Abstract
6-Fluoro-3-oxo-indan-1-acetic acid (5) and 6-fluoroindan-1-acetic acid (6) were conveniently synthesised from 3-fluorobenzaldehyde in four and five steps, respectively. The structures of these new compounds and two other intermediates, 3-fluorobenzylidine-bis-acetoacetate (2) and 3-fluoro-β-phenyl glutaric acid (3) were elucidated by spectroscopic means, notably, HRMS, 1D and 2D NMR. The analgesic activity of compounds 5 and 6 were assessed by the acetic acid induced writhing in Swiss albino mice.
Keywords: 3-fluorobenzylidine-bis-acetoacetate, 3-fluoro-β-phenyl glutaric acid, 6-fluoro-3-oxo-indan-1-acetic acid, 6-fluoroindan-1-acetic acid, analgesic activity
Medicinal Chemistry
Title: Total Synthesis and Analgesic Activity of 6-Fluoroindan-1-acetic Acid and its 3-Oxo Derivative
Volume: 5 Issue: 5
Author(s): Hasina Yasmin, Sharmistha Das, Lutfun Nahar, M. Mehedi Masud, M. Shafikur Rahman, Suvash C. Roy, M. Mukhlesur Rahman, Simon Gibbons, Joydeb K. Kundu, Bidyut K. Datta, Sitesh C. Bachar, A. K. Azad Chowdhury and Satyajit D. Sarker
Affiliation:
Keywords: 3-fluorobenzylidine-bis-acetoacetate, 3-fluoro-β-phenyl glutaric acid, 6-fluoro-3-oxo-indan-1-acetic acid, 6-fluoroindan-1-acetic acid, analgesic activity
Abstract: 6-Fluoro-3-oxo-indan-1-acetic acid (5) and 6-fluoroindan-1-acetic acid (6) were conveniently synthesised from 3-fluorobenzaldehyde in four and five steps, respectively. The structures of these new compounds and two other intermediates, 3-fluorobenzylidine-bis-acetoacetate (2) and 3-fluoro-β-phenyl glutaric acid (3) were elucidated by spectroscopic means, notably, HRMS, 1D and 2D NMR. The analgesic activity of compounds 5 and 6 were assessed by the acetic acid induced writhing in Swiss albino mice.
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Yasmin Hasina, Das Sharmistha, Nahar Lutfun, Masud Mehedi M., Rahman Shafikur M., Roy C. Suvash, Rahman Mukhlesur M., Gibbons Simon, Kundu K. Joydeb, Datta K. Bidyut, Bachar C. Sitesh, Azad Chowdhury K. A. and Sarker D. Satyajit, Total Synthesis and Analgesic Activity of 6-Fluoroindan-1-acetic Acid and its 3-Oxo Derivative, Medicinal Chemistry 2009; 5 (5) . https://dx.doi.org/10.2174/157340609789117831
DOI https://dx.doi.org/10.2174/157340609789117831 |
Print ISSN 1573-4064 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-6638 |
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