Synthesis and Biological Activity Study of Novel N1-(4-Hydroxy Benzoyl)-3-Methyl-5-Phenyl-4(N-4-Chlorophenylazo)-1,2-Diazole and Its Derivatives

S. Bhatt, G. Singh, Sanjeev Kumar, Rachna Paliwal, J. S. Jangwan, C. P. Singh
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Abstract

A series of sulpha/substituted derivatives of phenyl azo-1,2-diazole have been synthesized and tested as an anti-inflammatory and anti-bacterial activity in mature albino rats hind paw by taking Diclofenac sodium as standard. N1-(4-hydroxy benzoyl)-3-methyl-5-phenyl-4(N-4-chlorophenylazo)-1,2-diazole is synthesized by a two-step process. In the first step, synthesis of N1-4-chlorophenyl hydrazono-1-methyl-3-phenyl propane-1,3-dione by the reciprocal action of 1-methyl-5-phenylpropane-1,3-dione and diazonium salt solution of phenyl-chloride interacts with 4-hydroxybenzoic acid hydrazide to form the final compound. These diazoles, the heterocyclic compounds which contained electron withdrawing groups, were screened for analgesic activity by acetic acid induced writing method, and for anti-inflammatory activity carried on carrageenan-induced paw edema. The synthesized substituted Chlorophenylazo-1,2-diazole nucleus exhibited significant anti-bacterial, anti-cancer, anti-inflammatory activity, muscle relaxing and moderate activity in anti-proliferative studies.
新型N1-(4-羟基苯甲酰)-3-甲基-5-苯基-4(n -4-氯苯偶氮)-1,2-二唑及其衍生物的合成与生物活性研究
合成了一系列苯基偶氮-1,2-二唑的磺胺/取代衍生物,并以双氯芬酸钠为对照品,对成年白化病大鼠后爪进行了抗炎抑菌活性测试。采用两步法合成了N1-(4-羟基苯甲酰)-3-甲基-5-苯基-4(n -4-氯苯偶氮)-1,2-二唑。第一步,通过1-甲基-5-苯基丙烷-1,3-二酮和重氮盐溶液与4-羟基苯甲酸肼相互作用合成n1 -4-氯苯腙-1-甲基-3-苯基丙烷-1,3-二酮。这些含有电子吸出基团的杂环化合物,通过乙酸诱导书写法对其进行了镇痛活性筛选,并对卡拉胶诱导的足跖水肿进行了抗炎活性筛选。所合成的取代氯苯基偶氮-1,2-二唑核在抗增殖研究中表现出明显的抗菌、抗癌、抗炎、肌肉松弛和中等活性。
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