Paper
Synthesis, Characterization and Biologial Evaluation of 2-amino-3-(n-cyclohexyl carboxamido)- 4,5,6,7-tetrahydrobenzo (b) Thiophine Derivatives.
Published 2011 · Archana Singh
International Journal of Pharmaceutical & Biological Archive
0
Citations
0
Influential Citations
Abstract
Derivatives of 2- amino- 3- (N- cyclohexyl carboxamido)- 4,5,6,7- tetrahydrobenzo (b) thiophine were prepared and evaluated as antimicrobial. Despite finding that 2- amino- 3- (N- cyclohexyl carboxamido)4,5,6,7- tetrahydrobenzo (b) thiophine possess the activity on allosteric receptor as antimicrobial agents. The first allosteric enhancers (AEs) acting at the adenosine A1 receptor (A1AR) were reported by Bruns et al. in 1990. These compounds were primarily 2-amino-3- benzoylthiophenes and 2amino-3-benzoyl-4,5,6,7-tetrahydrothieno[2,3c]pyridines and were found to decrease the rate of dissociation of agonist, but not antagonist radioligand from the orthosteric binding site. In addition to allosteric activity, some of these compounds also have weak activity as competitive antagonists of the A1AR. PD81, 723 were one of the more potent and effective of the initial series of enhancers and have subsequently been commonly used for benchmarking new AEs. Since this initial discovery, other researchers have directed significant effort to refining the structure–activity relationships of the 3-, 4- and 5positions of the 2-aminothiophene cores. Replacement of the thiophene by benzene resulted in a marked reduction of activity. Substitution at the 4-position increased activity by a factor of 3 (phenyl > methyl > H), while substitution at the 5position had little effect on activity. Bulky (or hydrophobic) substituents at the meta- and parapositions of the 3-benzoyl group and also 3naphthoyl groups greatly enhanced enhancer activity. Thus, the A1AR is thought to contain an allosteric binding site able to accommodate 3aroyl substituents that are bulky and/or hydrophobic but not necessarily planar. A second region in the allosteric binding site interacts constructively with alkyl substituents at thiophene C-4 and/or C-5 and the 2-amino and 3-keto groups were found to be crucial for activity. There is various types of the compound which have thiophine ring such as ticarcillin, cefoxitin, cephalohtin & Cephalorodine have shown good antibacterial activity.
2-amino-3-(N-cyclohexyl carboxamido)-4,5,6,7-tetrahydrobenzo (b) thiophine derivatives show potential as antimicrobial agents due to their allosteric receptor activity and their potential as antibacterial agents.
Sign up to use Study Snapshot
Consensus is limited without an account. Create an account or sign in to get more searches and use the Study Snapshot.
Full text analysis coming soon...