<abstract xml:lang="en" xmlns="http://www.w3.org/1999/xhtml"><p>A novel series of 2-[3-(4-bromophenyl)propan-3-one]-5-(substituted phenyl)-1,3,4-oxadiazoles (<bold>4a-n</bold>) have been synthesized from 3-(4-bromobenzoyl)propionic acid (3) with the aim to get better anti-inflammatory and analgesic agents with minimum or without side effects (ulcerogenicity). Compound 3 was reacted with several aryl acid hydrazides (<bold>2a-n</bold>) in phosphorous oxychloride to obtain the title compounds. Structures of the synthesized compounds were supported by means of IR, <sup>1</sup>H NMR and mass spectroscopy. Title compounds were evaluated for their anti-inflammatory, analgesic, ulcerogenic and antibacterial activities. Antibacterial activity was expressed as the corresponding minimum inhibitory concentration (<italic>MIC</italic>). A fair number of compounds were found to have significant anti-inflammatory and analgesic activities, while a few compounds showed appreciable antibacterial activity. The newly synthesized compounds showed very low ulcerogenic action. The findings of the present study indicate that cyclization of the carboxylic group of 3 into novel 1,3,4-oxadiazole nucleus resulted in increased anti-inflammatory and analgesic activities with a significant decrease of ulcerogenic activity.</p></abstract>

A novel series of 2-[3-(4-bromophenyl)propan-3-one]-5-(substituted phenyl)-1,3,4-oxadiazoles (4a-n) have been synthesized from 3-(4-bromobenzoyl)propionic acid (3) with the aim to get better anti-inflammatory and analgesic agents with minimum or without side effects (ulcerogenicity). Compound 3 was reacted with several aryl acid hydrazides (2a-n) in phosphorous oxychloride to obtain the title compounds. Structures of the synthesized compounds were supported by means of IR, 1H NMR and mass spectroscopy. Title compounds were evaluated for their anti-inflammatory, analgesic, ulcerogenic and antibacterial activities. Antibacterial activity was expressed as the corresponding minimum inhibitory concentration (MIC). A fair number of compounds were found to have significant anti-inflammatory and analgesic activities, while a few compounds showed appreciable antibacterial activity. The newly synthesized compounds showed very low ulcerogenic action. The findings of the present study indicate that cyclization of the carboxylic group of 3 into novel 1,3,4-oxadiazole nucleus resulted in increased anti-inflammatory and analgesic activities with a significant decrease of ulcerogenic activity.

Synthesis of novel 1,3,4-oxadiazole derivatives and their biological properties

Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Jamia Hamdard (Hamdard University), New Delhi-110062, India

Acta Pharmaceutica

{"article-title":"Synthesis of novel 1,3,4-oxadiazole derivatives and their biological properties"}

A novel series of 2-[3-(4-bromophenyl)propan-3-one]-5-(substituted phenyl)-1,3,4-oxadiazoles (4a-n) have been synthesized from 3-(4-bromobenzoyl)propionic acid...

Synthesis of novel 1,3,4-oxadiazole derivatives and their biological properties

Publié en ligne: 29 juin 2009

Pages: 223 - 233

DOI: https://doi.org/10.2478/v10007-009-0011-1

Mots clés
1,3,4-oksadiazoli, aroilpropionska kiselina, protuupalno djelovanje, analgetsko djelovanje, antibakterijsko djelovanje

This content is open access.

Synthesis of novel 1,3,4-oxadiazole derivatives and their biological properties

Publié en ligne: 29 juin 2009

Pages: 223 - 233

DOI: https://doi.org/10.2478/v10007-009-0011-1

Mots clés1,3,4-oksadiazoli, aroilpropionska kiselina, protuupalno djelovanje, analgetsko djelovanje, antibakterijsko djelovanje

This content is open access.

Mots clés
1,3,4-oksadiazoli, aroilpropionska kiselina, protuupalno djelovanje, analgetsko djelovanje, antibakterijsko djelovanje