Selective CB2 agonists with anti-pruritic activity: Discovery of potent and orally available bicyclic 2-pyridones

Bioorganic and Medicinal Chemistry

Volumn 21, Issue 11, 2013, Pages 3154-3163

  Kusakabe, Ken Ichi ^a   Iso, Yasuyoshi ^a   Tada, Yukio ^a   Sakagami, Masahiro ^a   Morioka, Yasuhide ^a   Chomei, Nobuo ^a   Shinonome, Satomi ^a   Kawamoto, Keiko ^a   Takenaka, Hideyuki ^a   Yasui, Kiyoshi ^a   Hamana, Hiroshi ^b   Hanasaki, Kohji ^a  

^a SHIONOGI AND CO LTD   (Japan)

^b CHIBA INSTITUTE OF SCIENCE   (Japan)

Author keywords

Agonist; Cannabinoid; CB2; Homology model; Itch; Pruritus; Pyridine 2 one; Pyridone

Indexed keywords

1 (1 BUTYL 5,6 DIMETHYL 2 OXO 1,2 DIHYDROPYRIDIN 3 YL) 3 PHENYLUREA; BICYCLIC 2 PYRIDONE DERIVATIVE; BUTYL 2 OXO 1,2,5,6,7,8 HEXAHYDROQUINOLINE 3 CARBOXYLIC ACID; BUTYL 2 OXO 1,2,5,6,7,8,9,10 OCTAHYDROCYCLOOCTA[B]PYRIDINE 3 CARBOXAMIDE; BUTYL 2 OXO 1,2,5,6,7,8,9,10 OCTAHYDROCYCLOOCTA[B]PYRIDINE 3 CARBOXYLIC ACID; BUTYL 2 OXO N (2 PHENYLPROPAN 2 YL) 1,2,5,6,7,8,9,10 OCTAHYDROCYCLOOCTA[B]PYRIDINE 3 CARBOXAMIDE; BUTYL 2 OXO N PHENETHYL 1,2,5,6,7,8,9,10 OCTAHYDROCYCLOOCTA[B]PYRIDINE 3 CARBOXAMIDE; BUTYL 6 ETHYL 5 METHYL 2 OXO 1,2 DIHYDROPYRIDINE 3 CARBOXYLIC ACID; BUTYL N (1 METHYLPIPERIDIN 4 YL) 2 OXO 1,2,5,6,7,8,9,10 OCTAHYDROCYCLOOCTA[B]PYRIDINE 3 CARBOXAMIDE; BUTYL N CYCLOHEXYL 2 OXO 1,2,5,6,7,8,9,10 OCTAHYDROCYCLOOCTA[B]PYRIDINE 3 CARBOXAMIDE; BUTYL N ISOPROPYL 2 OXO 1,2,5,6,7,8,9,10 OCTAHYDROCYCLOOCTA[B]PYRIDINE 3 CARBOXAMIDE; CANNABINOID 2 RECEPTOR; CANNABINOID 2 RECEPTOR AGONIST; METHYL 1 BUTYL 2 OXO 2,5,6,7 TETRAHYDRO 1H CYCLOPENTA[B]PYRIDINE 3 CARBOXYLATE; METHYL 1 BUTYL 2 OXO 2,5,7,8 TETRAHYDRO 1H PYRANO[4,3 B]PYRIDINE 3 CARBOXYLATE; N (1 BUTYL 5,6 DIMETHYL 2 OXO 1,2 DIHYDROPYRIDIN 3 YL)BENZENESULFONAMIDE; N BENZYL 1 (2 METHOXYETHYL) 2 OXO 1,2,5,6,7,8,9,10 OCTAHYDROCYCLOOCTA[B]PYRIDINE 3 CARBOXAMIDE; N BENZYL 1 (3 MORPHOLINOPROPYL) 2 OXO 1,2,5,6,7,8,9,10 OCTAHYDROCYCLOOCTA[B]PYRIDINE 3 CARBOXAMIDE; N BENZYL 1 BUTYL 2 OXO 1,2,5,6,7,8,9,10 OCTAHYDROCYCLOOCTA[B]PYRIDINE 3 CARBOXAMIDE; N BENZYL 1 BUTYL 2 OXO 2,5,6,7 TETRAHYDRO 1H CYCLOPENTA[B]PYRIDINE 3 CARBOXAMIDE; N BENZYL 1 BUTYL 2 OXO 2,5,7,8 TETRAHYDRO 1H PYRANO[4,3 B]PYRIDINE 3 CARBOXAMIDE; N BENZYL 1 BUTYL 5,6 DIMETHYL 2 OXO 1,2 DIHYDROPYRIDINE 3 CARBOXAMIDE; N BENZYL 1 BUTYL 6 ETHYL 5 METHYL 2 OXO 1,2 DIHYDROPYRIDINE 3 CARBOXAMIDE; N BENZYL 1 ISOPENTYL 2 OXO 1,2,5,6,7,8,9,10 OCTAHYDROCYCLOOCTA[B]PYRIDINE 3 CARBOXAMIDE; PYRIDONE DERIVATIVE; UNCLASSIFIED DRUG;

ANIMAL EXPERIMENT; ANTIPRURITIC ACTIVITY; ARTICLE; BINDING AFFINITY; CONTROLLED STUDY; DRUG ACTIVITY; DRUG BLOOD LEVEL; DRUG POTENCY; DRUG SELECTIVITY; IN VIVO STUDY; MOUSE; NONHUMAN; PRURITUS;

ADMINISTRATION, ORAL; ANIMALS; ANTIPRURITICS; BEHAVIOR, ANIMAL; BICYCLO COMPOUNDS; CHO CELLS; CRICETULUS; DISEASE MODELS, ANIMAL; DRUG DISCOVERY; MICE; MICE, INBRED ICR; MOLECULAR DOCKING SIMULATION; PRURITUS; PYRIDONES; RECEPTOR, CANNABINOID, CB1; RECEPTOR, CANNABINOID, CB2; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 84877828491     PISSN: 09680896     EISSN: 14643391     Source Type: Journal    
DOI: 10.1016/j.bmc.2013.03.030     Document Type: Article

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