5-(2-hydroxy-5-bromobenzylidene)-2-(1,3-thiazol-2-ylimino)-1,3-thiazolidin-4-one | 1416588-21-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 5-(2-hydroxy-5-bromobenzylidene)-2-(1,3-thiazol-2-ylimino)-1,3-thiazolidin-4-one
• 英文别名: 5-[(5-bromo-2-hydroxyphenyl)methylidene]-2-(1,3-thiazol-2-ylamino)-1,3-thiazol-4-one
• CAS: 1416588-21-0
• 化学式: C₁₃H₈BrN₃O₂S₂
• 分子量: 382.261
• InChiKey: SZIOTQGGYWGDLK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  21.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  74.58
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  5-溴水杨醛 、 2-(thiazol-2-ylimino)thiazolidin-4-one 在 sodium acetate 、 溶剂黄146 作用下， 以79%的产率得到5-(2-hydroxy-5-bromobenzylidene)-2-(1,3-thiazol-2-ylimino)-1,3-thiazolidin-4-one
  参考文献：
  名称：

  Synthesis and biological evaluation of some 5-arylidene-2-(1,3-thiazol-2-ylimino)-1,3-thiazolidin-4-ones as dual anti-inflammatory/antimicrobial agents

  摘要：

  As a part of our ongoing studies in developing new derivatives as dual antimicrobial/anti-inflammatory agents we describe the synthesis of novel 5-arylidene-2-(1,3-thiazol-2-ylimino)-1,3-thiazolidin-4-ones. All newly synthesized compounds were tested for their anti-inflammatory activity using carrageenan mouse paw edema bioassay. Their COX-1/LOX inhibitory activities were also determined. Moreover, all compounds were evaluated for their antimicrobial and antifungal activities against a panel of Gram positive, Gram negative bacteria and moulds. All tested compounds exhibited better antimicrobial activity than commercial drugs, bifonazole, ketoconazole, ampicillin and streptomycin. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.10.046