 0.000 claims description 4
GIGRWGTZFONRKA-UHFFFAOYSA-N 1-(bromomethyl)-4-methoxybenzene Chemical compound COC1=CC=C(CBr)C=C1 GIGRWGTZFONRKA-UHFFFAOYSA-N 0.000 claims description 4
HRBDYZTVYDWCIN-UHFFFAOYSA-N 4-[2-[4-(3-phenyl-7-phenylmethoxy-3,4-dihydro-2h-chromen-4-yl)phenoxy]ethyl]morpholine Chemical compound C=1C=C(C2C3=CC=C(OCC=4C=CC=CC=4)C=C3OCC2C=2C=CC=CC=2)C=CC=1OCCN1CCOCC1 HRBDYZTVYDWCIN-UHFFFAOYSA-N 0.000 claims description 4
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ZLBNSTMUEYCADR-UHFFFAOYSA-N 4-[6-[4-(3-phenyl-7-phenylmethoxy-3,4-dihydro-2h-chromen-4-yl)phenoxy]hexyl]morpholine Chemical compound C=1C=C(C2C3=CC=C(OCC=4C=CC=CC=4)C=C3OCC2C=2C=CC=CC=2)C=CC=1OCCCCCCN1CCOCC1 ZLBNSTMUEYCADR-UHFFFAOYSA-N 0.000 claims description 4
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 claims description 4
229930040373 Paraformaldehyde Natural products 0.000 claims description 4
150000001335 aliphatic alkanes Chemical class 0.000 claims description 4
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125000001246 bromo group Chemical group Br* 0.000 claims description 4
239000003433 contraceptive agent Substances 0.000 claims description 4
230000002254 contraceptive effect Effects 0.000 claims description 4
125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 4
150000004678 hydrides Chemical class 0.000 claims description 4
125000002346 iodo group Chemical group I* 0.000 claims description 4
OUICLEHGPJFKCT-UHFFFAOYSA-N methyl 2-[4-(3-phenyl-7-phenylmethoxy-3,4-dihydro-2h-chromen-4-yl)phenoxy]acetate Chemical compound C1=CC(OCC(=O)OC)=CC=C1C1C2=CC=C(OCC=3C=CC=CC=3)C=C2OCC1C1=CC=CC=C1 OUICLEHGPJFKCT-UHFFFAOYSA-N 0.000 claims description 4
LISATCDUEIDLRM-UHFFFAOYSA-N n,n-dibutyl-6-[4-(3-phenyl-7-phenylmethoxy-3,4-dihydro-2h-chromen-4-yl)phenoxy]hexan-1-amine Chemical compound C1=CC(OCCCCCCN(CCCC)CCCC)=CC=C1C1C2=CC=C(OCC=3C=CC=CC=3)C=C2OCC1C1=CC=CC=C1 LISATCDUEIDLRM-UHFFFAOYSA-N 0.000 claims description 4
YKIDZXOQSQAQRD-UHFFFAOYSA-N n,n-dimethyl-10-[4-(3-phenyl-7-phenylmethoxy-3,4-dihydro-2h-chromen-4-yl)phenoxy]decan-1-amine Chemical compound C1=CC(OCCCCCCCCCCN(C)C)=CC=C1C1C2=CC=C(OCC=3C=CC=CC=3)C=C2OCC1C1=CC=CC=C1 YKIDZXOQSQAQRD-UHFFFAOYSA-N 0.000 claims description 4
HGNZVQPLJANFCO-UHFFFAOYSA-N n-[2-[4-(3-phenyl-7-phenylmethoxy-3,4-dihydro-2h-chromen-4-yl)phenoxy]ethyl]butan-1-amine Chemical compound C1=CC(OCCNCCCC)=CC=C1C1C2=CC=C(OCC=3C=CC=CC=3)C=C2OCC1C1=CC=CC=C1 HGNZVQPLJANFCO-UHFFFAOYSA-N 0.000 claims description 4
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CTQNDUJENKMTPD-JDXGNMNLSA-N 1-[2-[4-[(3r,4s)-7-methoxy-3-(4-methylphenyl)-3,4-dihydro-2h-chromen-4-yl]phenoxy]ethyl]piperidine Chemical compound C1([C@H]2[C@H](C3=CC=C(C=C3OC2)OC)C=2C=CC(OCCN3CCCCC3)=CC=2)=CC=C(C)C=C1 CTQNDUJENKMTPD-JDXGNMNLSA-N 0.000 claims description 3
JSSCBBUIMKOYLK-UHFFFAOYSA-N 4-[10-[4-(3-phenyl-7-phenylmethoxy-3,4-dihydro-2h-chromen-4-yl)phenoxy]decyl]morpholine Chemical compound C=1C=C(C2C3=CC=C(OCC=4C=CC=CC=4)C=C3OCC2C=2C=CC=CC=2)C=CC=1OCCCCCCCCCCN1CCOCC1 JSSCBBUIMKOYLK-UHFFFAOYSA-N 0.000 claims description 3
HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 claims description 3
FFCAQKISFKDZGX-OLODFECESA-N [(3r,4s)-4-[4-(2-pyrrolidin-1-ylethoxy)phenyl]-3-[3-(trifluoromethyl)phenyl]-3,4-dihydro-2h-chromen-7-yl] 2,2-dimethylpropanoate;hydrochloride Chemical compound Cl.C1([C@H]2[C@H](C3=CC=C(C=C3OC2)OC(=O)C(C)(C)C)C=2C=CC(OCCN3CCCC3)=CC=2)=CC=CC(C(F)(F)F)=C1 FFCAQKISFKDZGX-OLODFECESA-N 0.000 claims description 3
UJQVRWXQOHRYJQ-JDXGNMNLSA-N [(3r,4s)-4-[4-(2-pyrrolidin-1-ylethoxy)phenyl]-3-[4-(trifluoromethyl)phenyl]-3,4-dihydro-2h-chromen-7-yl] 2,2-dimethylpropanoate Chemical compound C1([C@H]2[C@H](C3=CC=C(C=C3OC2)OC(=O)C(C)(C)C)C=2C=CC(OCCN3CCCC3)=CC=2)=CC=C(C(F)(F)F)C=C1 UJQVRWXQOHRYJQ-JDXGNMNLSA-N 0.000 claims description 3
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 3
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230000003389 potentiating effect Effects 0.000 description 1
230000003449 preventive effect Effects 0.000 description 1
230000008569 process Effects 0.000 description 1
238000012545 processing Methods 0.000 description 1
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
210000004129 prosencephalon Anatomy 0.000 description 1
102000004169 proteins and genes Human genes 0.000 description 1
108090000623 proteins and genes Proteins 0.000 description 1
230000005180 public health Effects 0.000 description 1
125000003373 pyrazinyl group Chemical group 0.000 description 1
125000003072 pyrazolidinyl group Chemical group 0.000 description 1
125000002755 pyrazolinyl group Chemical group 0.000 description 1
125000003226 pyrazolyl group Chemical group 0.000 description 1
125000002098 pyridazinyl group Chemical group 0.000 description 1
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
125000004076 pyridyl group Chemical group 0.000 description 1
125000000714 pyrimidinyl group Chemical group 0.000 description 1
125000000719 pyrrolidinyl group Chemical group 0.000 description 1
125000001422 pyrrolinyl group Chemical group 0.000 description 1
238000011084 recovery Methods 0.000 description 1
230000009467 reduction Effects 0.000 description 1
238000007363 ring formation reaction Methods 0.000 description 1
229920002477 rna polymer Polymers 0.000 description 1
238000011808 rodent model Methods 0.000 description 1
239000012266 salt solution Substances 0.000 description 1
238000003345 scintillation counting Methods 0.000 description 1
125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
238000013207 serial dilution Methods 0.000 description 1
230000006403 short-term memory Effects 0.000 description 1
RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 1
235000012239 silicon dioxide Nutrition 0.000 description 1
239000002002 slurry Substances 0.000 description 1
239000011734 sodium Substances 0.000 description 1
210000004872 soft tissue Anatomy 0.000 description 1
239000012265 solid product Substances 0.000 description 1
230000004936 stimulating effect Effects 0.000 description 1
239000012258 stirred mixture Substances 0.000 description 1
239000007929 subcutaneous injection Substances 0.000 description 1
238000010254 subcutaneous injection Methods 0.000 description 1
229910021653 sulphate ion Inorganic materials 0.000 description 1
239000000829 suppository Substances 0.000 description 1
239000006188 syrup Substances 0.000 description 1
235000020357 syrup Nutrition 0.000 description 1
239000003826 tablet Substances 0.000 description 1
235000012222 talc Nutrition 0.000 description 1
239000012085 test solution Substances 0.000 description 1
230000001225 therapeutic effect Effects 0.000 description 1
125000001113 thiadiazolyl group Chemical group 0.000 description 1
125000000335 thiazolyl group Chemical group 0.000 description 1
229910052723 transition metal Inorganic materials 0.000 description 1
150000003624 transition metals Chemical class 0.000 description 1
238000011277 treatment modality Methods 0.000 description 1
125000001425 triazolyl group Chemical group 0.000 description 1
101150025395 trkA gene Proteins 0.000 description 1
101150113435 trkA1 gene Proteins 0.000 description 1
230000007497 verbal memory Effects 0.000 description 1
238000005406 washing Methods 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
- A61P19/08—Drugs for skeletal disorders for bone diseases, e.g. rachitism, Paget's disease
- A61P19/10—Drugs for skeletal disorders for bone diseases, e.g. rachitism, Paget's disease for osteoporosis
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P5/00—Drugs for disorders of the endocrine system
- A61P5/24—Drugs for disorders of the endocrine system of the sex hormones
- A61P5/30—Oestrogens
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
- C07D311/58—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4

Landscapes

Health & Medical Sciences (AREA)
Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Engineering & Computer Science (AREA)
Bioinformatics & Cheminformatics (AREA)
General Health & Medical Sciences (AREA)
Veterinary Medicine (AREA)
General Chemical & Material Sciences (AREA)
Medicinal Chemistry (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Physical Education & Sports Medicine (AREA)
Pharmacology & Pharmacy (AREA)
Life Sciences & Earth Sciences (AREA)
Animal Behavior & Ethology (AREA)
Chemical Kinetics & Catalysis (AREA)
Public Health (AREA)
Biomedical Technology (AREA)
Neurology (AREA)
Neurosurgery (AREA)
Orthopedic Medicine & Surgery (AREA)
Rheumatology (AREA)
Diabetes (AREA)
Hospice & Palliative Care (AREA)
Psychiatry (AREA)
Endocrinology (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Pyrane Compounds (AREA)
Plural Heterocyclic Compounds (AREA)

AU47000/97A 1996-10-28 1997-10-28 Novel (cis)-3,4-chroman derivatives useful in the prevention or treatment of estrogen related diseases or syndromes Abandoned AU4700097A (en)

Applications Claiming Priority (3)

Application Number	Priority Date	Filing Date	Title
DK120096		1996-10-28
DK1200/96		1996-10-28
PCT/DK1997/000480 WO1998018773A1 (fr)	1996-10-28	1997-10-28	Nouveaux derives de cis-3,4-chromane utiles pour la prevention ou le traitement de maladies ou de syndromes relatifs aux oestrogenes

Related Child Applications (1)

Application Number	Title	Priority Date	Filing Date
AU97335/01A Division AU9733501A (en)	1996-10-28	2001-12-19	Novel cis-3,4-chroman derivatives useful in the prevention or treatment of estrogen related diseases or syndromes

Publications (1)

Publication Number	Publication Date
AU4700097A true AU4700097A (en)	1998-05-22

Family

ID=8102107

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
AU47000/97A Abandoned AU4700097A (en)	1996-10-28	1997-10-28	Novel (cis)-3,4-chroman derivatives useful in the prevention or treatment of estrogen related diseases or syndromes

Country Status (8)

Country	Link
EP (1)	EP0937058A1 (fr)
JP (1)	JP2001502705A (fr)
AU (1)	AU4700097A (fr)
CA (1)	CA2270113A1 (fr)
IL (1)	IL129622A0 (fr)
NO (1)	NO992010L (fr)
WO (1)	WO1998018773A1 (fr)
ZA (1)	ZA979642B (fr)

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JP2002533456A (ja) *	1998-12-30	2002-10-08	シグナルファーマシューティカルズ，インコーポレイテッド	エストロゲン受容体のモジュレートを行うための化合物および方法
US8080675B2 (en)	2004-09-21	2011-12-20	Marshall Edwards, Inc.	Chroman derivatives, medicaments and use in therapy
ES2377073T3 (es) *	2004-09-21	2012-03-22	Marshall Edwards, Inc.	Derivados de cromano sustituidos, medicamentos y utilización en terapia
MX2007003216A (es)	2004-09-21	2008-03-10	Novogen Res Pty Ltd	Derivados y medicamentos sustituidos del cromano y su uso en terapias.
EP1809618B1 (fr) *	2004-09-21	2013-07-17	Marshall Edwards, Inc.	Dérivés de chromane, médicaments et utilisation à des fins thérapeutiques
US9663484B2 (en)	2010-11-01	2017-05-30	Mei Pharma, Inc.	Isoflavonoid compounds and methods for the treatment of cancer
MY195739A (en)	2014-02-07	2023-02-08	Novogen ltd	Functionalised Benzopyran Compounds and use Thereof
CN116139125A (zh)	2015-02-02	2023-05-23	梅制药公司	联合治疗

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US3340276A (en) *	1964-04-01	1967-09-05	Ciba Geigy Corp	3, 4-diphenyl-chromans
DE1543749A1 (de) *	1966-02-16	1969-12-11	Merck Ag E	Verfahren zur Herstellung von 3,4-cis-4-Aryl-isoflavanen
US5280040A (en) *	1993-03-11	1994-01-18	Zymogenetics, Inc.	Methods for reducing bone loss using centchroman derivatives
HUP9702244A3 (en) *	1995-01-13	1999-12-28	Novo Nordisk As	Use of 3,4-diphenyl chromans for manufacture of a pharmaceutical composition for treatment or prophylaxis of gynaecological disorders

1997
- 1997-10-28 ZA ZA9709642A patent/ZA979642B/xx unknown
- 1997-10-28 WO PCT/DK1997/000480 patent/WO1998018773A1/fr not_active Application Discontinuation
- 1997-10-28 EP EP97909217A patent/EP0937058A1/fr not_active Withdrawn
- 1997-10-28 AU AU47000/97A patent/AU4700097A/en not_active Abandoned
- 1997-10-28 IL IL12962297A patent/IL129622A0/xx unknown
- 1997-10-28 CA CA002270113A patent/CA2270113A1/fr not_active Abandoned
- 1997-10-28 JP JP10519939A patent/JP2001502705A/ja active Pending
1999
- 1999-04-27 NO NO992010A patent/NO992010L/no not_active Application Discontinuation

Also Published As

Publication number	Publication date
WO1998018773A1 (fr)	1998-05-07
NO992010L (no)	1999-06-25
IL129622A0 (en)	2000-02-29
JP2001502705A (ja)	2001-02-27
CA2270113A1 (fr)	1998-05-07
EP0937058A1 (fr)	1999-08-25
NO992010D0 (no)	1999-04-27
ZA979642B (en)	1998-04-28

Publication	Publication Date	Title
US6316494B1 (en)	2001-11-13	cis3, 4-chroman derivatives useful in the prevention or treatment of estrogen related diseases or syndromes
US6043269A (en)	2000-03-28	cis-3,4-chroman derivatives useful in the prevention or treatment of estrogen related diseases or syndromes
EP0937060B1 (fr)	2002-12-11	Derives de cis-3,4-chromane utiles pour la prevention ou le traitement de maladies ou de syndromes relatifs aux oestrogenes
US5985306A (en)	1999-11-16	(+)-enantiomers of cis-3,4-chroman derivatives useful in prevention or treatment of estrogen diseases or syndromes
AU4700097A (en)	1998-05-22	Novel (cis)-3,4-chroman derivatives useful in the prevention or treatment of estrogen related diseases or syndromes
US5994390A (en)	1999-11-30	Trans-3,4-chroman derivatives useful in the prevention or treatment of estrogen related diseases or syndromes
EP0937062B1 (fr)	2002-12-11	Nouveaux derives de cis-3,4-chromane utiles pour la prevention ou le traitement de maladies ou de syndromes relatifs aux oestrogenes
AU744403B2 (en)	2002-02-21	Novel trans-3,4-chroman derivatives useful in the prevention or treatment of estrogen related diseases or syndromes
US5919817A (en)	1999-07-06	Cis-3, 4-chroman derivatives useful in the prevention or treatment of estrogen related diseases or syndromes
EP0937057B1 (fr)	2003-01-15	Nouveaux (-)-enantiomeres de derives de cis-3,4-chromane utiles pour la prevention ou le traitement de maladies ou de syndromes associes aux oestrogenes
WO1998018778A1 (fr)	1998-05-07	Nouveaux derives de cis-3,4-chromane utiles pour la prevention ou le traitement de maladies ou de syndromes relatifs aux oestrogenes
US5958967A (en)	1999-09-28	Cis-3,4-chroman derivatives useful in the prevention or treatment of estrogen related diseases or syndromes
EP0934298A1 (fr)	1999-08-11	Nouveaux (+)-enantiomeres de derives de cis-3,4-chromane utiles pour la prevention ou le traitement de maladies ou de syndromes relatifs aux oestrogenes
WO1998018772A1 (fr)	1998-05-07	NOUVEAUX DERIVES DE cis-3,4-CHROMANE UTILES POUR LA PREVENTION OU LE TRAITEMENT DE MALADIES OU DE SYNDROMES RELATIFS AUX OESTROGENES
US20010021710A1 (en)	2001-09-13	Novel cis-3,4-chroman derivatives useful in the prevention or treatment of estrogen related diseases or syndromes
EP0937061A1 (fr)	1999-08-25	Nouveaux derives de cis-3,4-chromane utiles pour la prevention ou le traitement de maladies ou de syndromes relatifs aux oestrogenes
AU9733501A (en)	2002-02-14	Novel cis-3,4-chroman derivatives useful in the prevention or treatment of estrogen related diseases or syndromes
AU9734501A (en)	2002-02-14	Novel cis-3,4-chroman derivatives useful in the prevention or treatment of estrogen related diseases or sydndromes
AU9734001A (en)	2002-02-14	Novel (-)-enantiomers of cis-3,4-chroman derivatives useful in the prevention or treatment of estrogen related diseases or syndromes

Legal Events

Date	Code	Title	Description
2002-01-24	MK5	Application lapsed section 142(2)(e) - patent request and compl. specification not accepted