1-(1-(4-isobutylphenyl)ethylidene)thiosemicarbazide

• 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: 1-(1-(4-isobutylphenyl)ethylidene)thiosemicarbazide
• 英文别名: 1-(1-(4-(2-methylpropyl)phenyl)ethylidene)thiosemicarbazide；S14458；[1-[4-(2-Methylpropyl)phenyl]ethylideneamino]thiourea
• 化学式: C₁₃H₁₉N₃S
• mdl: MFCD00110655
• 分子量: 249.38
• InChiKey: RFYYONHGWYGIPG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.384
• 拓扑面积：
  82.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-溴-4'-氰基苯乙酮 、 1-(1-(4-isobutylphenyl)ethylidene)thiosemicarbazide 以 异丙醇 为溶剂， 以84%的产率得到2-(4-(4-cyanophenyl)thiazol-2-yl)-1-(1-(4-isobutylphenyl)ethylidene)hydrazine
  参考文献：
  名称：

  Design, synthesis, computational calculation and biological evaluation of some novel 2-thiazolyl hydrazones

  摘要：

  In the present study a novel series of 1-(1-(4-isobutylphenyl)ethylidene)-2-(4-phenylthiazol-2-yl)hydrazine 2a and its derivatives 2b-2f have been synthesized by the cyclization of 1-(1-(4-isobutylphenyl)ethylidene)thiosemicarbazide with 2-bromoacetophenone/ 4-substituted 2-bromoacetophenones. The structures of the synthesized thiazolyl hydrazones 2a-2f were characterized by FT-IR, H-1, C-13 NMR, 2D NMR and mass spectral techniques. The molecular geometries were also investigated theoretically using B3LYP functional with 6-311G(d,p) basis set. To explain the molecular properties energy gap (Eg), electronegativity (chi), hardness (g), electrophilicity (omega) and softness (S) were computed, natural bonding orbital (NBO) analysis and molecular electrostatic potential (MEP) were also performed at the same level of theory. All the synthesized thiazolyl hydrazones 2a-2f were screened for their in vitro antimicrobial activity against selected bacterial and fungal strains. The results showed that the heterocyclic thiazolyl hydrazone derivatives exhibit a promising selective inhibitory activity against various bacterial and fungal strains. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2014.06.160
• 作为产物：
  描述：

  4-异丁基苯乙酮 、 氨基硫脲 在 盐酸 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以92%的产率得到1-(1-(4-isobutylphenyl)ethylidene)thiosemicarbazide
  参考文献：
  名称：

  Design, synthesis, computational calculation and biological evaluation of some novel 2-thiazolyl hydrazones

  摘要：

  In the present study a novel series of 1-(1-(4-isobutylphenyl)ethylidene)-2-(4-phenylthiazol-2-yl)hydrazine 2a and its derivatives 2b-2f have been synthesized by the cyclization of 1-(1-(4-isobutylphenyl)ethylidene)thiosemicarbazide with 2-bromoacetophenone/ 4-substituted 2-bromoacetophenones. The structures of the synthesized thiazolyl hydrazones 2a-2f were characterized by FT-IR, H-1, C-13 NMR, 2D NMR and mass spectral techniques. The molecular geometries were also investigated theoretically using B3LYP functional with 6-311G(d,p) basis set. To explain the molecular properties energy gap (Eg), electronegativity (chi), hardness (g), electrophilicity (omega) and softness (S) were computed, natural bonding orbital (NBO) analysis and molecular electrostatic potential (MEP) were also performed at the same level of theory. All the synthesized thiazolyl hydrazones 2a-2f were screened for their in vitro antimicrobial activity against selected bacterial and fungal strains. The results showed that the heterocyclic thiazolyl hydrazone derivatives exhibit a promising selective inhibitory activity against various bacterial and fungal strains. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2014.06.160