Synthesis and biological evaluation of 2-amino-3-(4-chlorobenzoyl)-4-[N-(substituted) piperazin-1-yl]thiophenes as potent allosteric enhancers of the A1 adenosine receptor.
The synthesis and evaluation of a series of 2-amino-3-(4-chlorobenzoyl)-4-[4-(alkyl/aryl)piperazin-yl]thiophene derivatives as allosteric enhancers of the A 1-adenosine receptor are described. The nature of substituents on the phenyl ring tethered to the piperazine seem to exert a fundamental influence on the allosteric enhancer activity, with the 4-chlorophenyl 8f and 4-trifluoromethyl 8j derivatives being the most active compounds in binding (saturation and displacement experiments) and functional cAMP studies.
Romagnoli
Romeo
R
Dipartimento di Scienze Farmaceutiche, UniVersità di Ferrara, Ferrara, Italy. rmr@unife.it, baraldi@unife.it
Baraldi
Pier Giovanni
PG
Carrion
Maria Dora
MD
Cara
Carlota Lopez
CL
Cruz-Lopez
Olga
O
Iaconinoto
Maria Antonietta
MA
Preti
Delia
D
Shryock
John C
JC
Moorman
Allan R
AR
Vincenzi
Fabrizio
F
Varani
Katia
K
Andrea Borea
Pier
P
D058907:Adenosine A1 Receptor Agonists; D000494:Allosteric Regulation; D000818:Animals; D016466:CHO Cells; D006224:Cricetinae; D003412:Cricetulus; D013876:Thiophenes / Q000138:chemical synthesis* / Q000494:pharmacology*
D058907:Adenosine A1 Receptor Agonists; D013876:Thiophenes