3-(2-(bis(methylthio)methylene)hydrazinecarbonyl)pyridine 1-oxide | 1403747-35-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 3-(2-(bis(methylthio)methylene)hydrazinecarbonyl)pyridine 1-oxide
• 英文别名: N-[bis(methylsulfanyl)methylideneamino]-1-oxidopyridin-1-ium-3-carboxamide
• CAS: 1403747-35-2
• 化学式: C₉H₁₁N₃O₂S₂
• 分子量: 257.337
• InChiKey: FMESYOKWHPDGHH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  118
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  二甲基丙二胺 、 3-(2-(bis(methylthio)methylene)hydrazinecarbonyl)pyridine 1-oxide 以 乙醇 为溶剂， 反应 1.0h， 以38%的产率得到3-(2-(5,5-dimethyltetrahydropyrimidin-2(1H)-ylidene)hydrazinecarbonyl)pyridine 1-oxide
  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
• 作为产物：
  描述：

  二硫化碳 、 烟肼氮氧化物 、 碘甲烷 在 potassium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 0.75h， 以69%的产率得到3-(2-(bis(methylthio)methylene)hydrazinecarbonyl)pyridine 1-oxide
  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).