Synthesis and biological effects of novel 2-amino-3-(4-chlorobenzoyl)-4- substituted thiophenes as allosteric enhancers of the A1 adenosine receptor

European Journal of Medicinal Chemistry

Volumn 67, Issue , 2013, Pages 409-427

  Romagnoli, Romeo ^a   Baraldi, Pier Giovanni ^a   Carrion, Maria Dora ^a   Cara, Carlota Lopez ^a   Salvador, Maria Kimatrai ^a   Preti, Delia ^a   Tabrizi, Mojgan Aghazadeh ^a   Moorman, Allan R ^b   Vincenzi, Fabrizio ^a   Borea, Pier Andrea ^a   Varani, Katia ^a  

^a UNIVERSITY OF FERRARA   (Italy)

^b King Pharmaceuticals Inc   (United States)

Author keywords

2 Amino 3 benzoylthiophene; Allosteric enhancer; G protein coupled receptors

Indexed keywords

2 [3 (4 CHLOROBENZOYL) 4 (N,N DIALLYLAMINOMETHYL) 5 PHENYL THIOPEN 2 YL]ISOINDOLE 1,3 DIONE; 2 [3 (4 CHLOROBENZOYL) 4 (N,N DIETHYLAMINOMETHYL) 5 PHENYL THIOPEN 2 YL]ISOINDOLE 1,3 DIONE; 2 [3 (4 CHLOROBENZOYL) 4 (N,N DIISOPROPYLAMINOMETHYL) 5 PHENYL THIOPEN 2 YL]ISOINDOLE 1,3 DIONE; 2 [3 (4 CHLOROBENZOYL) 4 (N,N DIMETHYLAMINOMETHYL) 5 PHENYL THIOPEN 2 YL]ISOINDOLE 1,3 DIONE; 2 [3 (4 CHLOROBENZOYL) 4 (N,N DIPROPYLAMINOMETHYL) 5 PHENYL THIOPEN 2 YL]ISOINDOLE 1,3 DIONE; 2 [3 (4 CHLOROBENZOYL) 4 (N,N TERT BUTYL N METHYLAMINOMETHYL) 5 PHENYL THIOPEN 2 YL]ISOINDOLE 1,3 DIONE; 2 [5 BROMO 3 (4 CHLOROBENZOYL) 4 (1,2,3,4 TETRAHYDRO 1H PYRAZINO[1,2 A]INDOL 2 YLMETHYL)THIOPEN 2 YL]ISOINDOLE 1,3 DIONE; 2 [5 BROMO 3 (4 CHLOROBENZOYL) 4 (1,2,3,4, TETRAHYDRO 1H ISOQUINOLIN 2 YLMETHYL)THIOPEN 2 YL]ISOINDOLE 1,3 DIONE; 2 [5 BROMO 3 (4 CHLOROBENZOYL) 4 (1,2,3,4,10,10A HEXAHYDRO 1H PYRAZINO[1,2 A]INDOL 2 YLMETHYL)THIOPEN 2 YL]ISOINDOLE 1,3 DIONE; 2 [5 BROMO 3 (4 CHLOROBENZOYL) 4 (2,3,4,5 TETRAHYDRO PYRIDO[4,3 B]INDOL 2 YLMETHYL)THIOPEN 2 YL]ISOINDOLE 1,3 DIONE; 2 [5 BROMO 3 (4 CHLOROBENZOYL) 4 (4 FLUOROSPIRO BENZO[1,3 D] DIOXOL 2 YL)PIPERIDIN 1 YLMETHYL THIOPEN 2 YL]ISOINDOLE 1,3 DIONE; 2 [5 BROMO 3 (4 CHLOROBENZOYL) 4 (4 METHYLSPIRO BENZO[1,3 D] DIOXOL 2 YL)PIPERIDIN 1 YLMETHYL THIOPEN 2 YL]ISOINDOLE 1,3 DIONE; 2 [5 BROMO 3 (4 CHLOROBENZOYL) 4 (5 METHYL 2,3,4,5 TETRAHYDRO PYRIDO[4,3 B]INDOL 2 YLMETHYL)THIOPEN 2 YL]ISOINDOLE 1,3 DIONE; 2 [5 BROMO 3 (4 CHLOROBENZOYL) 4 (5 METHYLSPIRO BENZO[1,3 D] DIOXOL 2 YL)PIPERIDIN 1 YLMETHYL THIOPEN 2 YL]ISOINDOLE 1,3 DIONE; 2 [5 BROMO 3 (4 CHLOROBENZOYL) 4 (8 CHLORO 1,2,3,4 TETRAHYDRO 1H PYRAZINO[1,2 A]INDOL 2 YLMETHYL)THIOPEN 2 YL]ISOINDOLE 1,3 DIONE; 2 [5 BROMO 3 (4 CHLOROBENZOYL) 4 (8 CHLORO 1,2,3,4,10,10A HEXAHYDRO 1H PYRAZINO[1,2 A]INDOL 2 YLMETHYL)THIOPEN 2 YL]ISOINDOLE 1,3 DIONE; 2 [5 BROMO 3 (4 CHLOROBENZOYL) 4 (8 CHLORO 2,3,4,5 TETRAHYDRO PYRIDO[4,3 B]INDOL 2 YLMETHYL)THIOPEN 2 YL]ISOINDOLE 1,3 DIONE; 2 [5 BROMO 3 (4 CHLOROBENZOYL) 4 (8 CHLORO 5 METHYL 2,3,4,5 TETRAHYDRO PYRIDO[4,3 B]INDOL 2 YLMETHYL)THIOPEN 2 YL]ISOINDOLE 1,3 DIONE; 2 [5 BROMO 3 (4 CHLOROBENZOYL) 4 (8 FLUORO 1,2,3,4 TETRAHYDRO 1H PYRAZINO[1,2 A]INDOL 2 YLMETHYL)THIOPEN 2 YL]ISOINDOLE 1,3 DIONE; 2 [5 BROMO 3 (4 CHLOROBENZOYL) 4 (8 METHOXY 1,2,3,4 TETRAHYDRO 1H PYRAZINO[1,2 A]INDOL 2 YLMETHYL)THIOPEN 2 YL]ISOINDOLE 1,3 DIONE; 2 [5 BROMO 3 (4 CHLOROBENZOYL) 4 (8 METHYL 1,2,3,4,10,10A HEXAHYDRO 1H PYRAZINO[1,2 A]INDOL 2 YLMETHYL)THIOPEN 2 YL]ISOINDOLE 1,3 DIONE; 2 [5 BROMO 3 (4 CHLOROBENZOYL) 4 (N BENZYL N METHYLAMINOMETHYL)THIOPEN 2 YL]ISOINDOLE 1,3 DIONE; 2 [5 BROMO 3 (4 CHLOROBENZOYL) 4 (N,N DIETHYLAMINOMETHYL)THIOPEN 2 YL]ISOINDOLE 1,3 DIONE; 2 [5 BROMO 3 (4 CHLOROBENZOYL) 4 (N,N DIISOPROPYLAMINOMETHYL)THIOPEN 2 YL]ISOINDOLE 1,3 DIONE; 2 [5 BROMO 3 (4 CHLOROBENZOYL) 4 (N,N DIPROPYLAMINOMETHYL)THIOPEN 2 YL]ISOINDOLE 1,3 DIONE; 2 [5 BROMO 3 (4 CHLOROBENZOYL) 4 (SPIRO BENZO[1,3 D] DIOXOL 2 YL)PIPERIDIN 1 YLMETHYL THIOPEN 2 YL]ISOINDOLE 1,3 DIONE; 2 [5 BROMO 4 (5 TERT BUTYLSPIRO BENZO[1,3 D] DIOXOL 2 YL) 3 (CHLOROBENZOYL)PIPERIDIN 1 YLMETHYL THIOPEN 2 YL]ISOINDOLE 1,3 DIONE; ADENOSINE A1 RECEPTOR; THIOPHENE DERIVATIVE; UNCLASSIFIED DRUG; UNINDEXED DRUG;

ANIMAL CELL; ARTICLE; CHEMICAL MODIFICATION; CONTROLLED STUDY; DEHALOGENATION; DRUG ACTIVITY; DRUG ANTAGONISM; DRUG BINDING; DRUG SYNTHESIS; ELECTRON; FEMALE; HYDROGENATION; NONHUMAN;

2-AMINO-3-BENZOYLTHIOPHENE; A(1) ADENOSINE RECEPTOR; ALLOSTERIC ENHANCER; G PROTEIN-COUPLED RECEPTORS;

ALLOSTERIC REGULATION; ANIMALS; CHO CELLS; CRICETULUS; DOSE-RESPONSE RELATIONSHIP, DRUG; HUMANS; MOLECULAR STRUCTURE; RECEPTOR, ADENOSINE A1; STRUCTURE-ACTIVITY RELATIONSHIP; THIOPHENES;

EID: 84880911723     PISSN: 02235234     EISSN: 17683254     Source Type: Journal    
DOI: 10.1016/j.ejmech.2013.07.002     Document Type: Article

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