Kumar Ashok, Bansal Deepti, Bajaj Kiran, Sharma Shalabh, Srivastava V K
Medicinal Chemistry Division, Department of Pharmacology, L.L.R.M. Medical College, Meerut (U.P) 250004, India.
Bioorg Med Chem. 2003 Nov 17;11(23):5281-91. doi: 10.1016/s0968-0896(03)00529-7.
Diazotization of N-benzylidene anthranilic acids 1a-1n at pH 9 yielded N-[alpha-(phenylazo) benzylidene] anthranilic acids 2a-2n and at pH 3 yielded N-benzylidene-5-(phenylazo) anthranilic acids 3a-3n. When compounds 3a-3n were treated with thioglycolic/thiolactic acid in the presence of anhydrous ZnCl(2), 2-(4-oxo-2-phenylthiazolidin-3-yl)-5-(phenylazo) benzoic acids 4a-4n were afforded. The newly synthesized compounds were screened for their anti-inflammatory and analgesic activities and were compared with standard drugs, aspirin and phenylbutazone. Out of the compounds studied, the most active compound 4n showed more potent activity than the standard drugs at all doses tested.
在pH值为9的条件下，N-亚苄基邻氨基苯甲酸1a - 1n发生重氮化反应生成N-[α-(苯基偶氮)亚苄基]邻氨基苯甲酸2a - 2n；在pH值为3的条件下，则生成N-亚苄基-5-(苯基偶氮)邻氨基苯甲酸3a - 3n。当化合物3a - 3n在无水氯化锌存在的情况下用巯基乙酸/巯基乳酸处理时，可得到2-(4-氧代-2-苯基噻唑烷-3-基)-5-(苯基偶氮)苯甲酸4a - 4n。对新合成的化合物进行了抗炎和镇痛活性筛选，并与标准药物阿司匹林和保泰松进行了比较。在所研究的化合物中，活性最高的化合物4n在所有测试剂量下均表现出比标准药物更强的活性。
