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
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Health & Medical Sciences (AREA)
Life Sciences & Earth Sciences (AREA)
Medicinal Chemistry (AREA)
Veterinary Medicine (AREA)
Public Health (AREA)
General Health & Medical Sciences (AREA)
Animal Behavior & Ethology (AREA)
Pharmacology & Pharmacy (AREA)
Chemical & Material Sciences (AREA)
General Chemical & Material Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Organic Chemistry (AREA)
Bioinformatics & Cheminformatics (AREA)
Engineering & Computer Science (AREA)
Epidemiology (AREA)
Diabetes (AREA)
Rheumatology (AREA)
Physical Education & Sports Medicine (AREA)
Oncology (AREA)
Orthopedic Medicine & Surgery (AREA)
Immunology (AREA)
Endocrinology (AREA)
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Obesity (AREA)
Communicable Diseases (AREA)
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Molecular Biology (AREA)
Tropical Medicine & Parasitology (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 (de)	2001-10-12	2002-09-19	Verwendung von phosphodiesterase iv - inhibitoren

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

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WO2005023253A1 (en) *	2003-09-05	2005-03-17	Altana Pharma Ag	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
EP1716133B1 (en)	2004-02-04	2008-03-26	Nycomed GmbH	2-(piperidin-4-yl)-4,5-dihydro-2h-pyridazin-3-one derivatives as pde4 inhibitors
CN102600144A (zh)	2005-03-08	2012-07-25	奈科明有限责任公司	治疗糖尿病的罗氟司特
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
MEP8509A (en) *	2006-09-07	2011-12-20		Combination treatment for diabetes mellitus
MD20150071A2 (ro)	2013-02-19	2016-02-29	Pfizer Inc.	Compuşi azabenzimidazolici ca inhibitori ai PDE4 izoenzimelor pentru tratamentul tulburărilor SNC şi altor afecţiuni
WO2016012896A1 (en)	2014-07-24	2016-01-28	Pfizer Inc.	Pyrazolopyrimidine compounds
EA031201B1 (ru)	2014-08-06	2018-11-30	Пфайзер Инк.	Соединения имидазопиридазина
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 MX MXPA04002639A patent/MXPA04002639A/es not_active Application Discontinuation
- 2002-09-19 JP JP2003535796A patent/JP2005505604A/ja active Pending
- 2002-09-19 HU HU0401641A patent/HUP0401641A3/hu unknown
- 2002-09-19 US US10/492,367 patent/US20040235845A1/en not_active Abandoned
- 2002-09-19 CN CNA028198638A patent/CN1564687A/zh active Pending
- 2002-09-19 AU AU2002338734A patent/AU2002338734B2/en not_active Ceased
- 2002-09-19 WO PCT/EP2002/010507 patent/WO2003032993A1/de not_active Ceased
- 2002-09-19 CZ CZ2004457A patent/CZ2004457A3/cs unknown
- 2002-09-19 KR KR1020047005415A patent/KR20050028900A/ko not_active Withdrawn
- 2002-09-19 EP EP02777150A patent/EP1435958A1/de not_active Withdrawn
- 2002-09-19 SK SK165-2004A patent/SK1652004A3/sk not_active Application Discontinuation
- 2002-09-19 CA CA2460135A patent/CA2460135C/en not_active Expired - Fee Related
- 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
CZ2004457A3 (cs)	2005-04-13
KR20050028900A (ko)	2005-03-23
DE10150517A1 (de)	2003-04-17
MXPA04002639A (es)	2004-06-07
US20040235845A1 (en)	2004-11-25
CA2460135C (en)	2010-08-24
HUP0401641A3 (en)	2007-02-28
NO20041938L (no)	2004-05-11
WO2003032993A1 (de)	2003-04-24
AU2002338734B2 (en)	2007-11-08
EP1435958A1 (de)	2004-07-14
JP2005505604A (ja)	2005-02-24
CN1564687A (zh)	2005-01-12
AR037741A1 (es)	2004-12-01
HUP0401641A2 (hu)	2004-11-29
CA2460135A1 (en)	2003-04-24

Legal Events

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

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
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
CZ2004457A3 (cs)	2005-04-13	Použití inhibitorů fotodiesterasy IV
EP2468732B1 (en)	2014-08-20	1H-Quinazoline-2,4-diones
DE19604388A1 (de)	1997-08-14	Arylalkyl-diazinone
RU2161613C2 (ru)	2001-01-10	Арилалкилтиадиазиноны, способ их получения, фармацевтическая композиция
ZA200104269B (en)	2002-08-26	4,5-azolo-oxindoles.
JPS6351328A (ja)	1988-03-04	脳細胞保護作用を有する医薬組成物
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 (en)	1991-01-02	Use of Isoxazolin-3-one Derivatives as antidepressants
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
ES2526982T3 (es)	2015-01-19	N-Sulfonilbenzamidas como inhibidores de canales de sodio dependientes de voltaje
IE48883B1 (en)	1985-06-12	Antithrombotic therapeutic composition
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