3-benzylmercapto-4-methyl-1,2,4-triazole | 81678-27-5

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 3-benzylmercapto-4-methyl-1,2,4-triazole
• 英文别名: 3-(benzylsulfanyl)-4-methyl-4H-1,2,4-triazole；3-benzylsulfanyl-4-methyl-1,2,4-triazole
• CAS: 81678-27-5
• 化学式: C₁₀H₁₁N₃S
• mdl: MFCD02208464
• 分子量: 205.283
• InChiKey: RJHHDTWFWCTHLK-UHFFFAOYSA-N

物化性质

• 熔点：
  79-82 °C(Solv: toluene (108-88-3))
• 沸点：
  379.1±35.0 °C(Predicted)
• 密度：
  1.20±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  56
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-benzylmercapto-4-methyl-1,2,4-triazole 以 甲醇 为溶剂， 反应 2.5h， 以210 mg的产率得到2-benzyl-2,4-dihydro-4-methyl-3H-1,2,4-triazole-3-thione
  参考文献：
  名称：

  Iwasaki, Shigeo, Heterocycles, 1982, vol. 17, p. 125 - 138

  摘要：

  DOI：
• 作为产物：
  描述：

  氯化苄 、 4-甲基-4H-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 2.17h， 以70%的产率得到3-benzylmercapto-4-methyl-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

• [EN] UREA, AMIDE, AND SUBSTITUTED HETEROARYL COMPOUNDS FOR CBL-B INHIBITION<br/>[FR] COMPOSÉS D'URÉE, D'AMIDE ET D'HÉTÉROARYLE SUBSTITUÉ POUR L'INHIBITION DE CBL-B
  申请人：NURIX THERAPEUTICS INC

  公开号：WO2021021761A1

  公开（公告）日：2021-02-04

  Compounds of formulae (I) and (II), compositions, and methods for use in inhibiting the E3 enzyme Cbl-b in the ubiquitin proteasome pathway are disclosed. The compounds, compositions, and methods can be used to modulate the immune system, to treat diseases amenable to immune system modulation, and for treatment of cells in vivo, in vitro, or ex vivo.
• Synthesis and antimycobacterial activity of 1,2,4-triazole 3-benzylsulfanyl derivatives
  作者：Věra Klimešová、Lenka Zahajská、Karel Waisser、Jarmila Kaustová、Ute Möllmann

  DOI：10.1016/j.farmac.2004.01.006

  日期：2004.4

  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.
• Iwasaki, Shigeo, Heterocycles, 1982, vol. 17, p. 125 - 138
  作者：Iwasaki, Shigeo

  DOI：——

  日期：——