Property | Value |
Name | Synthesis and pharmacological importance of 5-substituted-1,2-benzisoxazoles and their β-D-glucuronides |
Description | Research article:-Chemistry * Wanare R. K. Department of Chemistry, Jawaharlal Nehru College, Wadi, R.T.M., Nagpur University, Nagpur-23 (MS), India.
Abstract:- Compound 2,4-diacetyl phenol 1 has been prepared from 4-acetyl phenyl acetate by Fries rearrangement reaction and product 4-acetyl phenyl acetate was obtained from starting compound p-hydroxy acetophenone by using appropriate solvents as per reported literature. Product 2-(O-acetyl oximinoacetyl)-4-acetyl phenol 3 has been obtained via its acetylation of 2-oximinoacetyl-4-acetyl phenol 2 followed by oximation of 2,4-diacetyl phenol 1. Different 3-methyl-5-(3`-aryl prop-2`-enoyl)-1,2-benzisoxazoles 5a-o have been synthesized by the interaction of appropriate 3-methyl-5-acetyl-1,2-benzisoxazole 4 with different aromatic aldehydes and compound 4 was synthesized by the cyclisation of 2-(O-acetyl oximinoacetyl)-4-acetyl phenol 3 by using fresh dry pyridine. Oxidation of 3-methyl-5-(3`-aryl prop-2`-enoyl)-1,2-benzisoxazoles 5a-o with alkaline KMnO4 solution afforded 5-(3`-aryl prop-2`-enoyl)-1,2-benzisoxazole-3-carboxylic acids 6a-o. Glucuronidation of 6a-o with free D-gluconic acid by using dry pyridine to afford -D-glucuronosyl-5-(3`-aryl prop-2`-enoyl)-1,2-benzisoxazole-3-carboxylates 7a-o. Newly synthesized compounds are characterized by FT-IR, 1H NMR, FAB-MS, elemental analysis, TLC and their chemical properties.
Key Words:- 2, 4-Diacetyl phenol, 1,2-Benzisoxazole, Carboxylic acids and β-D-Glucuronides. |
Filename | Wanare R. K.(97-101).pdf |
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Creator | admin |
Created On: | 11/04/2012 00:00 |
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Last updated on | 11/27/2012 05:42 |
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