Novel 5-functionalized-pyrazoles: Synthesis, characterization and pharmacological screening

Doddaramappa, S. D. and Rai, K. M. L. and Srikantamurthy, N. and Chandra and Chethan, J. (2015) Novel 5-functionalized-pyrazoles: Synthesis, characterization and pharmacological screening. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 25 (17). pp. 3671-3675. ISSN 1464-3405

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Official URL: http://doi.org/10.1016/j.bmcl.2015.06.050

Abstract

In the present study a series of O-substituted pyrazoles 7(a-f) and N-substituted pyrazoles 9(a-f) were synthesized via phase-transfer catalyzed reaction of ethyl 5-(bromomethyl)-1,3-diphenyl-1H-pyrazole-4-carboxylate 5 with various oxygen and nitrogen containing compounds in presence of tetrabutylammonium bromide (TBAB) in THF. The compound 5 was obtained by the efficient bromination with N-bromosuccinimide (NBS) in presence of a catalytic amount of azoiso-bis-butyro nitrile (AIBN) in refluxing CCl4. The synthesized compounds were evaluated for their in vitro antimicrobial and antidiabetic activity and were compared with standard drugs. Among the synthesized compounds, compound 9b emerged as an excellent antimicrobial and antidiabetic agent. Newly synthesized compounds were characterized by analytical and spectral (IR, H-1 NMR, C-13 NMR and LC-MS) methods. (C) 2015 Elsevier Ltd. All rights reserved.

Item Type: Article
Uncontrolled Keywords: Pyrazole-4-carboxylate; NBS; O-substitution; N-substitution; Phase transfer catalysis; TBAB
Subjects: B Life Science > Biotechnology
C Chemical Science > Chemistry
D Physical Science > Physics
Divisions: Department of > Biotechnology
Department of > Chemistry
Department of > Physics
Depositing User: Shrirekha N
Date Deposited: 31 May 2019 07:02
Last Modified: 31 May 2019 07:02
URI: http://eprints.uni-mysore.ac.in/id/eprint/743

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