Synthesis of some N-substituted indole derivatives and their biological activities.
Acylation of 2,3-diphenyl-5-methoxy-indole using ethyl chloroformate or chloroacetyl chloride in dimethylformamide and sodium hydride yielded the N-substituted derivatives 1 and 2, respectively. While Friedel-Crafts acylation using chloroacetyl chloride afforded di-4,6-chloroacetyl derivative 3, the reaction of the N-chloroacetyl derivative 2 with amines, hydrazines, urea, semicarbazide hydrochloride, thiophenol, benzimidazole-2-thiol, thiosemicarbazide, 2-mercaptoethanol and thioglycolic acid was studied. Several of the compounds were tested for their effect on arterial blood pressure, antiinflammatory and ulcerogenic activities.
el-Diwani
H
H
Natural Products Department, National Research Centre, Cairo, Egypt.
Nakkady
S S
SS
Hishmat
O H
OH
el-Shabrawy
O A
OA
Mahmoud
S S
SS
D000818:Animals; D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000138:chemical synthesis* / Q000494:pharmacology; D000959:Antihypertensive Agents / Q000138:chemical synthesis*; D001794:Blood Pressure / Q000187:drug effects; D002351:Carrageenan; D004487:Edema / Q000139:chemically induced / Q000188:drug therapy; D007211:Indoles / Q000138:chemical synthesis* / Q000494:pharmacology; D008297:Male; D008968:Molecular Conformation; D010998:Pleurisy / Q000139:chemically induced / Q000188:drug therapy; D051381:Rats; D013276:Stomach Ulcer / Q000139:chemically induced / Q000473:pathology
D000894:Anti-Inflammatory Agents, Non-Steroidal; D000959:Antihypertensive Agents; D007211:Indoles; D002351:Carrageenan