3-(4-nitro-benzylsulfanyl)-4H-[1,2,4]triazole | 296272-93-0

• 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: 3-(4-nitro-benzylsulfanyl)-4H-[1,2,4]triazole
• 英文别名: 3-[(4-Nitrobenzyl)sulfanyl]-4H-1,2,4-triazole；5-[(4-nitrophenyl)methylsulfanyl]-1H-1,2,4-triazole
• CAS: 296272-93-0
• 化学式: C₉H₈N₄O₂S
• mdl: MFCD00539999
• 分子量: 236.254
• InChiKey: GAPVDAUIUSONCC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.111
• 拓扑面积：
  113
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-(4-nitro-benzylsulfanyl)-4H-[1,2,4]triazole 生成 N,N-diethyl-3-[(4-nitrophenyl)methylsulfanyl]-1,2,4-triazole-1-carboxamide
  参考文献：
  名称：

  XIRATSUKA, MITSUNORI;KIRINO, OSAMU;MIDZUTO, NOBUAKI;SAJTO, KADZUO

  摘要：

  DOI：
• 作为产物：
  描述：

  1-(氯甲基)-4-硝基苯 、 3-巯基-1,2,4-三氮唑 在 sodium 作用下， 以 甲醇 、 乙二醇二甲醚 为溶剂， 反应 23.17h， 以83%的产率得到3-(4-nitro-benzylsulfanyl)-4H-[1,2,4]triazole
  参考文献：
  名称：

  Synthesis and antimycobacterial activity of 1,2,4-triazole 3-benzylsulfanyl derivatives

  摘要：

  Series of 3-benzylsulfanyl derivatives of 1,2,4-triazole and 4-methyl-1,2,4-triazole were synthesized by alkylation of starting triazole-3-thiol with appropriately substituted benzyl halide. All members of the set were evaluated for in vitro antimycobacterial activity against Mycobacterium tuberculosis, M. avium, and two strains of M. kansasii. The activities were expressed as the minimum inhibitory concentration. The compounds exhibited only a moderate or slight antimycobacterial activity. Minimum inhibitory concentrations fall into a range of 32->1000 micromol/l. The most active substances bear two nitro groups or a thioamide group on the benzyl moiety. As regards the cytotoxicity effect, the evaluated compounds can be considered as moderately toxic.

  DOI：

  10.1016/j.farmac.2004.01.006

文献信息

• Certain triazole-based compounds, compositions, and uses thereof
  申请人：Hodge Nicholas Carl

  公开号：US20050288347A1

  公开（公告）日：2005-12-29

  Thiotriazole-based chemical entities exhibiting ATP-utilizing enzyme inhibitory activity, methods of using such chemical entities, and compositions comprising such chemical entities, are described.

  描述了具有 ATP 利用酶抑制活性的硫代三唑类化学实体、使用此类化学实体的方法以及包含此类化学实体的组合物。
• XIRATSUKA, MITSUNORI;KIRINO, OSAMU;MIDZUTO, NOBUAKI;SAJTO, KADZUO
  作者：XIRATSUKA, MITSUNORI、KIRINO, OSAMU、MIDZUTO, NOBUAKI、SAJTO, KADZUO

  DOI：——

  日期：——
• TRIAZOLE ANGIOTENSIN II ANTAGONISTS INCORPORATING A SUBSTITUTED BENZYL ELEMENT
  申请人：MERCK & CO. INC.

  公开号：EP0515546A1

  公开（公告）日：1992-12-02
• EP0515546A4
  申请人：——

  公开号：EP0515546A4

  公开（公告）日：1993-05-12
• PEPTIDOMIMETIC MODULATORS OF CELL ADHESION
  申请人：Gour J. Barbara

  公开号：US20080081831A1

  公开（公告）日：2008-04-03

  Peptidomimetics of cyclic peptides, and compositions comprising such peptidomimetics are provided. The peptidomimetics have a three-dimensional structure that is substantially similar to a three-dimensional structure of a cyclic peptide that comprises a cadherin cell adhesion recognition sequence HAV. Methods for using such peptidomimetics for modulating cadherin-mediated cell adhesion in a variety of contexts are also provided.