1-(6-methylbenzo[d]thiazol-2-yl)-3-phenylthiourea | 1819-80-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(6-methylbenzo[d]thiazol-2-yl)-3-phenylthiourea
• 英文别名: N-phenyl-N'-(6-methyl)benzothiazolylthiocarbamide；1-(6-methyl-benzothiazol-2-yl)-3-phenyl-thiourea；N-(6-methyl-benzothiazol-2-yl)-N'-phenyl-thiourea；N-(6-Methyl-benzothiazol-2-yl)-N'-phenyl-thioharnstoff；N-Phenyl-N'-<6-methyl-2-benzothiazolyl>thioharnstoff；N-Phenyl-N'-(6-methyl-2-benzothiazolyl)thioharnstoff；1-(6-Methyl-1,3-benzothiazol-2-yl)-3-phenylthiourea
• CAS: 1819-80-3
• 化学式: C₁₅H₁₃N₃S₂
• 分子量: 299.42
• InChiKey: QQRVBKUMIJGDPP-UHFFFAOYSA-N

物化性质

• 熔点：
  200 °C
• 沸点：
  453.6±38.0 °C(Predicted)
• 密度：
  1.420±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  97.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(6-methylbenzo[d]thiazol-2-yl)-3-phenylthiourea 在 1,3-di-n-butyl-1H-imidazol-3-ium tribromide 作用下， 以88%的产率得到N-(benzo[d]thiazol-2-yl)-6-methylbenzo[d]thiazol-2-amine
  参考文献：
  名称：

  Synthesis and cytotoxic evaluation of thiourea and N-bis-benzothiazole derivatives: A novel class of cytotoxic agents

  摘要：

  Benzothiazolyl thiocarbamides has been achieved using a catalytic amount of 4-dimethylaminopyridine (DMAP) followed by its chemoselective oxidative cyclization with 1,3-di-n-butylimidazolium tribromide[bbim][Br-3] to afford the N-bis-benzothiazole derivatives. All the synthesized compounds were evaluated for cytotoxic activity against two human monocytic cell lines (U 937, THP-1) and a mouse melanoma cell line (B16-F10). Based on their IC50 values, the majority of the benzothiazolyl thiocarbamides and N-bis-benzothiazoles had significant antiproliferative activity on U 937 and B16-F10 cells, the compounds 3b, 3e, 3f, 3k, 6c and 6h were found to be the most active. The present findings indicate clearly that the compound 3e exhibited more antiproliferative activity on U 937 cells than the standard molecule, etoposide. Nevertheless, these compounds have shown comparatively less cytotoxicity towards THP-1 cells. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.10.106
• 作为产物：
  描述：

  2-氨基-6-甲基苯并噻唑 、 硫代异氰酸苯酯 以 苯 为溶剂， 生成 1-(6-methylbenzo[d]thiazol-2-yl)-3-phenylthiourea
  参考文献：
  名称：

  Bhargava,P.N.; Ram,P., Indian Journal of Chemistry, 1966, vol. 4, p. 95 - 96

  摘要：

  DOI：

文献信息

• Joshua,C.P., Journal of the Indian Chemical Society, 1960, vol. 37, p. 621 - 625
  作者：Joshua,C.P.

  DOI：——

  日期：——
• Wel'tman, Ukrainskij Khimicheskij Zhurnal, 1958, vol. 24, p. 351
  作者：Wel'tman

  DOI：——

  日期：——
• Anitha, P.; Sridevi, G.; Reddy, K. Kondal, Journal of the Indian Chemical Society, 1995, vol. 72, # 4, p. 257 - 260
  作者：Anitha, P.、Sridevi, G.、Reddy, K. Kondal

  DOI：——

  日期：——
• Bhargava; Tiwari; Shyam, Journal of the Indian Chemical Society, 1979, vol. 56, # 4, p. 377 - 380
  作者：Bhargava、Tiwari、Shyam

  DOI：——

  日期：——
• Shah; Rathod; Nakrani, Journal of the Indian Chemical Society, 1990, vol. 67, # 11, p. 898 - 899
  作者：Shah、Rathod、Nakrani

  DOI：——

  日期：——