Structure-activity relationships and CoMFA of N-3 substituted phenoxypropyl piperidine benzimidazol-2-one analogues as NOP receptor agonists with analgesic properties

Bioorganic and Medicinal Chemistry

Volumn 16, Issue 6, 2008, Pages 2829-2851

  Palin, Ronald ^a   Clark, John K ^a   Evans, Louise ^a   Houghton, Andrea K ^a   Jones, Philip S ^a   Prosser, Alan ^a   Wishart, Grant ^a   Yoshiizumi, Kazuya ^a  

^a MERCK RESEARCH LABORATORIES   (United States)

Author keywords

Antiallodynia; Antinociception; CoMFA model; NOP ORL1 agonist; Pain

Indexed keywords

1 (1H IMIDAZOL 4 YLMETHYL) 3 [1 [3 (5 METHOXY 2 METHYL PHENOXY) 4 METHYL PENTYL]PIPERIDIN 4 YL] 1,3 DIHYDRO BENZIMIDAZOL 2 ONE HYDROCHLORIDE; 1 (3,5 DIMETHYL ISOXAZOL 4 YLMETHYL) 3 [1 [3 (5 METHOXY 2 METHYL PHENOXY) 4 METHYL PENTYL]PIPERIDIN 4 YL] 1,3 DIHYDRO BENZIMIDAZOL 2 ONE HYDROCHLORIDE; 1 (5 TERT BUTYL 1,2,4 OXADIAZOL 3 YLMETHYL) 3 [1 [3 (5 METHOXY 2 METHYL PHENOXY) 4 METHYL PENTYL] PIPERIDIN 4 YL] 1,3 DIHYDRO BENZIMIDAZOL 2 ONE METHANSULFONATE; 1 [1 [3 (5 METHOXY 2 METHYL PHENOXY) 4 METHYLMETHYLPENTYL]PIPERIDIN 4 YL] 3 PYRIDIN 2 YLMETHYL 1,3 DIHYDROBENZIMIDAZOL 2 ONE HYDROCHLORIDE; 1 [1 [3 (5 METHOXY 2 METHYL PHENOXY) 4 METHYLPENTYL] PIPERIDIN 4 YL] 3 OXAZOL 4 YLMETHYL 1,3 DIHYDRODIHYDROBENZIMIDAZOL 2 ONE METHANESULFONATE; 1 [1 [3 (5 METHOXY 2 METHYL PHENOXY) 4 METHYLPENTYL] PIPERIDIN 4 YL] 3 THIOPHEN 2 YLMETHYL 1,3 DIHYDRODIHYDROBENZIMIDAZOL 2 ONE HYDROCHLORIDE; 1 [1 [3 (5 METHOXY 2 METHYL PHENOXY) 4 METHYLPENTYL]PIPERIDIN 4 YL] 3 (1,2,4 TRIAZOL 1 YLMETHYL) 1,3 DIHYDRO BENZIMIDAZOL 2 ONE HYDROCHLORIDE; 1 [1 [3 (5 METHOXY 2 METHYL PHENOXY) 4 METHYLPENTYL]PIPERIDIN 4 YL] 3 (1H 1,2,4 TRIAZOL 3 YLMETHYL) 1,3 DIHYDRO BENZIMIDAZOL 2 ONE HYDROCHLORIDE; 1 [1 [3 (5 METHOXY 2 METHYL PHENOXY) 4 METHYLPENTYL]PIPERIDIN 4 YL] 3 (2 METHYL IMIDAZOL 1 YLMETHYL) 1,3 DIHYDRO BENZIMIDAZOL 2 ONE HYDROCHLORIDE; 1 [1 [3 (5 METHOXY 2 METHYL PHENOXY) 4 METHYLPENTYL]PIPERIDIN 4 YL] 3 (2 METHYLTHIAZOL 4 YLMETHYL) 1,3 DIHYDRO BENZIMIDAZOL 2 ONE HYDROCHLORIDE; 1 [1 [3 (5 METHOXY 2 METHYL PHENOXY) 4 METHYLPENTYL]PIPERIDIN 4 YL] 3 (5 METHYL 1H 1,2,4 TRIAZOL 3 YLMETHYL) 1,3 DIHYDRO BENZIMIDAZOL 2 ONE HYDROCHLORIDE; 1 [1 [3 (5 METHOXY 2 METHYL PHENOXY) 4 METHYLPENTYL]PIPERIDIN 4 YL] 3 (5 METHYL ISOXAZOL 3 YLMETHYL) 1,3 DIHYDRO BENZIMIDAZOL 2 ONE METHANESULFONATE; 1 [1 [3 (5 METHOXY 2 METHYL PHENOXY) 4 METHYLPENTYL]PIPERIDIN 4 YL] 3 OXAZOL 2 YLMETHYL 1,3 DIHYDROBENZIMIDAZOL 2 ONE METHANESULFONATE; 1 [1 [3 (5 METHOXY 2 METHYL PHENOXY) 4 METHYLPENTYL]PIPERIDIN 4 YL] 3 PYRAZIN 2 YLMETHYL 1,3 DIHYDROBENZIMIDAZOL 2 ONE HYDROCHLORIDE; 1 [1 [3 (5 METHOXY 2 METHYL PHENOXY) 4 METHYLPENTYL]PIPERIDIN 4 YL] 3 PYRIDIN 3 YLMETHYL 1,3 DIHYDROBENZIMIDAZOL 2 ONE HYDROCHLORIDE; 1 [1 [3 (5 METHOXY 2 METHYL PHENOXY) 4 METHYLPENTYL]PIPERIDIN 4 YL] 3 PYRIDIN 4 YLMETHYL 1,3 DIHYDROBENZIMIDAZOL 2 ONE HYDROCHLORIDE; 1 [1 [3 (5 METHOXY 2 METHYL PHENOXY) 4 METHYLPENTYL]PIPERIDIN 4 YL] 3 THIAZOL 4 YLMETHYL 1,3 DIHYDROBENZIMIDAZOL 2 ONE HYDROCHLORIDE; 1 [1 [3 (5 METHOXY 2 METHYL PHENOXY) 4 METHYLPENTYL]PIPERIDIN 4 YL] 3 THIOPHEN 3 YLMETHYL 1,3 DIHYDROBENZIMIDAZOL 2 ONE HYDROCHLORIDE; 1 [1 [3 (5 METHOXY 2 METHYL PHENOXY) 4 METHYLPENTYL]PIPERIDIN 4YL] 3 [(3 METHYL[1,2,4]OXADIAZOL 5 YL) METHYL] 1,3 DIHYDRO BENZIMIDAZOL 2 ONE HYDROCHLORIDE; 1 [1 [3 (5 METHOXY 2 METHYL PHENOXY) 4 METHYLPENTYLPENTYL]PIPERIDIN 4 YL] 3 PYRAZOL 1 YLMETHYL 1,3 DIHYDROBENZIMIDAZOL 2 ONE HYDROCHLORIDE; 1 IMIDAZOL 1 YLMETHYL 3 [1 [3 (5 METHOXY 2 METHYLPHENOXY) 4 METHYL PENTYL]PIPERIDIN 4 YL] 1,3 DIHYDROBENZIMIDAZOL 2 ONE HYDROCHLORIDE; 4 (3 CYANOMETHYL 2 OXO 2,3 DIHYDRO BENZIMIDAZOL 1 YL)PIPERIDINE 1 CARBOXYLIC ACID TERT BUTYL ESTER; 4 (3 ETHOXYCARBONYLMETHYL 2 OXO 2,3 DIHYDROBENZIMIDAZOL 1 YL)PIPERIDINE 1 CARBOXYLIC ACID TERT BUTYL ESTER; 4 (3 HYDRAZINOCARBONYLMETHYL 2 OXO 2,3 DIHYDRO BENZIMIDAZOL 1 YL)PIPERIDINE 1 CARBOXYLIC ACID TERTBUTYL ESTER; 4 [3 (3 METHYL 1,2,4 OXADIAZOL 5 YLMETHYL) 2 OXO 2,3 DIHYDRO BENZIMIDAZOL 1 YL]PIPERIDINE 1 CARBOXYLIC ACID TERT BUTYL ESTER; 4 [3 (5 METHYL 2H 1,2,4 TRIAZOL 3 YLMETHYL) 2 OXO 2,3 DIHYDRO BENZIMIDAZOL 1 YL]PIPERIDINE 1 CARBOXYLIC ACID TERT BUTYL ESTER; OPIATE AGONIST; PHENOXYPROPYL PIPERIDINE BENZIMIDAZOL 2 ONE DERIVATIVE; TRIAZOLE; UNCLASSIFIED DRUG; UNINDEXED DRUG;

ANALGESIC ACTIVITY; ANIMAL EXPERIMENT; ANIMAL MODEL; ANIMAL TISSUE; ANTINOCICEPTION; ARTICLE; BINDING AFFINITY; COMPARATIVE MOLECULAR FIELD ANALYSIS; CONTROLLED STUDY; DRUG MECHANISM; DRUG SOLUBILITY; DRUG SYNTHESIS; MOUSE; NONHUMAN; POSTOPERATIVE PAIN; RAT; RODENT; STRUCTURE ACTIVITY RELATION; THERAPY EFFECT;

ANALGESICS; ANIMALS; BENZIMIDAZOLES; HYPNOTICS AND SEDATIVES; MODELS, MOLECULAR; RECEPTORS, OPIOID; RODENTIA; STRUCTURE-ACTIVITY RELATIONSHIP;

RODENTIA;

EID: 40949083023     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2008.01.005     Document Type: Article

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