Synthesis and biological evaluation of novel allosteric enhancers of the A1adenosine receptor based on 2-amino-3-(4′-chlorobenzoyl)-4-substituted-5-arylethynyl thiophene

Journal of Medicinal Chemistry

Volumn 57, Issue 18, 2014, Pages 7673-7686

  Romagnoli, Romeo ^a   Baraldi, Pier Giovanni ^a   Ijzerman, Adriaan P ^b   Massink, Arnault ^b   Cruz Lopez, Olga ^a   Lopez Cara, Luisa Carlota ^a   Saponaro, Giulia ^a   Preti, Delia ^a   Aghazadeh Tabrizi, Mojgan ^a   Baraldi, Stefania ^a   Moorman, Allan R ^c   Vincenzi, Fabrizio ^a   Borea, Pier Andrea ^a   Varani, Katia ^a  

^a UNIVERSITY OF FERRARA   (Italy)

^b LEIDEN UNIVERSITY   (Netherlands)

^c PFIZER INC   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ADENOSINE A1 RECEPTOR; CYCLIC AMP; THIOPHENE DERIVATIVE; UNCLASSIFIED DRUG; [ 2 AMINO 5 (2 PHENYLETHYNYL)THIOPHEN 3 YL](4 CHLOROPHENYL)METHANONE; [2 AMINO 4 METHYL 5 (2 PHENYLETHYNYL)THIOPHEN 3 YL](4 CHLOROPHENYL)METHANONE; [2 AMINO 4 METHYL 5 [2 (4 TOLYL)ETHYNYL]THIOPHEN 3 YL](4 CHLOROPHENYL)METHANONE; [2 AMINO 4 METHYL 5 [2 (PHENYL)ETHYL]THIOPHEN 3 YL)(4 CHLOROPHENYL)METHANONE; [2 AMINO 4 NEOPENTYL 5 (2 PHENYLETHYNYL)THIOPHEN 3 YL)(4 CHLOROPHENYL)METHANONE; [2 AMINO 4 NEOPENTYL 5 [2 (3 TOLYL)ETHYNYL]THIOPHEN 3 YL](4 CHLOROPHENYL)METHANONE; [2 AMINO 4 NEOPENTYL 5 [2 (4 TOLYL)ETHYL]THIOPHEN 3 YL](4 CHLOROPHENYL)METHANONE; [2 AMINO 4 NEOPENTYL 5 [2 (4 TOLYL)ETHYNYL]THIOPHEN 3 YL](4 CHLOROPHENYL)METHANONE; [2 AMINO 4 NEOPENTYL 5 [2 (PHENYL)ETHYL]THIOPHEN 3 YL](4 CHLOROPHENYL)METHANONE; [2 AMINO 4 NEOPENTYL 5 [2 (THIOPHEN 3 YL)ETHYNYL]THIOPHEN 3 YL](4 CHLOROPHENYL)METHANONE; [2 AMINO 4 NEOPENTYL 5 [2 [4 (PENTYL)PHENYL]ETHYNYL]THIOPHEN 3 YL](4 CHLOROPHENYL)METHANONE; [2 AMINO 4 PHENHYL 5 [2 (PHENYL)ETHYL]THIOPHEN 3 YL](4 CHLOROPHENYL)METHANONE; [2 AMINO 4 PHENYL 5 (2 PHENYLETHYNYL)THIOPHEN 3 YL)(4 CHLOROPHENYL)METHANONE; [2 AMINO 4 [4 [(4 FLUOROPHENYL)PIPERAZIN 1 YL]METHYL] 5 (2 PHENYLETHYNYL)THIOPHEN 3YL](4 CHLOROPHENYL)METHANONE; [2 AMINO 4 [[4 (3,4 DICHLOROPHENYL)PIPERAZIN 1 YL]METHYL] 5 (2 PHENYLETHYNYL)THIOPHEN 3 YL](4 CHLOROPHENYL)METHANONE; [2 AMINO 4 [[4 (4 CHLOROPHENYL)PIPERAZIN 1 YL)METHYL] 5 (2 PHENYLETHYNYL)THIOPHEN 3 YL](4 CHLOROPHENYL)METHANONE; [2 AMINO 4 [[4 (PHENYL)PIPERAZIN 1 YL)METHYL] 5 (2 PHENYLETHYNYL)THIOPHEN 3 YL](4 CHLOROPHENYL)METHANONE; [2 AMINO 4 [[4 [4 CHLORO 3 (TRIFLUOROMETHYL)PHENYL]PIPERAZIN 1 YL]METHYL] 5 (2 PHENYLETHYNYL)THIOPHEN 3 YL](4 CHLOROPHENYL)METHANONE; [2 AMINO 5 (2 PHENYLETHYNYL) 4 [[4 [4 (TRIFLUOROMETHYL)PHENYL]PIPERAZIN 1 YL]METHYL]THIOPHEN 3 YL](4 CHLOROPHENYL)METHANONE; [2 AMINO 5 (N HEPT 1 YN 1 YL) 4 NEOPENTYLTHIOPHEN 3 YL](4 CHLOROPHENYL)METHANONE; [2 AMINO 5 [2 (2,4,5 TRIMETHYLPHENYL)ETHYNYL] 4 NEOPENTYLTHIOPHEN 3 YL](4 CHLOROPHENYL)METHANONE; [2 AMINO 5 [2 (2,5 DIMETHYLPHENYL)ETHYNYL] 4 NEOPENTYLTHIOPHEN 3 YL)(4 CHLOROPHENYL)METHANONE; [2 AMINO 5 [2 (3,4 DIMETHOXYPHENYL)ETHYNYL] 4 NEOPENTYLTHIOPHEN 3 YL](4 CHLOROPHENYL)METHANONE; [2 AMINO 5 [2 (4 METHOXYPHENYL)ETHYNYL] 4 NEOPENTYLTHIOPHEN 3 Y](4 CHLOROPHENYL)METHANONEL; [2 AMINO 5 [2 (CYCLOHEXYL)ETHYNYL] 4 NEOPENTYLTHIOPHEN 3 YL](4 CHLOROPHENYL)METHANONE; [2 AMINO 5 [2 (PHENYL)ETHYL]THIOPHEN 3 YL](4 CHLOROPHENYL)METHANONE; [4 [(DICYCLOHEXYLAMINO)METHYL] 2 AMINO 5 (2 PHENYLETHYNYL)THIOPHEN 3 YL](4 CHLOROPHENYL)METHANONE; ADENOSINE A1 RECEPTOR AGONIST;

ANIMAL CELL; ARTICLE; BINDING AFFINITY; BINDING SITE; CELL CULTURE; CHO CELL LINE; DISSOCIATION CONSTANT; DRUG STRUCTURE; DRUG SYNTHESIS; HYDROPHOBICITY; NONHUMAN; SONOGASHIRA REACTION; SUBSTITUTION REACTION; ALLOSTERISM; ANIMAL; CHEMISTRY; CRICETULUS; DRUG EFFECTS; HAMSTER; HUMAN; KINETICS; METABOLISM; SYNTHESIS;

ADENOSINE A1 RECEPTOR AGONISTS; ALLOSTERIC REGULATION; ANIMALS; CHEMISTRY TECHNIQUES, SYNTHETIC; CHO CELLS; CRICETINAE; CRICETULUS; HUMANS; KINETICS; RECEPTOR, ADENOSINE A1; THIOPHENES;

EID: 84907457717     PISSN: 00222623     EISSN: 15204804     Source Type: Journal    
DOI: 10.1021/jm5008853     Document Type: Article

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