Phosphodiesterase inhibitors. Part 3: Design, synthesis and structure-activity relationships of dual PDE3/4-inhibitory fused bicyclic heteroaromatic-dihydropyridazinones with anti-inflammatory and bronchodilatory activity

Bioorganic and Medicinal Chemistry

Volumn 20, Issue 5, 2012, Pages 1644-1658

  Ochiai, Koji ^a   Takita, Satoshi ^a   Eiraku, Tomohiko ^a   Kojima, Akihiko ^a   Iwase, Kazuhiko ^a   Kishi, Tetsuya ^a   Fukuchi, Kazunori ^a   Yasue, Tokutaro ^a   Adams, David R ^b   Allcock, Robert W ^b   Jiang, Zhong ^b   Kohno, Yasushi ^a  

^a KYORIN PHARMACEUTICAL CO LTD   (Japan)

^b HERIOT WATT UNIVERSITY   (United Kingdom)

Author keywords

Asthma; COPD; Dual PDE3 4 inhibitor; Fused bicyclic heteroaromatics; Phosphodiesterase (PDE)

Indexed keywords

1 [4 METHOXY 2 (TRIFLUROMETHYL)BENZO[D]OXAZOL 7 YL]PROPAN 1 ONE; 1 [5 METHOXY 2 (TRIFLUOROMETHYL) [1,2,4]TRIAZOLO[1,5 A]PYRIDIN 8 YL]PROPAN 1 ONE; 1 [6 DI(TERT BUTOXYCARBONYL)AMINO 5 METHOXYPYRIDIN 2 YL]PROPAN 1 ONE; 1 [6 METHOXY 2 (TRIFLUOROMETHYL) [1,2,4]TRIAZOLO[1,5 A]PYRIDIN 8 YL]5 METHYL 4,5 DIHYDROPYRIDAZIN 3(2H)ONE; 1 [7 METHOXY 2 (TRIFLUOROMETHYL)BENZO[D]OXAZOL 4 YL]PROPAN 1 ONE; 1,2 DIAMINO 3 (ETHOXYCARBONYL)PYRIDINIUM 2,4,6 TRIMETHYLBENZENESULFONATE; 2 AMINO 3 METHOXY 6 METHYLPYRIDINE; 2 AMINO 3 METHYLPHENOL; 2 BROMO 1 [4 METHOXY 2 (TRIFLUOROMETHYL)BENZO[D]OXAZOL 7 YL]PROPAN 1 ONE; 2 DI(TERT BUTOXYCARBONYL)AMINO 3 METHOXY 6 METHYLPYRIDINE; 2,2,2 TRIFLUORO N (2 HYDROXY 3 METHOXYPHENYL)ACETAMIDE; 3 METHOXY 2 NITROPHENOL; 4 METHOXY 2 (TRIFLUOROMETHYL)BENZO[D]OXAZOLE; 5 METHOXY 2 (TRIFLUOROMETHYL) [1,24]TRIAZOLO[1,5 A]PYRIDINE 8 CARBALDEHYDE; 5 METHYL 6 [2 (TRIFLUROMETHYL)IMIDAZO[1,2 A]PYRIDIN 5 YL] 4,5 DIHYDROPYRIDAZIN; 6 (6 AMINO 5 METHOXYPYRIDIN 2 YL) 5 METHYL 4,5 DIHYDROPYRIDAZIN 3(2H) ONE; 6 [4 METHOXY 2 (TRIFLUOROMETHYL)BENZO[D]OXAZOL 7 YL] 5 METHYL 4,5 DIHYDROPYRIDAZIN 3 (2H) ONE; 6 [7 METHOXY 2 (TRIFLUOROMETHYL)BENZO[D]OXAZOL 4 YL] 5 METHYL 4,5 DIHYDROPYRIDAZIN 3(2H) ONE; 6 BROMOMETHYL 2 DI(TERT BUTOXYCARBONYL)AMINO 3 METHOXY 6 METHYLPYRIDINE; 6 DI(TERT BUTOXYCARBONYL)AMINO 5 METHOXY 2 CARBALDEHYDE; 6 DI(TERT BUTOXYCARBONYL)AMINO 5 METHOXYPYRIDINE 2 CARBOXYLIC ACID; 6 DI(TERT BUTOXYCARBONYL)AMINO N,5 DIMETHOXY N METHYLPICOLINAMIDE; 7 METHOXY 2 (TRIFLUOROMETHYL)BENZO[D]OXAZOLE; 8 [[(TERT BUTYLDIMETHYLSILYL)OXY]METHY] 2 (TRIFLUOROMETHY) [1,2,4]TRIAZOLO[1,5 A]PYRIDINE; 8 [[(TERT BUTYLDIMETHYLSILYL)OXY]METHY] 5 IODO 2 (TRIFLUOROMETHY) [1,2,4]TRIAZOLO[1,5 A]PYRIDINE; BROMO 1 [7 METHOXY 2 (TRIFLUOROMETHYL)BENZO[D]OXAZOL 4 YL] 5 METHYL 4,5 DIHYDROPYRIDAZIN 3(2H) ONE; ETHYL 2 (TRIFLUOROMETHYL) [1,2,3]TRIAZOLO[1,5A]PYRIDINE 8 CARBOXYLATE; ETHYL 4 [6 DI(TERT BUTOXYCARBONYL)AMINO 5 METHOXYPYRIDIN 2 YL] 3 METHYL 4 OXOBUTANOATE; PHOSPHODIESTERASE INHIBITOR; UNCLASSIFIED DRUG; UNINDEXED DRUG;

ANTIINFLAMMATORY ACTIVITY; ARTICLE; BRONCHODILATING ACTIVITY; DRUG DESIGN; DRUG MECHANISM; DRUG POTENCY; DRUG SCREENING; DRUG STRUCTURE; DRUG SYNTHESIS; DRUG TARGETING; HYDROGEN BOND; NONHUMAN; STRUCTURE ACTIVITY RELATION;

ANTI-INFLAMMATORY AGENTS; BICYCLO COMPOUNDS, HETEROCYCLIC; BRONCHOCONSTRICTION; BRONCHODILATOR AGENTS; DRUG DESIGN; HUMANS; MODELS, MOLECULAR; PHOSPHODIESTERASE 3 INHIBITORS; PHOSPHODIESTERASE 4 INHIBITORS; PYRIDINES; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 84857360413     PISSN: 09680896     EISSN: 14643391     Source Type: Journal    
DOI: 10.1016/j.bmc.2012.01.033     Document Type: Article

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