Carbazolothiophene-2-carboxylic acid derivatives as endothelin receptor antagonists.
The SmI(2)-promoted three-component coupling reaction of thiophene-2-carboxylate, indole-2-carbaldehyde and acetophenone provides an expedient route to a series of tetracyclic carbazolothiophene compounds bearing the indole and thiophene rings. Among these samples, 9-benzyl-4-methyl-4-(4-hydroxyphenyl)-10-oxo-4,10-dihydrocarbazolo[2,3-b]thiophene-2-carboxylic acid (18) shows the most potent inhibition against the endothelin-1 induced increase of intracellular calcium ion concentration.
Department of Chemistry, National Taiwan University, Taipei 106, Taiwan.
Govindarajulu
G
Babu
Hui-Ming
HM
Yu
Shyh-Ming
SM
Yang
Jim-Min
JM
Fang
D000818:Animals; D016466:CHO Cells; D002227:Carbazoles / Q000737:chemistry / Q000494:pharmacology*; D002264:Carboxylic Acids / Q000737:chemistry / Q000494:pharmacology*; D006224:Cricetinae; D065128:Endothelin Receptor Antagonists; D051381:Rats; D013876:Thiophenes / Q000737:chemistry / Q000494:pharmacology*
D002227:Carbazoles; D002264:Carboxylic Acids; D065128:Endothelin Receptor Antagonists; D013876:Thiophenes