Design, synthesis and structure-activity relationships of novel benzoxazolone derivatives as 18 kDa translocator protein (TSPO) ligands

Bioorganic and Medicinal Chemistry

Volumn 20, Issue 18, 2012, Pages 5568-5582

  Fukaya, Takayuki ^a   Kodo, Toru ^a   Ishiyama, Takeo ^a   Kakuyama, Hiroyoshi ^a   Nishikawa, Hiroyuki ^a   Baba, Satoko ^a   Masumoto, Shuji ^a  

^a DAINIPPON SUMITOMO PHARMA CO LTD   (Japan)

Author keywords

18 kDa Translocator protein (TSPO); Benzoxazolone; Peripheral benzodiazepine receptor (PBR)

Indexed keywords

(2 OXO 4 PHENYL 1,3 BENZOXAZOL 3(2H) YL)ACETIC ACID; (2 OXO 5 PHENYL 1,3 BENZOXAZOL 3(2H) YL)ACETIC ACID; (2 OXO 6 PHENYL 1,3 BENZOXAZOL 3(2H) YL) ACETIC ACID; (5 BROMO 2 OXO 1,3 BENZOXAZOL 3(2H) YL)ACETIC ACID; (7 BROMO 2 OXO 1,3 BENZOXAZOL 3(2H) YL)ACETIC ACID; 18 KDA TRANSLOCATOR PROTEIN LIGANDS; 2 (2 OXO 5 PHENYL 1,3 BENZOXAZOL 3(2H) YL) N PHENYL ACETAMIDE; 2 (2 OXO 5 PHENYL 1,3 BENZOXAZOL 3(2H) YL) N,N DIPROPYLACETAMIDE; 2 (2 OXO 5 PHENYL 1,3 BENZOXAZOL 3(2H) YL)ACETAMIDE; 2 (5 BROMO 2 OXO 1,3 BENZOXAZOL 3(2H) YL) N METHYL N PHENYLACETAMIDE; 2 (5 CHLORO 2 OXO 1,3 BENZOXAZOL 3(2H) YL) N METHYL N PHENYLACETAMIDE; 2 [5 (3 METHOXYPHENYL) 2 OXO 1,3 BENZOXAZOL 3(2H) YL] N METHYL N PHENYLACETAMIDE; 2 [5 (4 METHOXYPHENYL) 2 OXO 1,3 BENZOXAZOL 3(2H) YL] N METHYL N PHENYLACETAMIDE; 2 AMINO 4 BROMOPHENOL; 2 AMINO 6 BROMOPHENOL; 2 NITROBIPHENYL 3 OL; 3 (2 OXO 2 PHENYLETHYL) 5 PHENYL 1,3 BENZOXAZOL 2(3H) ONE; 3 [2 [METHYL(PHENYL)AMINO]ETHYL] 5 PHENYL 1,3 BENZOXAZOL 2(3H) ONE; 4 AMINOBIPHENYL 3 OL; 4 NITROBIPHENYL 3 OL; 4 PHENYL 1,3 BENZOXAZOL 2(3H) ONE; 5 BROMO 1,3 BENZOXAZOL 2(3H) ONE; 5 PHENYL 1,3 BENZOXAZOL 2(3H) ONE; 6 AMINOBIPHENYL 3 OL; 6 NITROBIPHENYL 3 OL; 6 PHENYL 1,3 BENZOXAZOL 2(3H) ONE; 7 BROMO 1,3 BENZOXAZOL 2(3H) ONE; BENZOXAZOLE DERIVATIVE; DIAZEPAM; FLUMAZENIL; GUM TRAGACANTH; N (3 CHLOROPHENYL) N METHYL 2 (2 OXO 5 PHENYL 1,3 BENZOXAZOL 3(2H) YL)ACETAMIDE; N (3 METHOXYPHENYL) N METHYL 2 (2 OXO 5 PHENYL 1,3 BENZOXAZOL 3(2H) YL)ACETAMIDE; N (4 CHLOROPHENYL) N METHYL 2 (2 OXO 5 PHENYL 1,3 BENZOXAZOL 3(2H) YL)ACETAMIDE; N (4 METHOXYPHENYL) N METHYL 2 (2 OXO 5 PHENYL 1,3 BENZOXAZOL 3(2H) YL)ACETAMIDE; N [2 (HYDROXYMETHYL)PHENYL] N METHYL 2 (2 OXO 5 PHENYL 1,3 BENZOXAZOL 3(2H) YL)ACETAMIDE; N [2 [(DIMETHYLAMINO)METHYL]PHENYL] N METHYL 2 (2 OXO 5 PHENYL 1,3 BENZOXAZOL 3(2H) YL)ACETAMIDE; N [3 (HYDROXYMETHYL)PHENYL] N METHYL 2 (2 OXO 5 PHENYL 1,3 BENZOXAZOL 3(2H) YL)ACETAMIDE; N [3 [(DIMETHYLAMINO)METHYL]PHENYL] N METHYL 2 (2 OXO 5 PHENYL 1,3 BENZOXAZOL 3(2H) YL)ACETAMIDE; N [4 (HYDROXYMETHYL)PHENYL] N METHYL 2 (2 OXO 5 PHENYL 1,3 BENZOXAZOL 3(2H) YL)ACETAMIDE; N [4 [(DIMETHYLAMINO)METHYL]PHENYL] N METHYL 2 (2 OXO 5 PHENYL 1,3 BENZOXAZOL 3(2H) YL)ACETAMIDE; N BENZYL N METHYL 2 (2 OXO 5 PHENYL 1,3 BENZOXAZOL 3(2H) YL)ACETAMIDE; N METHYL 2 (2 OXO 1,3 BENZOXAZOL 3(2H) YL) N PHENYLACETAMIDE; N METHYL 2 (2 OXO 4 PHENYL 1,3 BENZOXAZOL 3(2H) YL) N PHENYLPROPANAMIDE; N METHYL 2 (2 OXO 5 PHENOXY 1,3 BENZOXAZOL 3(2H) YL) N PHENYLACETAMIDE; N METHYL 2 (2 OXO 5 PHENYL 1,3 BENZOXAZOL 3(2H) YL) N (PYRIDIN 2 YL)ACETAMIDE; N METHYL 2 (2 OXO 5 PHENYL 1,3 BENZOXAZOL 3(2H) YL) N (PYRIDIN 3 YL)ACETAMIDE; N METHYL 2 (2 OXO 5 PHENYL 1,3 BENZOXAZOL 3(2H) YL) N (PYRIDIN 4 YL)ACETAMIDE; N METHYL 2 (2 OXO 5 PHENYL 1,3 BENZOXAZOL 3(2H) YL) N PHENYLACETAMIDE; N METHYL 2 (2 OXO 6 PHENYL 1,3 BENZOXAZOL 3(2H) YL) N PHENYLPROPANAMIDE; N METHYL 2 (2 OXO 7 PHENYL 1,3 BENZOXAZOL 3(2H) YL) N PHENYLPROPANAMIDE; N METHYL 2 [2 OXO 5 (PYRIDIN 2 YL) 1,3 BENZOXAZOL 3(2H) YL] N PHENYLACETAMIDE; N METHYL 2 [2 OXO 5 (PYRIDIN 3 YL) 1,3 BENZOXAZOL 3(2H) YL] N PHENYLACETAMIDE; N METHYL 2 [2 OXO 5 (PYRIDIN 4 YL) 1,3 BENZOXAZOL 3(2H) YL] N PHENYLACETAMIDE; N METHYL 2 [2 OXO 5 [3 (TRIFLUOROMETHYL)PHENYL] 1,3 BENZOXAZOL 3(2H) YL] N PHENYLACETAMIDE; N METHYL 2 [2 OXO 5 [4 (TRIFLUOROMETHYL)PHENYL] 1,3 BENZOXAZOL 3(2H) YL] N PHENYLACETAMIDE; N METHYL 2 [5 [METHYL(PHENYL)AMINO] 2 OXO 1,3 BENZOXAZOL 3(2H) YL] N PHENYLACETAMIDE; N METHYL 3 (2 OXO 5 PHENYL 1,3 BENZOXAZOL 3(2H) YL) N PHENYLPROPANAMIDE; N METHYL 4 (2 OXO 5 PHENYL 1,3 BENZOXAZOL 3(2H) YL) N PHENYLPROPANAMIDE; N SEC BUTYL 1 (2 CHLOROPHENYL) N METHYL 3 ISOQUINOLINECARBOXAMIDE; TERT BUTYL(2 OXO 5 PHENYL 1,3 BENZOXAZOL 3(2H) YL) ACETIC ACID; TERT BUTYL(2 OXO 5 PHENYL 1,3 BENZOXAZOL 3(2H) YL)ACETIC ACID; TERT BUTYL(2 OXO 6 PHENYL 1,3 BENZOXAZOL 3(2H) YL) ACETIC ACID; TERT BUTYL(5 BROMO 2 OXO 1,3 BENZOXAZOL 3(2H) YL) ACETIC ACID; TERT BUTYL(7 BROMO 2 OXO 1,3 BENZOXAZOL 3(2H) YL)ACETIC ACID; UNCLASSIFIED DRUG; UNINDEXED DRUG;

ANIMAL EXPERIMENT; ANIMAL MODEL; AREA UNDER THE CURVE; ARTICLE; BINDING AFFINITY; BINDING SITE; BRAIN CORTEX; CHEMICAL STRUCTURE; CONTROLLED STUDY; DRUG BIOAVAILABILITY; DRUG DESIGN; DRUG POTENCY; DRUG SOLUBILITY; DRUG STABILITY; DRUG STRUCTURE; DRUG SYNTHESIS; HUMAN; HYDROGEN BOND; HYDROPHOBICITY; KIDNEY; MALE; MAXIMUM PLASMA CONCENTRATION; NONHUMAN; PHARMACOPHORE; PLASMA CLEARANCE; RAT; STRUCTURE ACTIVITY RELATION; TIME TO MAXIMUM PLASMA CONCENTRATION; TRANQUILIZING ACTIVITY;

ANIMALS; BENZOXAZOLES; CARRIER PROTEINS; DOSE-RESPONSE RELATIONSHIP, DRUG; DRUG DESIGN; LIGANDS; MALE; MOLECULAR STRUCTURE; RATS; RATS, SPRAGUE-DAWLEY; RECEPTORS, GABA-A; STRUCTURE-ACTIVITY RELATIONSHIP;

RATTUS;

EID: 84866240889     PISSN: 09680896     EISSN: 14643391     Source Type: Journal    
DOI: 10.1016/j.bmc.2012.07.023     Document Type: Article

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