SK1652004A3 - Použitie inhibítorov fosfodiesterázy IV - Google Patents

Použitie inhibítorov fosfodiesterázy IV Download PDF

Info

Publication number: SK1652004A3
Authority: SK; Slovakia
Prior art keywords: ethyl; dihydro; tetrahydropyridazin; dimethoxyphenyl; methoxyphenyl
Prior art date: 2001-10-12

Application number

SK165-2004A

Other languages

English (en)

Slovak (sk)

Inventor

Hans-Michael Eggenweiler

Michael Wolf

Original Assignee

Merck Patent Gmbh

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.)

2001-10-12

Filing date

2002-09-19

Publication date

2005-05-05

Family has litigation

First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=7702358&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=SK1652004(A3) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.

2002-09-19 Application filed by Merck Patent Gmbh filed Critical Merck Patent Gmbh

2005-05-05 Publication of SK1652004A3 publication Critical patent/SK1652004A3/sk

Links

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NIHJXZMNNAHEEV-UHFFFAOYSA-N ethyl n-[4-[[3-(3,4-dimethoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]carbamate Chemical compound C1=CC(NC(=O)OCC)=CC=C1CN1C(=O)CC(CC)C(C=2C=C(OC)C(OC)=CC=2)=N1 NIHJXZMNNAHEEV-UHFFFAOYSA-N 0.000 claims description 3
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URBLGKZUXYOKEX-UHFFFAOYSA-N ethyl n-[3-[[3-(3,4-dimethoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]carbamate Chemical compound CCOC(=O)NC1=CC=CC(CN2C(CC(CC)C(=N2)C=2C=C(OC)C(OC)=CC=2)=O)=C1 URBLGKZUXYOKEX-UHFFFAOYSA-N 0.000 description 1
SFZRRCZVQQMRJY-UHFFFAOYSA-N ethyl n-[3-[[3-(3,4-dimethoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]carbamate Chemical compound CCOC(=O)NC1=CC=CC(CN2C(CCC(=N2)C=2C=C(OC)C(OC)=CC=2)=O)=C1 SFZRRCZVQQMRJY-UHFFFAOYSA-N 0.000 description 1
XVAVKPRGWLAJPM-UHFFFAOYSA-N ethyl n-[3-[[3-(3-cyclopentyloxy-4-methoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]carbamate Chemical compound CCOC(=O)NC1=CC=CC(CN2C(CC(CC)C(=N2)C=2C=C(OC3CCCC3)C(OC)=CC=2)=O)=C1 XVAVKPRGWLAJPM-UHFFFAOYSA-N 0.000 description 1
GCTGMPXZEYVMKM-UHFFFAOYSA-N ethyl n-[4-[2-[3-(3,4-dimethoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]ethyl]phenyl]carbamate Chemical compound C1=CC(NC(=O)OCC)=CC=C1CCN1C(=O)CC(CC)C(C=2C=C(OC)C(OC)=CC=2)=N1 GCTGMPXZEYVMKM-UHFFFAOYSA-N 0.000 description 1
ARSIANLVWYUQBF-UHFFFAOYSA-N ethyl n-[4-[2-[3-(3,4-dimethoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]ethyl]phenyl]carbamate Chemical compound C1=CC(NC(=O)OCC)=CC=C1CCN1C(=O)CCC(C=2C=C(OC)C(OC)=CC=2)=N1 ARSIANLVWYUQBF-UHFFFAOYSA-N 0.000 description 1
SSIBZUDDTFSNAO-UHFFFAOYSA-N ethyl n-[4-[[3-(3-cyclopentyloxy-4-methoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]carbamate Chemical compound C1=CC(NC(=O)OCC)=CC=C1CN1C(=O)CC(CC)C(C=2C=C(OC3CCCC3)C(OC)=CC=2)=N1 SSIBZUDDTFSNAO-UHFFFAOYSA-N 0.000 description 1
ZQIUHVHFDUIYQD-UHFFFAOYSA-N ethyl n-[4-[[3-(3-cyclopentyloxy-4-methoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]carbamate Chemical compound C1=CC(NC(=O)OCC)=CC=C1CN1C(=O)CCC(C=2C=C(OC3CCCC3)C(OC)=CC=2)=N1 ZQIUHVHFDUIYQD-UHFFFAOYSA-N 0.000 description 1
QVWKBVPRCSKSIE-UHFFFAOYSA-N ethyl n-[4-[[3-(3-ethoxy-4-methoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]carbamate Chemical compound C1=CC(NC(=O)OCC)=CC=C1CN1C(=O)CC(CC)C(C=2C=C(OCC)C(OC)=CC=2)=N1 QVWKBVPRCSKSIE-UHFFFAOYSA-N 0.000 description 1
SDKPDXHJQJYWBK-UHFFFAOYSA-N ethyl n-[4-[[3-(3-ethoxy-4-methoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]carbamate Chemical compound C1=CC(NC(=O)OCC)=CC=C1CN1C(=O)CCC(C=2C=C(OCC)C(OC)=CC=2)=N1 SDKPDXHJQJYWBK-UHFFFAOYSA-N 0.000 description 1
BDMQCZIGYDYBBE-UHFFFAOYSA-N ethyl n-[4-[[3-[3-(difluoromethoxy)-4-methoxyphenyl]-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]carbamate Chemical compound C1=CC(NC(=O)OCC)=CC=C1CN1C(=O)CC(CC)C(C=2C=C(OC(F)F)C(OC)=CC=2)=N1 BDMQCZIGYDYBBE-UHFFFAOYSA-N 0.000 description 1
LIUJINWHPPBRJU-UHFFFAOYSA-N ethyl n-[4-[[3-[4-(difluoromethoxy)-3-methoxyphenyl]-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]carbamate Chemical compound C1=CC(NC(=O)OCC)=CC=C1CN1C(=O)CC(CC)C(C=2C=C(OC)C(OC(F)F)=CC=2)=N1 LIUJINWHPPBRJU-UHFFFAOYSA-N 0.000 description 1
WABGJDMYOUPEKJ-UHFFFAOYSA-N ethyl n-[4-[[4-ethyl-3-[3-(fluoromethoxy)-4-methoxyphenyl]-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]carbamate Chemical compound C1=CC(NC(=O)OCC)=CC=C1CN1C(=O)CC(CC)C(C=2C=C(OCF)C(OC)=CC=2)=N1 WABGJDMYOUPEKJ-UHFFFAOYSA-N 0.000 description 1
DOKWENINAQJBTQ-UHFFFAOYSA-N ethyl n-[4-[[4-ethyl-3-[3-methoxy-4-(trifluoromethoxy)phenyl]-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]carbamate Chemical compound C1=CC(NC(=O)OCC)=CC=C1CN1C(=O)CC(CC)C(C=2C=C(OC)C(OC(F)(F)F)=CC=2)=N1 DOKWENINAQJBTQ-UHFFFAOYSA-N 0.000 description 1
QHAWILCTEYTIAR-UHFFFAOYSA-N ethyl n-[4-[[4-ethyl-3-[4-(fluoromethoxy)-3-methoxyphenyl]-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]carbamate Chemical compound C1=CC(NC(=O)OCC)=CC=C1CN1C(=O)CC(CC)C(C=2C=C(OC)C(OCF)=CC=2)=N1 QHAWILCTEYTIAR-UHFFFAOYSA-N 0.000 description 1
RDQXPJUVTBTRER-UHFFFAOYSA-N ethyl n-[4-[[4-ethyl-3-[4-methoxy-3-(trifluoromethoxy)phenyl]-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]carbamate Chemical compound C1=CC(NC(=O)OCC)=CC=C1CN1C(=O)CC(CC)C(C=2C=C(OC(F)(F)F)C(OC)=CC=2)=N1 RDQXPJUVTBTRER-UHFFFAOYSA-N 0.000 description 1
239000000796 flavoring agent Substances 0.000 description 1
235000013355 food flavoring agent Nutrition 0.000 description 1
238000009472 formulation Methods 0.000 description 1
235000011389 fruit/vegetable juice Nutrition 0.000 description 1
210000001035 gastrointestinal tract Anatomy 0.000 description 1
229920000159 gelatin Polymers 0.000 description 1
239000008273 gelatin Substances 0.000 description 1
235000019322 gelatine Nutrition 0.000 description 1
235000011852 gelatine desserts Nutrition 0.000 description 1
235000013773 glyceryl triacetate Nutrition 0.000 description 1
239000008187 granular material Substances 0.000 description 1
230000012010 growth Effects 0.000 description 1
230000036541 health Effects 0.000 description 1
239000007943 implant Substances 0.000 description 1
230000004054 inflammatory process Effects 0.000 description 1
239000004615 ingredient Substances 0.000 description 1
229910052500 inorganic mineral Inorganic materials 0.000 description 1
239000000543 intermediate Substances 0.000 description 1
201000002313 intestinal cancer Diseases 0.000 description 1
230000003834 intracellular effect Effects 0.000 description 1
229910052740 iodine Inorganic materials 0.000 description 1
239000008101 lactose Substances 0.000 description 1
239000000314 lubricant Substances 0.000 description 1
235000019359 magnesium stearate Nutrition 0.000 description 1
YWPDKNOLKSLTLB-UHFFFAOYSA-N methyl 2-[3-[[3-(3,4-dimethoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]anilino]-2-oxoacetate Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)CC(=O)N1CC1=CC=CC(NC(=O)C(=O)OC)=C1 YWPDKNOLKSLTLB-UHFFFAOYSA-N 0.000 description 1
KXSOQZRWQCSFJG-UHFFFAOYSA-N methyl 2-[3-[[3-(3,4-dimethoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]anilino]-2-oxoacetate Chemical compound COC(=O)C(=O)NC1=CC=CC(CN2C(CCC(=N2)C=2C=C(OC)C(OC)=CC=2)=O)=C1 KXSOQZRWQCSFJG-UHFFFAOYSA-N 0.000 description 1
QXMPDRNZOKHCDA-UHFFFAOYSA-N methyl 2-[3-[[3-(3-cyclopentyloxy-4-methoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]anilino]-2-oxoacetate Chemical compound N1=C(C=2C=C(OC3CCCC3)C(OC)=CC=2)C(CC)CC(=O)N1CC1=CC=CC(NC(=O)C(=O)OC)=C1 QXMPDRNZOKHCDA-UHFFFAOYSA-N 0.000 description 1
OUPGIHQDRGFOQM-UHFFFAOYSA-N methyl 2-[4-[2-[3-(3,4-dimethoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]ethyl]anilino]-2-oxoacetate Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)CC(=O)N1CCC1=CC=C(NC(=O)C(=O)OC)C=C1 OUPGIHQDRGFOQM-UHFFFAOYSA-N 0.000 description 1
GVAAJIYLDBOALI-UHFFFAOYSA-N methyl 2-[4-[2-[3-(3,4-dimethoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]ethyl]anilino]-2-oxoacetate Chemical compound C1=CC(NC(=O)C(=O)OC)=CC=C1CCN1C(=O)CCC(C=2C=C(OC)C(OC)=CC=2)=N1 GVAAJIYLDBOALI-UHFFFAOYSA-N 0.000 description 1
WNXOKRJNHQBTDQ-UHFFFAOYSA-N methyl 2-[4-[[3-(3,4-dimethoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]anilino]-2-oxoacetate Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)CC(=O)N1CC1=CC=C(NC(=O)C(=O)OC)C=C1 WNXOKRJNHQBTDQ-UHFFFAOYSA-N 0.000 description 1
HVQLONHFPXVKGM-UHFFFAOYSA-N methyl 2-[4-[[3-(3,4-dimethoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]anilino]-2-oxoacetate Chemical compound C1=CC(NC(=O)C(=O)OC)=CC=C1CN1C(=O)CCC(C=2C=C(OC)C(OC)=CC=2)=N1 HVQLONHFPXVKGM-UHFFFAOYSA-N 0.000 description 1
PZZOMTVBAIJTSM-UHFFFAOYSA-N methyl 2-[4-[[3-(3-cyclopentyloxy-4-methoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]anilino]-2-oxoacetate Chemical compound N1=C(C=2C=C(OC3CCCC3)C(OC)=CC=2)C(CC)CC(=O)N1CC1=CC=C(NC(=O)C(=O)OC)C=C1 PZZOMTVBAIJTSM-UHFFFAOYSA-N 0.000 description 1
PNAAXTXDAXPPCR-UHFFFAOYSA-N methyl 2-[4-[[3-(3-cyclopentyloxy-4-methoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]anilino]-2-oxoacetate Chemical compound C1=CC(NC(=O)C(=O)OC)=CC=C1CN1C(=O)CCC(C=2C=C(OC3CCCC3)C(OC)=CC=2)=N1 PNAAXTXDAXPPCR-UHFFFAOYSA-N 0.000 description 1
MTACDBARDPRQMY-UHFFFAOYSA-N methyl 2-[4-[[3-(3-ethoxy-4-methoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]anilino]-2-oxoacetate Chemical compound C1=C(OC)C(OCC)=CC(C=2CCC(=O)N(CC=3C=CC(NC(=O)C(=O)OC)=CC=3)N=2)=C1 MTACDBARDPRQMY-UHFFFAOYSA-N 0.000 description 1
DRNAKASZNADFQV-UHFFFAOYSA-N methyl 2-[4-[[3-[3-(difluoromethoxy)-4-methoxyphenyl]-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]anilino]-2-oxoacetate Chemical compound N1=C(C=2C=C(OC(F)F)C(OC)=CC=2)C(CC)CC(=O)N1CC1=CC=C(NC(=O)C(=O)OC)C=C1 DRNAKASZNADFQV-UHFFFAOYSA-N 0.000 description 1
UQHNVTCKSFRTDI-UHFFFAOYSA-N methyl 2-[4-[[3-[4-(difluoromethoxy)-3-methoxyphenyl]-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]anilino]-2-oxoacetate Chemical compound N1=C(C=2C=C(OC)C(OC(F)F)=CC=2)C(CC)CC(=O)N1CC1=CC=C(NC(=O)C(=O)OC)C=C1 UQHNVTCKSFRTDI-UHFFFAOYSA-N 0.000 description 1
ZUIHGOLCNVKKKR-UHFFFAOYSA-N methyl 2-[4-[[4-ethyl-3-[3-(fluoromethoxy)-4-methoxyphenyl]-6-oxo-4,5-dihydropyridazin-1-yl]methyl]anilino]-2-oxoacetate Chemical compound N1=C(C=2C=C(OCF)C(OC)=CC=2)C(CC)CC(=O)N1CC1=CC=C(NC(=O)C(=O)OC)C=C1 ZUIHGOLCNVKKKR-UHFFFAOYSA-N 0.000 description 1
IWVUUKXMZFMIRB-UHFFFAOYSA-N methyl 2-[4-[[4-ethyl-3-[4-(fluoromethoxy)-3-methoxyphenyl]-6-oxo-4,5-dihydropyridazin-1-yl]methyl]anilino]-2-oxoacetate Chemical compound N1=C(C=2C=C(OC)C(OCF)=CC=2)C(CC)CC(=O)N1CC1=CC=C(NC(=O)C(=O)OC)C=C1 IWVUUKXMZFMIRB-UHFFFAOYSA-N 0.000 description 1
ZKWVJXUKPDWNJJ-UHFFFAOYSA-N methyl 2-[4-[[4-ethyl-3-[4-methoxy-3-(trifluoromethoxy)phenyl]-6-oxo-4,5-dihydropyridazin-1-yl]methyl]anilino]-2-oxoacetate Chemical compound N1=C(C=2C=C(OC(F)(F)F)C(OC)=CC=2)C(CC)CC(=O)N1CC1=CC=C(NC(=O)C(=O)OC)C=C1 ZKWVJXUKPDWNJJ-UHFFFAOYSA-N 0.000 description 1
AAVSBRVGOGNZDK-UHFFFAOYSA-N methyl n-[3-[[3-(3,4-dimethoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]carbamate Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)CC(=O)N1CC1=CC=CC(NC(=O)OC)=C1 AAVSBRVGOGNZDK-UHFFFAOYSA-N 0.000 description 1
QVGFXSAKMWSHSR-UHFFFAOYSA-N methyl n-[3-[[3-(3,4-dimethoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]carbamate Chemical compound COC(=O)NC1=CC=CC(CN2C(CCC(=N2)C=2C=C(OC)C(OC)=CC=2)=O)=C1 QVGFXSAKMWSHSR-UHFFFAOYSA-N 0.000 description 1
WOHSIJFDZKWNRL-UHFFFAOYSA-N methyl n-[3-[[3-(3-cyclopentyloxy-4-methoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]carbamate Chemical compound N1=C(C=2C=C(OC3CCCC3)C(OC)=CC=2)C(CC)CC(=O)N1CC1=CC=CC(NC(=O)OC)=C1 WOHSIJFDZKWNRL-UHFFFAOYSA-N 0.000 description 1
IGVUZYDRMGFKFD-UHFFFAOYSA-N methyl n-[4-[2-[3-(3,4-dimethoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]ethyl]phenyl]carbamate Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)CC(=O)N1CCC1=CC=C(NC(=O)OC)C=C1 IGVUZYDRMGFKFD-UHFFFAOYSA-N 0.000 description 1
FONCJTUPQGDYCT-UHFFFAOYSA-N methyl n-[4-[2-[3-(3,4-dimethoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]ethyl]phenyl]carbamate Chemical compound C1=CC(NC(=O)OC)=CC=C1CCN1C(=O)CCC(C=2C=C(OC)C(OC)=CC=2)=N1 FONCJTUPQGDYCT-UHFFFAOYSA-N 0.000 description 1
HSEWOFPHGBRPMD-UHFFFAOYSA-N methyl n-[4-[[3-(3,4-dimethoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]carbamate Chemical compound C1=CC(NC(=O)OC)=CC=C1CN1C(=O)CCC(C=2C=C(OC)C(OC)=CC=2)=N1 HSEWOFPHGBRPMD-UHFFFAOYSA-N 0.000 description 1
QOMQZZYHFYONCG-UHFFFAOYSA-N methyl n-[4-[[3-(3-cyclopentyloxy-4-methoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]carbamate Chemical compound N1=C(C=2C=C(OC3CCCC3)C(OC)=CC=2)C(CC)CC(=O)N1CC1=CC=C(NC(=O)OC)C=C1 QOMQZZYHFYONCG-UHFFFAOYSA-N 0.000 description 1
JCNUKBBYWVDZTM-UHFFFAOYSA-N methyl n-[4-[[3-(3-cyclopentyloxy-4-methoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]carbamate Chemical compound C1=CC(NC(=O)OC)=CC=C1CN1C(=O)CCC(C=2C=C(OC3CCCC3)C(OC)=CC=2)=N1 JCNUKBBYWVDZTM-UHFFFAOYSA-N 0.000 description 1
GNIQXHKTYKZEEI-UHFFFAOYSA-N methyl n-[4-[[3-(3-ethoxy-4-methoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]carbamate Chemical compound C1=C(OC)C(OCC)=CC(C=2C(CC(=O)N(CC=3C=CC(NC(=O)OC)=CC=3)N=2)CC)=C1 GNIQXHKTYKZEEI-UHFFFAOYSA-N 0.000 description 1
NDOUMDUYIWPXOX-UHFFFAOYSA-N methyl n-[4-[[3-(3-ethoxy-4-methoxyphenyl)-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]carbamate Chemical compound C1=C(OC)C(OCC)=CC(C=2CCC(=O)N(CC=3C=CC(NC(=O)OC)=CC=3)N=2)=C1 NDOUMDUYIWPXOX-UHFFFAOYSA-N 0.000 description 1
FNFJFNYSSGZYGV-UHFFFAOYSA-N methyl n-[4-[[3-[3-(difluoromethoxy)-4-methoxyphenyl]-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]carbamate Chemical compound N1=C(C=2C=C(OC(F)F)C(OC)=CC=2)C(CC)CC(=O)N1CC1=CC=C(NC(=O)OC)C=C1 FNFJFNYSSGZYGV-UHFFFAOYSA-N 0.000 description 1
OCCVKBRWWJHYBW-UHFFFAOYSA-N methyl n-[4-[[3-[4-(difluoromethoxy)-3-methoxyphenyl]-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]carbamate Chemical compound N1=C(C=2C=C(OC)C(OC(F)F)=CC=2)C(CC)CC(=O)N1CC1=CC=C(NC(=O)OC)C=C1 OCCVKBRWWJHYBW-UHFFFAOYSA-N 0.000 description 1
WGCOJCYYPSQGGN-UHFFFAOYSA-N methyl n-[4-[[4-ethyl-3-[3-(fluoromethoxy)-4-methoxyphenyl]-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]carbamate Chemical compound N1=C(C=2C=C(OCF)C(OC)=CC=2)C(CC)CC(=O)N1CC1=CC=C(NC(=O)OC)C=C1 WGCOJCYYPSQGGN-UHFFFAOYSA-N 0.000 description 1
UXPKUOTZZJNOBG-UHFFFAOYSA-N methyl n-[4-[[4-ethyl-3-[3-methoxy-4-(trifluoromethoxy)phenyl]-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]carbamate Chemical compound N1=C(C=2C=C(OC)C(OC(F)(F)F)=CC=2)C(CC)CC(=O)N1CC1=CC=C(NC(=O)OC)C=C1 UXPKUOTZZJNOBG-UHFFFAOYSA-N 0.000 description 1
SVKHSLUYEANZCF-UHFFFAOYSA-N methyl n-[4-[[4-ethyl-3-[4-(fluoromethoxy)-3-methoxyphenyl]-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]carbamate Chemical compound N1=C(C=2C=C(OC)C(OCF)=CC=2)C(CC)CC(=O)N1CC1=CC=C(NC(=O)OC)C=C1 SVKHSLUYEANZCF-UHFFFAOYSA-N 0.000 description 1
WSWIJVFPBWPGLH-UHFFFAOYSA-N methyl n-[4-[[4-ethyl-3-[4-methoxy-3-(trifluoromethoxy)phenyl]-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]carbamate Chemical compound N1=C(C=2C=C(OC(F)(F)F)C(OC)=CC=2)C(CC)CC(=O)N1CC1=CC=C(NC(=O)OC)C=C1 WSWIJVFPBWPGLH-UHFFFAOYSA-N 0.000 description 1
239000011707 mineral Substances 0.000 description 1
230000036640 muscle relaxation Effects 0.000 description 1
PKWYHHBCGBVQQT-UHFFFAOYSA-N n-[2-[[3-(3,4-dimethoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-1,2-oxazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)CC(=O)N1CC1=CC=CC=C1NC(=O)C1=CC=NO1 PKWYHHBCGBVQQT-UHFFFAOYSA-N 0.000 description 1
KFMYVLMJISCKNM-UHFFFAOYSA-N n-[2-[[3-(3,4-dimethoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-1,3-oxazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)CC(=O)N1CC1=CC=CC=C1NC(=O)C1=CN=CO1 KFMYVLMJISCKNM-UHFFFAOYSA-N 0.000 description 1
UIIGGQCDCOFTMC-UHFFFAOYSA-N n-[2-[[3-(3,4-dimethoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-1h-imidazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)CC(=O)N1CC1=CC=CC=C1NC(=O)C1=CNC=N1 UIIGGQCDCOFTMC-UHFFFAOYSA-N 0.000 description 1
OTIXJVDUVJCHIM-UHFFFAOYSA-N n-[2-[[3-(3,4-dimethoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-1h-pyrazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)CC(=O)N1CC1=CC=CC=C1NC(=O)C=1C=CNN=1 OTIXJVDUVJCHIM-UHFFFAOYSA-N 0.000 description 1
KPEZGGNLLNZMQM-UHFFFAOYSA-N n-[2-[[3-(3,4-dimethoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-1h-pyrrole-2-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)CC(=O)N1CC1=CC=CC=C1NC(=O)C1=CC=CN1 KPEZGGNLLNZMQM-UHFFFAOYSA-N 0.000 description 1
DPDQGSZMEJXVGV-UHFFFAOYSA-N n-[2-[[3-(3,4-dimethoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]-2,4-dimethyl-1,3-thiazole-5-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)CC(=O)N1CC1=CC=CC=C1NC(=O)C=1SC(C)=NC=1C DPDQGSZMEJXVGV-UHFFFAOYSA-N 0.000 description 1
CGVROIUYQJFQFB-UHFFFAOYSA-N n-[2-[[3-(3,4-dimethoxyphenyl)-4-ethyl-6-oxo-4,5-dihydropyridazin-1-yl]methyl]phenyl]furan-2-carboxamide Chemical compound N1=C(C=2C=C(OC)C(OC)=CC=2)C(CC)CC(=O)N1CC1=CC=CC=C1NC(=O)C1=CC=CO1 CGVROIUYQJFQFB-UHFFFAOYSA-N 0.000 description 1
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Classifications

- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/50—Pyridazines; Hydrogenated pyridazines
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/50—Pyridazines; Hydrogenated pyridazines
- A61K31/501—Pyridazines; Hydrogenated pyridazines not condensed and containing further heterocyclic rings
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/535—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one oxygen as the ring hetero atoms, e.g. 1,2-oxazines
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/54—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one sulfur as the ring hetero atoms, e.g. sulthiame
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
- A—HUMAN NECESSITIES
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- A61P19/08—Drugs for skeletal disorders for bone diseases, e.g. rachitism, Paget's disease
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- A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
- A61P3/10—Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics
- A—HUMAN NECESSITIES
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- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis

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Health & Medical Sciences (AREA)
Life Sciences & Earth Sciences (AREA)
Animal Behavior & Ethology (AREA)
Medicinal Chemistry (AREA)
Veterinary Medicine (AREA)
Public Health (AREA)
General Health & Medical Sciences (AREA)
Chemical & Material Sciences (AREA)
Pharmacology & Pharmacy (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
General Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Chemical Kinetics & Catalysis (AREA)
Bioinformatics & Cheminformatics (AREA)
Engineering & Computer Science (AREA)
Epidemiology (AREA)
Diabetes (AREA)
Rheumatology (AREA)
Physical Education & Sports Medicine (AREA)
Orthopedic Medicine & Surgery (AREA)
Oncology (AREA)
Immunology (AREA)
Communicable Diseases (AREA)
Endocrinology (AREA)
Hematology (AREA)
Obesity (AREA)
Virology (AREA)
Emergency Medicine (AREA)
Heart & Thoracic Surgery (AREA)
Neurosurgery (AREA)
Tropical Medicine & Parasitology (AREA)
Molecular Biology (AREA)
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Biomedical Technology (AREA)
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Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

SK165-2004A 2001-10-12 2002-09-19 Použitie inhibítorov fosfodiesterázy IV SK1652004A3 (sk)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
DE10150517A DE10150517A1 (de)	2001-10-12	2001-10-12	Verwendung von Phosphodiesterase IV-Inhibitoren
PCT/EP2002/010507 WO2003032993A1 (fr)	2001-10-12	2002-09-19	Utilisation d'inhibiteurs de la phosphodiesterase iv

Publications (1)

Publication Number	Publication Date
SK1652004A3 true SK1652004A3 (sk)	2005-05-05

Family

ID=7702358

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
SK165-2004A SK1652004A3 (sk)	2001-10-12	2002-09-19	Použitie inhibítorov fosfodiesterázy IV

Country Status (15)

Country	Link
US (1)	US20040235845A1 (fr)
EP (1)	EP1435958A1 (fr)
JP (1)	JP2005505604A (fr)
KR (1)	KR20050028900A (fr)
CN (1)	CN1564687A (fr)
AR (1)	AR037741A1 (fr)
AU (1)	AU2002338734B2 (fr)
CA (1)	CA2460135C (fr)
CZ (1)	CZ2004457A3 (fr)
DE (1)	DE10150517A1 (fr)
HU (1)	HUP0401641A3 (fr)
MX (1)	MXPA04002639A (fr)
NO (1)	NO20041938L (fr)
SK (1)	SK1652004A3 (fr)
WO (1)	WO2003032993A1 (fr)

Families Citing this family (12)

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US7776893B2 (en)	2003-09-05	2010-08-17	Nycomed Gmbh	Use of PDE4 inhibitors for the treatment of diabetes mellitus
US20080227790A1 (en) *	2004-02-04	2008-09-18	Altana Pharma Ag	Pyridazinone Derivatives and their Use as Pde4 Inhibitors
WO2005075456A1 (fr)	2004-02-04	2005-08-18	Altana Pharma Ag	Derives de 2-(piperidin-4-yl)-4,5-dihydro-2h-pyridazin-3-one inhibiteurs de pde4
MX2007010560A (es)	2005-03-08	2008-02-21	Nycomed Gmbh	Roflumilast para el tratamiento de diabetes mellitus.
DE102005055355A1 (de) *	2005-11-21	2007-10-31	Merck Patent Gmbh	3,6-Dihydro-2-oxo-6H-[1,3,4]thiadiazinderivate
DE102005055354A1 (de) *	2005-11-21	2007-10-31	Merck Patent Gmbh	Substituierte 5-Phenyl-3,6-dihydro-2-oxo-6H-[1,3,4]thiadiazine
JP2010502670A (ja) *	2006-09-07	2010-01-28	ニコメッドゲゼルシャフトミットベシュレンクテルハフツング	真性糖尿病のための組合せ治療
CN105121439A (zh)	2013-02-19	2015-12-02	辉瑞公司	作为pde4亚型抑制剂用于治疗cns和其他病症的氮杂苯并咪唑化合物
EP3172210B1 (fr)	2014-07-24	2020-01-15	Pfizer Inc	Composés de pyrazolopyrimidine
SG11201700243YA (en)	2014-08-06	2017-02-27	Pfizer	Imidazopyridazine compounds
RU2626677C1 (ru) *	2016-03-09	2017-07-31	Федеральное государственное автономное образовательное учреждение высшего образования "Уральский федеральный университет имени первого Президента России Б.Н. Ельцина"	Применение фармацевтической композиции 2-морфолино-5-фенил-6н-1,3,4-тиадиазина с аскорбиновой кислотой в качестве средства коррекции аллоксанового сахарного диабета
MA59016B1 (fr) *	2022-12-30	2024-09-30	Université Ibn Tofail	Nouveaux composés hétérocycliques de type 1,3,4-thiadiazines pour le traitement du diabète de type 2

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DE4134893A1 (de) *	1991-10-23	1993-04-29	Merck Patent Gmbh	Thiadiazinone
DE4310699A1 (de) *	1993-04-01	1994-10-06	Merck Patent Gmbh	Thiadiazinone
US5786354A (en) *	1994-06-21	1998-07-28	Celltech Therapeutics, Limited	Tri-substituted phenyl derivatives and processes for their preparation
DE19502699A1 (de) *	1995-01-28	1996-08-01	Merck Patent Gmbh	Arylalkyl-thiadiazinone
DE19514568A1 (de) *	1995-04-20	1996-10-24	Merck Patent Gmbh	Arylalkyl-pyridazinone
DE19533975A1 (de) *	1995-09-14	1997-03-20	Merck Patent Gmbh	Arylalkyl-diazinone
GB9525262D0 (en) *	1995-12-11	1996-02-07	Bayer Ag	Heterocyclylcarbonyl substituted benzofuranyl-ureas
DE19604388A1 (de) *	1996-02-07	1997-08-14	Merck Patent Gmbh	Arylalkyl-diazinone
US5948911A (en) *	1998-11-20	1999-09-07	Cell Pathways, Inc.	Method for inhibiting neoplastic cells and related conditions by exposure to thienopyrimidine derivatives

2001
- 2001-10-12 DE DE10150517A patent/DE10150517A1/de not_active Withdrawn
2002
- 2002-09-19 SK SK165-2004A patent/SK1652004A3/sk not_active Application Discontinuation
- 2002-09-19 CN CNA028198638A patent/CN1564687A/zh active Pending
- 2002-09-19 KR KR1020047005415A patent/KR20050028900A/ko not_active Withdrawn
- 2002-09-19 WO PCT/EP2002/010507 patent/WO2003032993A1/fr not_active Application Discontinuation
- 2002-09-19 AU AU2002338734A patent/AU2002338734B2/en not_active Ceased
- 2002-09-19 MX MXPA04002639A patent/MXPA04002639A/es not_active Application Discontinuation
- 2002-09-19 CZ CZ2004457A patent/CZ2004457A3/cs unknown
- 2002-09-19 US US10/492,367 patent/US20040235845A1/en not_active Abandoned
- 2002-09-19 CA CA2460135A patent/CA2460135C/fr not_active Expired - Fee Related
- 2002-09-19 JP JP2003535796A patent/JP2005505604A/ja active Pending
- 2002-09-19 HU HU0401641A patent/HUP0401641A3/hu unknown
- 2002-09-19 EP EP02777150A patent/EP1435958A1/fr not_active Withdrawn
- 2002-10-11 AR ARP020103824A patent/AR037741A1/es not_active Application Discontinuation
2004
- 2004-05-11 NO NO20041938A patent/NO20041938L/no unknown

Also Published As

Publication number	Publication date
MXPA04002639A (es)	2004-06-07
WO2003032993A1 (fr)	2003-04-24
CA2460135A1 (fr)	2003-04-24
KR20050028900A (ko)	2005-03-23
HUP0401641A3 (en)	2007-02-28
NO20041938L (no)	2004-05-11
CZ2004457A3 (cs)	2005-04-13
DE10150517A1 (de)	2003-04-17
AU2002338734B2 (en)	2007-11-08
AR037741A1 (es)	2004-12-01
JP2005505604A (ja)	2005-02-24
EP1435958A1 (fr)	2004-07-14
US20040235845A1 (en)	2004-11-25
CA2460135C (fr)	2010-08-24
HUP0401641A2 (hu)	2004-11-29
CN1564687A (zh)	2005-01-12

Publication	Publication Date	Title
ES2526675T3 (es)	2015-01-14	N-sulfonilbenzamidas como inhibidores de los canales de sodio dependientes de voltaje
JP2024153683A (ja)	2024-10-29	ＮａＶ１．８を阻害するピリジンカルボキサミド化合物
ES2533065T3 (es)	2015-04-07	Bencenosulfonamidas útiles como inhibidores de los canales de sodio
EP2468732B1 (fr)	2014-08-20	1H-quinazoline-2,4-diones
SK1652004A3 (sk)	2005-05-05	Použitie inhibítorov fosfodiesterázy IV
RU2269519C2 (ru)	2006-02-10	Соединения фенилпиридазина и содержащие их лекарственные средства
FI90235C (fi)	1994-01-10	Menetelmä eläinlääketieteellisesti käyttökelpoisten -aryyli-4-(4,5-dihydro-3,5-diokso-1,2,4-triatsin-2(3H)-yyli)bentseeniasetonitriilien valmistamiseksi
DE19632549A1 (de)	1998-02-19	Arylalkanoylpyridazine
CN102652135A (zh)	2012-08-29	脂肪酸酰胺水解酶的含氮杂环抑制剂
SK287362B6 (sk)	2010-08-09	Derivát arylalkanoylpyridazínu, spôsob jeho prípravy a farmaceutický prostriedok, ktorý ho obsahuje
RU2161613C2 (ru)	2001-01-10	Арилалкилтиадиазиноны, способ их получения, фармацевтическая композиция
ZA200104269B (en)	2002-08-26	4,5-azolo-oxindoles.
SK1892004A3 (en)	2004-10-05	Substituted alkaminopyridazinone derivatives, process for the preparation thereof and pharmaceutical composition containing the same
JP7324930B2 (ja)	2023-08-10	カルバメート置換スチリルスルホン類化合物及びその製造方法ならびにその使用
DE19915364A1 (de)	2000-10-12	Verwendung von Arylalkanoylpyridazinen
EP0405905A2 (fr)	1991-01-02	Usage de dérivés de isoxazolin-3-one comme agents antidépresseurs
JPS60246377A (ja)	1985-12-06	新規な複素環化合物を含有する組成物
KR20040028916A (ko)	2004-04-03	소듐/칼슘 교환 시스템을 저해하는 약제
JP4198755B6 (ja)	2009-04-15	アリールアルカノイルピリダジン誘導体
JP2002308774A (ja)	2002-10-23	Ｉｖ型ホスホジエステラーゼ選択的阻害剤
IE48883B1 (en)	1985-06-12	Antithrombotic therapeutic composition
TW201206918A (en)	2012-02-16	Chemical compounds
JP2000515117A (ja)	2000-11-14	置換６―ｒ―１，３，４―チアジアジン―２―アミン、麻酔剤、心臓血管剤および代謝低下剤としてのそれらの使用、およびそれらを含有する医薬組成物
SI9010607A (en)	1997-06-30	Pharmacologically active cns compounds
HK1168591A (en)	2013-01-04	1h-quinazoline-2,4-diones

Legal Events

Date	Code	Title	Description
2011-11-04	FC9A	Refused patent application