Novel indole and azaindole (pyrrolopyridine) cannabinoid (CB) receptor agonists: Design, synthesis, structure-activity relationships, physicochemical properties and biological activity

European Journal of Medicinal Chemistry

Volumn 46, Issue 10, 2011, Pages 5086-5098

  Blaazer, Antoni R ^a,b   Lange, Jos H M ^a   Van Der Neut, Martina A W ^a   Mulder, Arie ^a   Den Boon, Femke S ^b   Werkman, Taco R ^b   Kruse, Chris G ^a,b   Wadman, Wytse J ^b  

^a Chemical Design and Synthesis Unit   (Netherlands)

^b UNIVERSITY OF AMSTERDAM   (Netherlands)

Author keywords

Azaindole; Cannabinoid receptor agonist; Indole; Physicochemical properties; Pyrrolopyridine; Structure activity relationships

Indexed keywords

(1,1' BIPHENYL) 2 YL(1 PENTYL 1H INDOL 3 YL)METHANONE; (1,1' BIPHENYL) 2 YL[1 (2 METHOXYETHYL) 1H INDOL 3 YL]METHANONE; (1,1' BIPHENYL) 3 YL(1 PENTYL 1H INDOL 3 YL)METHANONE; (1,1' BIPHENYL) 3 YL[1 (2 METHOXYETHYL) 1H INDOL 3 YL]METHANONE; (1,1' BIPHENYL) 4 YL(1 PENTYL 1H INDOL 3 YL)METHANONE; (1,1' BIPHENYL) 4 YL[1 (2 METHOXYETHYL) 1H INDOL 3 YL]METHANONE; 1 (2 METHOXYETHYL) N (NAPHTHALEN 1 YL) 1H INDOLE 3 CARBOXAMIDE; 1 (2 METHOXYETHYL) N (NAPHTHALEN 2 YL) 1H INDOLE 3 CARBOXAMIDE; 2,3 DIHYDRO 5 METHYL 3 (MORPHOLINOMETHYL) 6 (1 NAPHTHOYL)PYRROLO[1,2,3 DE][1,4]BENZOXAZINE; 3 (1 NAPHTHOYL) 1 PENTYLINDOLE; 4 (1,1 DIMETHYLHEPTYL) 1',2',3',4',5',6' HEXAHYDRO 2,3' DIHYDROXY 6' (3 HYDROXYPROPYL)BIPHENYL; [1 (2 METHOXYETHYL) 1H PYRROLO[2,3 B]PYRIDIN 3 YL](NAPHTHALEN 1 YL)METHANONE; [1 (2 METHOXYETHYL) 1H PYRROLO[2,3 C]PYRIDIN 3 YL](NAPHTHALEN 1 YL)METHANONE; CANNABINOID 1 RECEPTOR AGONIST; CANNABINOID 2 RECEPTOR AGONIST; DRONABINOL; INDOLE DERIVATIVE; N (NAPHTHALEN 1 YL) 1 PENTYL 1H INDOLE 3 CARBOXAMIDE; N (NAPHTHALEN 2 YL) 1 PENTYL 1H INDOLE 3 CARBOXAMIDE; NABILONE; NAPHTHALEN 1 YL(1 PENTYL 1H PYRROLO[2,3 B]PYRIDIN 3 YL)METHANONE; NAPHTHALEN 1 YL(1 PENTYL 1H PYRROLO[2,3 C]PYRIDIN 3 YL)METHANONE; NAPHTHALEN 1 YL(1 PENTYL 1H PYRROLO[3,2 C]PYRIDIN 3 YL)METHANONE; UNCLASSIFIED DRUG;

ANIMAL TISSUE; AQUEOUS SOLUTION; ARTICLE; BINDING AFFINITY; BIOLOGICAL ACTIVITY; BRAIN SLICE; CELL MEMBRANE PERMEABILITY; CONTROLLED STUDY; DRUG DESIGN; DRUG PENETRATION; DRUG RECEPTOR BINDING; DRUG SOLUBILITY; DRUG STRUCTURE; DRUG SYNTHESIS; HUMAN; HUMAN CELL; LIPOPHILICITY; MALE; NONHUMAN; PHYSICAL CHEMISTRY; RAT; STRUCTURE ACTIVITY RELATION; SYNAPTIC TRANSMISSION;

ANIMALS; BRAIN; CHO CELLS; CRICETINAE; HUMANS; INDOLES; LIGANDS; MALE; RATS; RATS, WISTAR; RECEPTOR, CANNABINOID, CB2; RECEPTORS, CANNABINOID; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 80053189712     PISSN: 02235234     EISSN: 17683254     Source Type: Journal    
DOI: 10.1016/j.ejmech.2011.08.021     Document Type: Article

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