(E)-2-((E)-4-(3,4-dimethoxyphenyl)but-3-en-2-ylidene)hydrazine-1-carbothioamide | 100706-05-6

• 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: (E)-2-((E)-4-(3,4-dimethoxyphenyl)but-3-en-2-ylidene)hydrazine-1-carbothioamide
• 英文别名: [(E)-[(E)-4-(3,4-dimethoxyphenyl)but-3-en-2-ylidene]amino]thiourea
• CAS: 100706-05-6；103976-88-1
• 化学式: C₁₃H₁₇N₃O₂S
• 分子量: 279.363
• InChiKey: OFEYIKOYDNFBGI-YUQKSTFXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  101
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (E)-2-((E)-4-(3,4-dimethoxyphenyl)but-3-en-2-ylidene)hydrazine-1-carbothioamide 生成 (2E)-2-[(3E)-4-(3,4-Dimethoxyphenyl)but-3-en-2-ylidene]hydrazine-1-carboxamide
  参考文献：
  名称：

  Dimmock; Smith; Brenner, European Journal of Medicinal Chemistry, 1986, vol. 21, # 3, p. 187 - 192

  摘要：

  DOI：
• 作为产物：
  描述：

  4-(4-羟基-3-甲氧苯基)-3-丁烯-2-酮 在 potassium carbonate 、 溶剂黄146 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.5h， 生成 (E)-2-((E)-4-(3,4-dimethoxyphenyl)but-3-en-2-ylidene)hydrazine-1-carbothioamide
  参考文献：
  名称：

  Dehydrozingerone Inspired Styryl Hydrazine Thiazole Hybrids as Promising Class of Antimycobacterial Agents

  摘要：

  Series of styryl hydrazine thiazole hybrids inspired from dehydrozingerone (DZG) scaffold were designed and synthesized by molecular hybridization approach. In vitro antimycobacterial activity of synthesized compounds was evaluated against Mycobacterium tuberculosis H(37)Rv strain. Among the series, compound 6o exhibited significant activity (MIC = 1.5 mu M; IC50 = 0.48 mu M) along with bactericidal (MBC = 12 mu M) and intracellular antimycobacterial activities (IC50 = <0.098 mu M). Furthermore, 6o displayed prominent antimycobacterial activity under hypoxic (MIC = 46 mu M) and normal oxygen (MIC = 0.28 mu M) conditions along with antimycobacterial efficiency against isoniazid (MIC = 3.2 mu M for INH-R1; 1.5 mu M for INH-R2) and rifampicin (MIC = 2.2 mu M for RIF-R1; 6.3 mu M for RIF-R2) resistant strains of Mtb. Presence of electron donating groups on the phenyl ring of thiazole moiety had positive correlation for biological activity, suggesting the importance of molecular hybridization approach for the development of newer DZG clubbed hydrazine thiazole hybrids as potential antimycobacterial agents.

  DOI：

  10.1021/acsmedchemlett.6b00088

文献信息

• DIMMOCK, J. R.;SMITH, D. C.;BRENNER, J. M.;JONNALAGADDA, S. S.;SARDESSAI,+, EUR. J. MED. CHEM., 1986, 21, N 3, 187-192
  作者：DIMMOCK, J. R.、SMITH, D. C.、BRENNER, J. M.、JONNALAGADDA, S. S.、SARDESSAI,+

  DOI：——

  日期：——