2-(甲硫基)-5-(吡啶-3-基)-1,3,4-恶二唑 | 105491-60-9

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 中文名称: 2-(甲硫基)-5-(吡啶-3-基)-1,3,4-恶二唑
• 英文名称: 2-(methylthio)-5-(pyridin-3-yl)-1,3,4-oxadiazole
• 英文别名: 2-Methylsulfanyl-5-pyridin-3-yl-1,3,4-oxadiazole
• CAS: 105491-60-9
• 化学式: C₈H₇N₃OS
• 分子量: 193.229
• InChiKey: FLUDQGYQMIMWEB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  77.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  dimethyl nicotinoylcarbonohydrazonodithioate 在 1-氨基哌啶 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以36%的产率得到2-(甲硫基)-5-(吡啶-3-基)-1,3,4-恶二唑
  参考文献：
  名称：

  Synthesis, Characterization, and Tuberculostatic Activity of Novel Heterocyclic Compounds Derived from Dimethyl Heteroaroylcarbonohydrazonodithioates

  摘要：

  A series of dimethyl heteroaroylcarbonohydrazonodithioates (1-5) has been synthesized from various heterocyclic carbohydrazides. N'-(Cycloalkyldiamin-2-ylidene)heteroaroylhydrazides (9-20) were obtained by the substitution of dimethyl heteroaroylcarbonohydrazonodithioates with respective diamines in EtOH or dioxane. In water the substitution was followed by cyclization to 5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]pyrimidines (21-23). The compounds obtained were tested in vitro towards M tuberculosis standard strain (H(37)Rv) and two "wild" strains, susceptible (Spec. 192) and resistant (Spec. 210). MIC values for all the compounds tested were within 25-100 mu g/mL which indicated their activity lower than reference drugs used (INH, PZA).

  DOI：

  10.3987/com-12-12524

文献信息

• Synthesis, Characterization, and Tuberculostatic Activity of Novel Heterocyclic Compounds Derived from Dimethyl Heteroaroylcarbonohydrazonodithioates
  作者：Katarzyna Gobis、Henryk Foks、Ewa Augustynowicz-Kopeć、Agnieszka Napiórkowska

  DOI：10.3987/com-12-12524

  日期：——

  A series of dimethyl heteroaroylcarbonohydrazonodithioates (1-5) has been synthesized from various heterocyclic carbohydrazides. N'-(Cycloalkyldiamin-2-ylidene)heteroaroylhydrazides (9-20) were obtained by the substitution of dimethyl heteroaroylcarbonohydrazonodithioates with respective diamines in EtOH or dioxane. In water the substitution was followed by cyclization to 5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]pyrimidines (21-23). The compounds obtained were tested in vitro towards M tuberculosis standard strain (H(37)Rv) and two "wild" strains, susceptible (Spec. 192) and resistant (Spec. 210). MIC values for all the compounds tested were within 25-100 mu g/mL which indicated their activity lower than reference drugs used (INH, PZA).