Synthesis of some new biologically active 1,3,4-oxadiazolyl nitroindoles and a modified Fischer indole synthesis of ethyl nitro indole-2-carboxylates.
An efficient and modified synthesis of ethyl-4-nitro/5-nitro/6-nitro and 7-nitroindole-2-carboxylates is described. Carbohydrazides of corresponding ethyl nitroindole-2-carboxylates underwent smooth one-step transformation to 1,3,4-oxadiazolyl nitroindoles (4a-l) on reaction with aromatic carboxylic acids in the presence of phosphorus oxychloride. An alternate method to synthesize 1,3,4-oxadiazolyl nitroindoles is also described. Among the newly synthesized 1,3,4-oxadiazolyl nitroindoles, a few compounds are studied for anti-inflammatory activity.
Narayana
B
B
Department of Post-Graduate Studies and Research in Chemistry, Mangalore University, Mangalagangotri 574 199, India.
Ashalatha
B V
BV
Vijaya Raj
K K
KK
Fernandes
J
J
Sarojini
B K
BK
D000818:Animals; D000893:Anti-Inflammatory Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D001391:Azo Compounds / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D002264:Carboxylic Acids / Q000737:chemistry*; D004487:Edema / Q000473:pathology; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D015394:Molecular Structure; D009584:Nitrogen / Q000737:chemistry*; D051381:Rats; D013329:Structure-Activity Relationship
D000893:Anti-Inflammatory Agents; D001391:Azo Compounds; D002264:Carboxylic Acids; D007211:Indoles; C030374:indole; D009584:Nitrogen