Synthesis and pharmacology of 1-alkyl-3-(1-naphthoyl)indoles: Steric and electronic effects of 4- and 8-halogenated naphthoyl substituents

Bioorganic and Medicinal Chemistry

Volumn 20, Issue 6, 2012, Pages 2067-2081

  Wiley, Jenny L ^a,c   Smith, Valerie J ^b   Chen, Jianhong ^b   Martin, Billy R ^c   Huffman, John W ^b,d  

^a RTI INTERNATIONAL   (United States)

^b CLEMSON UNIVERSITY   (United States)

^c VIRGINIA COMMONWEALTH UNIVERSITY SCHOOL OF MEDICINE   (United States)

^d NONE   (United States)

Author keywords

Aminoalkylindole; Cannabinoid receptors; Cannabinoids; Structure activity relationships

Indexed keywords

1 ALKYL 3 (1 NAPTHOYL)INDOLE DERIVATIVE; 1 PENTYL 3 (4 BROMO 1 NAPHTHOYL)INDOLE; 1 PENTYL 3 (4 FLUORO 1 NAPHTHOYL)INDOLE; 1 PENTYL 3 (4 IODO 1 NAPHTHOYL)INDOLE; 1 PENTYL 3 (8 BROMO 1 NAPHTHOYL)INDOLE; 1 PENTYL 3 (8 CHLORO 1 NAPHTHOYL)INDOLE; 1 PENTYL 3 (8 IODO 1 NAPHTHOYL)INDOLE; 1 PROPYL 3 (4 BROMO 1 NAPHTHOYL)INDOLE; 1 PROPYL 3 (4 FLUORO 1 NAPHTHOYL)INDOLE; 1 PROPYL 3 (4 IODO 1 NAPHTHOYL)INDOLE; 1 PROPYL 3 (8 BROMO 1 NAPHTHOYL)INDOLE; 1 PROPYL 3 (8 CHLORO 1 NAPHTHOYL)INDOLE; 1 PROPYL 3 (8 IODO 1 NAPHTHOYL)INDOLE; 2 METHYL 1 PENTYL 3 (4 BROMO 1 NAPHTHOYL)INDOLE; 2 METHYL 1 PENTYL 3 (4 FLUORO 1 NAPHTHOYL)INDOLE; 2 METHYL 1 PENTYL 3 (4 IODO 1 NAPHTHOYL)INDOLE; 2 METHYL 1 PENTYL 3 (8 BROMO 1 NAPHTHOYL)INDOLE; 2 METHYL 1 PENTYL 3 (8 CHLORO 1 NAPHTHOYL)INDOLE; 2 METHYL 1 PROPYL 3 (4 BROMO 1 NAPHTHOYL)INDOLE; 2 METHYL 1 PROPYL 3 (4 FLUORO 1 NAPHTHOYL)INDOLE; 2 METHYL 1 PROPYL 3 (4 IODO 1 NAPHTHOYL)INDOLE; 2 METHYL 1 PROPYL 3 (8 BROMO 1 NAPHTHOYL)INDOLE; 2 METHYL 1 PROPYL 3 (8 CHLORO 1 NAPHTHOYL)INDOLE; 2 METHYL 1 PROPYL 3 (8 IODO 1 NAPHTHOYL)INDOLE; 2,3 DIHYDRO 5 METHYL 3 (MORPHOLINOMETHYL) 6 (1 NAPHTHOYL)PYRROLO[1,2,3 DE][1,4]BENZOXAZINE; CANNABINOID 1 RECEPTOR; CANNABINOID 2 RECEPTOR; DRONABINOL; INDOLE DERIVATIVE; JWH 386; JWH 387; JWH 394; JWH 395; JWH 397; JWH 398; JWH 399; JWH 400; JWH 412; JWH 413; JWH 414; JWH 415; JWH 416; JWH 418; JWH 419; JWH 420; JWH 421; JWH 422; JWH 423; JWH 424; JWH 425; JWH 428; JWH 429; JWH 456; JWH 457; JWH 461; JWH 462; UNCLASSIFIED DRUG; UNINDEXED DRUG;

ANALGESIC ACTIVITY; ANIMAL EXPERIMENT; ARTICLE; CHEMICAL MODIFICATION; CONTROLLED STUDY; DRUG RECEPTOR BINDING; DRUG SELECTIVITY; DRUG STRUCTURE; DRUG SYNTHESIS; HUMAN; HUMAN CELL; IN VIVO STUDY; LOCOMOTION; MALE; MOUSE; NONHUMAN; RECEPTOR AFFINITY; RECTUM TEMPERATURE; STEREOSPECIFICITY; STRUCTURE ACTIVITY RELATION; TAIL FLICK TEST;

EID: 84862793362     PISSN: 09680896     EISSN: 14643391     Source Type: Journal    
DOI: 10.1016/j.bmc.2012.01.038     Document Type: Article

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