Synthesis and structure-activity relationships of 8-substituted-2-aryl-5- alkylaminoquinolines: Potent, orally active corticotropin-releasing factor-1 receptor antagonists

Bioorganic and Medicinal Chemistry

Volumn 20, Issue 22, 2012, Pages 6559-6578

  Takeda, Kunitoshi ^a   Terauchi, Taro ^a   Hashizume, Minako ^a   Shikata, Kohdoh ^a   Taguchi, Ryota ^a   Murata Tai, Kaoru ^a   Fujisawa, Masae ^a   Takahashi, Yoshinori ^a   Shin, Kogyoku ^a   Ino, Mitsuhiro ^a   Shibata, Hisashi ^a   Yonaga, Masahiro ^a  

^a EISAI CO LTD   (Japan)

Author keywords

Corticotropin releasing factor; Depression; Pharmacophore; Solubility; Structure activity relationships

Indexed keywords

2 (2,6 DIMETHOXY 4 METHYLPHENYL) 8 METHOXY 3 METHYL 5 NITROQUINOLIN 5 AMINE; 2 (2,6 DIMETHOXY 4 METHYLPHENYL) N,N DIETHYL 8 METHOXY 3 METHYLQUINOLIN 5 AMINE; 2 [2 CHLORO 6 METHOXY 4 (METHOXYMETHYL)PHENYL] 8 METHOXY 3 METHYL 5 NITROQUINOLINE; 2 [2 CHLORO 6 METHOXY 4 (METHOXYMETHYL)PHENYL] 8 METHOXY 3 METHYLQUINOLIN 5 AMINE; 2 [2 CHLORO 6 METHOXY 4 (METHOXYMETHYL)PHENYL] N,N DIETHYL 8 METHOXY 3 METHYLQUINOLIN 5 AMINE; 2 [2,6 DIMETHOXY 4 (METHOXYMETHYL)PHENYL] 3,8 DIMETHYL N,N DIPROPYLQUINOLIN 5 AMINE; 2 [2,6 DIMETHOXY 4 (METHOXYMETHYL)PHENYL] 8 METHOXY 3 METHYL N,N DIPROPYLQUINOLIN 5 AMINE; 2 [2,6 DIMETHOXY 4 (METHOXYMETHYL)PHENYL] 8 METHOXY 3 METHYLQUINOLIN 5 AMINE; 2 [2,6 DIMETHOXY 4 (METHOXYMETHYL)PHENYL] 8 METHOXY N (2 METHOXYETHYL) 3 METHYL N (2 METHYLPROPYL)QUINOLIN 5 AMINE; 2 [2,6 DIMETHOXY 4 (METHOXYMETHYL)PHENYL] 8 METHOXY N (2 METHOXYETHYL) 3 METHYLQUINOLIN 5 AMINE; 2 [2,6 DIMETHOXY 4 (METHOXYMETHYL)PHENYL] N ETHYL 8 METHOXY N (2 METHOXYETHYL) 3 METHYLQUINOLIN 5 AMINE; 2 [2,6 DIMETHOXY 4 (METHOXYMETHYL)PHENYL] N ETHYL N(2 METHOXYETHYL) 3,8 DIMETHYLQUINOLIN 5 AMINE; 2 [2,6 DIMETHOXY 4 (METHOXYMETHYL)PHENYL] N,N DIETHYL 3 FLUORO 8 METHOXYQUINOLIN 5 AMINE; 2 [2,6 DIMETHOXY 4 (METHOXYMETHYL)PHENYL] N,N DIETHYL 3 FLUORO 8 METHYLQUINOLIN 5 AMINE; 2 [2,6 DIMETHOXY 4 (METHOXYMETHYL)PHENYL] N,N DIETHYL 3 METHYL 8 (TRIFLUOROMETHYL)QUINOLIN 5 AMINE; 2 [2,6 DIMETHOXY 4 (METHOXYMETHYL)PHENYL] N,N DIETHYL 3 TRIETHYL 8 METHOXYQUINOLIN 5 AMINE; 2 [2,6 DIMETHOXY 4 (METHOXYMETHYL)PHENYL] N,N DIETHYL 3,8 DIMETHYLQUINOLIN 5 AMINE; 2 [2,6 DIMETHOXY 4 (METHOXYMETHYL)PHENYL] N,N DIETHYL 8 (METHOXYMETHYL) 3 METHYLQUINOLIN 5 AMINE; 2 [2,6 DIMETHOXY 4 (METHOXYMETHYL)PHENYL] N,N DIETHYL 8 FLUORO 3 METHYLQUINOLIN 5 AMINE; 2 [2,6 DIMETHOXY 4 (METHOXYMETHYL)PHENYL] N,N DIETHYL 8 METHOXY 3 METHYLQUINOLIN 5 AMINE; 2 [2,6 DIMETHOXY 4 (METHOXYMETHYL)PHENYL] N,N DIETHYL 8 METHOXYQUINOLIN 5 AMINE; 3 CHLORO 2 [2,6 DIMETHOXY 4 (METHOXYMETHYL)PHENYL] N,N DIETHYL 8 METHOXYQUINOLIN 5 AMINE; 3 CHLORO 2 [2,6 DIMETHOXY 4 (METHOXYMETHYL)PHENYL] N,N DIETHYL 8 METHYLQUINOLIN 5 AMINE; 3,5 DIMETHOXY 4 (8 METHOXY 3 METHYL 5 NITROQUINOLIN 2 YL)BENZONITRILE; 4 [5 (DIETHYLAMINO) 8 METHOXY 3 METHYLQUINOLIN 2 YL] 3,5 DIMETHOXYBENZONITRILE; 5 (DIETHYLAMINO) 2 [2,6 DIMETHOXY 4 (METHOXYMETHYL)PHENYL] 3 METHYLQUINOLINE 8 CARBONITRILE; 8 (DIFLUOROMETHYL) 2 [2,6 DIMETHOXY 4 (METHOXYMETHYL)PHENYL] N,N DIETHYL 3 METHYLQUINOLIN 5 AMINE; 8 CHLORO 2 [2,6 DIMETHOXY 4 (METHOXYMETHYL)PHENYL] N,N DIETHYL 3 METHYLQUINOLIN 5 AMINE; CORTICOTROPIN RELEASING FACTOR ANTAGONIST; UNCLASSIFIED DRUG; UNINDEXED DRUG;

ANIMAL EXPERIMENT; ANIMAL TISSUE; ANXIETY DISORDER; ARTICLE; CONTROLLED STUDY; DRUG SOLUBILITY; DRUG STRUCTURE; DRUG SYNTHESIS; HUMAN; HUMAN CELL; IN VITRO STUDY; IN VIVO STUDY; MALE; NONHUMAN; PHYSICAL CHEMISTRY; RAT; STRUCTURE ACTIVITY RELATION; TRANQUILIZING ACTIVITY;

ADMINISTRATION, ORAL; AMINOQUINOLINES; ANIMALS; BEHAVIOR, ANIMAL; DRUG DESIGN; HALF-LIFE; HYDROGEN-ION CONCENTRATION; MICE; MICE, INBRED BALB C; RATS; RECEPTORS, CORTICOTROPIN-RELEASING HORMONE; SOLUBILITY; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 84867875093     PISSN: 09680896     EISSN: 14643391     Source Type: Journal    
DOI: 10.1016/j.bmc.2012.09.028     Document Type: Article

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