1-benzoyl-3-(5-nitrobenzo[d]thiazol-2-yl) thiourea | 1223564-48-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: 1-benzoyl-3-(5-nitrobenzo[d]thiazol-2-yl) thiourea
• 英文别名: N-[(5-nitro-1,3-benzothiazol-2-yl)carbamothioyl]benzamide
• CAS: 1223564-48-4
• 化学式: C₁₅H₁₀N₄O₃S₂
• 分子量: 358.401
• InChiKey: CBLSQVQCBSOMQZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  160
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-benzoyl-3-(5-nitrobenzo[d]thiazol-2-yl) thiourea 在 palladium 10% on activated carbon 、 一水合肼 作用下， 以 乙醇 为溶剂， 反应 18.0h， 以82%的产率得到1-benzoyl-3-(5-aminobenzo[d]thiazol-2-yl) thiourea
  参考文献：
  名称：

  Synthesis, characterization and biological evaluation of some thiourea derivatives bearing benzothiazole moiety as potential antimicrobial and anticancer agents

  摘要：

  Five series of thiourea derivatives bearing benzothiazole moiety (20 compounds) were efficiently synthesized and evaluated for antimicrobial and anticancer activities. The results indicated that the compounds possessed a broad spectrum of activity against the tested microorganisms and showed higher activity against fungi than bacteria. Compounds 1b, 2b, 3b, 4b and 5b exhibited the greatest antimicrobial activity. Preliminary study of the structure activity relationship revealed that electronic factors in benzothiazole rings had a great effect on the antimicrobial activity of these compounds. In preliminary MTT cytotoxicity studies, the thiourea derivatives (2d, 5c and 5d) were found most potent. In MCF-7 and HeLa cells, the IC50 values were observed in the range of 18-26 mu M and 38-46 mu M. respectively. (C) 2009 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2009.12.016
• 作为产物：
  描述：

  苯甲酰基异硫氰酸酯 、 2-氨基-5-硝基苯并噻唑 以 丙酮 为溶剂， 反应 1.5h， 以72%的产率得到1-benzoyl-3-(5-nitrobenzo[d]thiazol-2-yl) thiourea
  参考文献：
  名称：

  Synthesis, characterization and biological evaluation of some thiourea derivatives bearing benzothiazole moiety as potential antimicrobial and anticancer agents

  摘要：

  Five series of thiourea derivatives bearing benzothiazole moiety (20 compounds) were efficiently synthesized and evaluated for antimicrobial and anticancer activities. The results indicated that the compounds possessed a broad spectrum of activity against the tested microorganisms and showed higher activity against fungi than bacteria. Compounds 1b, 2b, 3b, 4b and 5b exhibited the greatest antimicrobial activity. Preliminary study of the structure activity relationship revealed that electronic factors in benzothiazole rings had a great effect on the antimicrobial activity of these compounds. In preliminary MTT cytotoxicity studies, the thiourea derivatives (2d, 5c and 5d) were found most potent. In MCF-7 and HeLa cells, the IC50 values were observed in the range of 18-26 mu M and 38-46 mu M. respectively. (C) 2009 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2009.12.016

文献信息

• Synthesis, characterization and biological evaluation of some thiourea derivatives bearing benzothiazole moiety as potential antimicrobial and anticancer agents
  作者：Sohail Saeed、Naghmana Rashid、Peter G. Jones、Muhammad Ali、Rizwan Hussain

  DOI：10.1016/j.ejmech.2009.12.016

  日期：2010.4

  Five series of thiourea derivatives bearing benzothiazole moiety (20 compounds) were efficiently synthesized and evaluated for antimicrobial and anticancer activities. The results indicated that the compounds possessed a broad spectrum of activity against the tested microorganisms and showed higher activity against fungi than bacteria. Compounds 1b, 2b, 3b, 4b and 5b exhibited the greatest antimicrobial activity. Preliminary study of the structure activity relationship revealed that electronic factors in benzothiazole rings had a great effect on the antimicrobial activity of these compounds. In preliminary MTT cytotoxicity studies, the thiourea derivatives (2d, 5c and 5d) were found most potent. In MCF-7 and HeLa cells, the IC50 values were observed in the range of 18-26 mu M and 38-46 mu M. respectively. (C) 2009 Elsevier Masson SAS. All rights reserved.