Investigations on the 4-Quinolone-3-Carboxylic Acid Motif Part5: Modulation of the Physicochemical Profile of a Set of Potent and Selective Cannabinoid-2 Receptor Ligands through a Bioisosteric Approach

ChemMedChem

Volumn 7, Issue 5, 2012, Pages 920-934

  Mugnaini, Claudia ^a   Nocerino, Stefania ^a   Pedani, Valentina ^a   Pasquini, Serena ^a   Tafi, Andrea ^a   DeChiaro, Maria ^c   Bellucci, Luca ^a   Valoti, Massimo ^a   Guida, Francesca ^c   Luongo, Livio ^c   Dragoni, Stefania ^a   Ligresti, Alessia ^b   Rosenberg, Avraham ^d   Bolognini, Daniele ^e   Cascio, Maria Grazia ^e   Pertwee, Roger G ^e   Moaddel, Ruin ^d   Maione, Sabatino ^c   DiMarzo, Vincenzo ^b   Corelli, Federico ^a  

^a UNIVERSITY OF SIENA   (Italy)

^b CNR   (Italy)

^c SECOND UNIVERSITY OF NAPLES   (Italy)

^d NATIONAL INSTITUTE ON AGING   (United States)

^e UNIVERSITY OF ABERDEEN   (United Kingdom)

Author keywords

Bioisosteres; Cannabinoids; Quinolones; Receptors; Structure activity relationships

Indexed keywords

1 (ADAMANTAN 1 YL) 4 (2 PENTYLOXYQUINOLIN) 1H 1,2,3 TRIAZOLE; 1 (ADAMANTAN 1 YL) 4 (6 BROMO 1,4 DIHYDRO 4 OXO 1 PENTYLQUINOLIN 3 YL) 1H 1,2,3 TRIAZOLE; 1 (ADAMANTAN 1 YL) 4 [1 PENTYLQUINOLIN 2(1H) ONE] 1H 1,2,3 TRIAZOLE; 1 (ADAMANTAN 1 YL) 4 [6 (FURAN 2 YL) 1,4 DIHYDRO 4 OXO 1 PENTYLQUINOLIN 3 YL] 1H 1,2,3 TRIAZOLE; 1 (ADAMANTAN 1 YL) 4 [6 [4 (2 PROPYLOXY)PHENYL] 1,4 DIHYDRO 4 OXO 1 PENTYLQUINOLIN 3 YL] 1H 1,2,3 TRIAZOLE; 2 (ADAMANTAN 1 YL) 5 (6 BROMO 1,4 DIHYDRO 4 OXO 1 PENTYLQUINOLIN 3 YL) 1,3,4 OXADIADOLE; 2 (ADAMANTAN 1 YL) 5 (6 FURAN 2 YL) 1,4 DIHYDRO 4 OXO 1 PENTYLQUINOLIN 3 YL) 1H 1,3,4 OXADIADOLE; 2 (ADAMANTAN 1 YL) 5 [6 [4 (2 PROPYLOXY)PHENYL] 1,4 DIHYDRO 4 OXO 1 PENTYLQUINOLIN 3 YL] 1,3,4 OXADIADOLE; 3 (1 ADAMANTYL 1H 1,2,3 TRIAZOL 4 YL) 6 (FURAN 2 YL) 1 (4 HYDROXYPENTYL)QUINOLIN 4(1H) ONE; 3 (1 ADAMANTYL 1H 1,2,3 TRIAZOL 4 YL) 6 (FURAN 2 YL)QUINOLIN 4(1H) ONE; 3 (ADAMANTAN 1 YL) 5 (6 BROMO 1,4 DIHYDRO 4 OXO 1 PENTYLQUINOLIN 3 YL) 1,2,4 OXADIADOLE; 3 (ADAMANTAN 1 YL) 5 [6 (FURAN 2 YL) 1,4 DIHYDRO 4 OXO 1 PENTYLQUINOLIN 3 YL) 1H 1,2,4 OXADIADOLE; 3 (ADAMANTAN 1 YL) 5 [6 [4 (2 PROPYLOXY)PHENYL] 1,4 DIHYDRO 4 OXO 1 PENTYLQUINOLIN 3 YL] 1,2,4 OXADIADOLE; 3 (ADAMANTAN 1 YL) 5 [6 FURAN 2 YL) 1,4 DIHYDRO 4 OXO 1 PENTYLQUINOLIN 3YL] 1H 1,2,4 TRIAZOLE; 3 BROMO 1 PENTYLQUINOLIN 2(1H) ONE; 3 BROMO 2 (PENTYLOXY)QUINOLINE; 4 QUINOLONE 3 CARBOXYLIC ACID DERIVATIVE; 6 BROMO 1 PENTYLQUINOLIN 4(1H) ONE; AMIDE; ANALGESIC AGENT; CANNABINOID 2 RECEPTOR AGONIST; ETHYL 3 [6 BROMO 3 (1 ADAMANTYL 1H 1,2,3 TRIAZOL 4 YL) 4 OXOQUINOLIN 1(4H) YL]PROPANOATE; ETHYL 3 [6 BROMO 3 ETHYNYL 4 OXOQUINOLIN 1(4H) YL]PROPANOATE; ETHYL 3 [6 BROMO 3 IODO 4 OXOQUINOLIN 1(4H) YL]PROPANOATE; ETHYL 3 [6 BROMO 4 OXO 3 [(TRIMETHYLSYLIL)ETHYNYL]QUINOLIN 1(4H) YL]PROPANOATE; UNCLASSIFIED DRUG; WATER;

ANALGESIC ACTIVITY; ANIMAL CELL; ANIMAL EXPERIMENT; ANIMAL MODEL; ARTICLE; CHEMICAL BOND; DRUG IDENTIFICATION; DRUG POTENCY; DRUG SOLUBILITY; DRUG STRUCTURE; DRUG SYNTHESIS; HUMAN; HUMAN CELL; MOLECULAR MIMICRY; MOUSE; NONHUMAN; PAIN; PHYSICAL CHEMISTRY; PRIORITY JOURNAL; RACEMIC MIXTURE; RAMIE; SUBSTITUTION REACTION;

4-QUINOLONES; ANIMALS; CARBOXYLIC ACIDS; CELL LINE, TUMOR; CHO CELLS; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; COMPUTER SIMULATION; CRICETINAE; CRICETULUS; HUMANS; LIGANDS; LIPIDS; MICE; MODELS, MOLECULAR; MOLECULAR STRUCTURE; PROTEIN STRUCTURE, TERTIARY; RECEPTOR, CANNABINOID, CB2; SOLUBILITY; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 84860324514     PISSN: 18607179     EISSN: 18607187     Source Type: Journal    
DOI: 10.1002/cmdc.201100573     Document Type: Article

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