2-(4-ethylbenzylidene)hydrazinecarbothioamide | 61356-15-8

• 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: 2-(4-ethylbenzylidene)hydrazinecarbothioamide
• 英文别名: 4-ethyl-benzaldehyde thiosemicarbazone；Hydrazinecarbothioamide, 2-[(4-ethylphenyl)methylene]-；[(4-ethylphenyl)methylideneamino]thiourea
• CAS: 61356-15-8
• 化学式: C₁₀H₁₃N₃S
• mdl: MFCD02169132
• 分子量: 207.299
• InChiKey: GHYBFTMRZWJKKV-UHFFFAOYSA-N

物化性质

• 熔点：
  140 °C(Solv: ethanol (64-17-5))
• 沸点：
  339.0±35.0 °C(Predicted)
• 密度：
  1.15±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 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-(4-ethylbenzylidene)hydrazinecarbothioamide 在 iron(III) chloride 作用下， 以 水 为溶剂， 生成 5-(4-ethylphenyl)-1,3,4-thiadiazol-2-amine
  参考文献：
  名称：

  Synthesis, spectral characterization and DNA interactions of 5-(4-substituted phenyl)-1,3,4-thiadiazol-2-amine scaffolds

  摘要：

  Five 5-(4-Substituted phenyl)-1, 3, 4-thiadiazole-2-amines have been prepared and structure of the compounds confirmed by spectroscopy studies. On the basis of spectroscopic studies, confirmed the formation of compounds. The DNA binding affinity of the prepared compounds was undertaken by absorption titration method and increasing the amount of CT-DNA observed hyperchromism or hypsochromism. The binding affinity compounds (except 5) are in the order of 4[13.341 x 10(4) M-1]>3 [8.505 x 10(4) M-1]>2 [3.567 x 10(4) M-1]>1[3.525 x 10(4) M-1]. The ethidiumbromide quenching results indicates CT-DNA was quenched by thiadiazoles via a static quenching mechanism. The DNA cleavage studies of the compounds were carried out in the presence and absence of H2O2 using gel electrophoresis experiment. (C) 2019 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2019.126999
• 作为产物：
  描述：

  氨基硫脲 、 4-乙基苯甲醛 以 乙醇 为溶剂， 生成 2-(4-ethylbenzylidene)hydrazinecarbothioamide
  参考文献：
  名称：

  新型噻唑席夫碱衍生物的合成、抗菌和抗氧化评估与计算机模拟研究

  摘要：

  合成了一系列 19 种噻唑席夫碱衍生物2a-2s（方案 1）并通过光谱分析（IR、1 H NMR 和 HRMS）阐明。对它们对两种革兰氏阳性菌、两种革兰氏阴性菌和两种真菌菌株的抗菌活性的评估表明，与标准的环丙沙星和咪康唑在圆盘扩散技术中相比，某些化合物显示出中等的抗菌活性。 在 DPPH 自由基清除试验中， 与标准抗坏血酸 (IC 50 = 27.34 ± 1.86 µg/mL)相比，化合物2a显示出非常强的抗氧化功效 (IC 50 = 3.52 ± 0.86 µg/mL) 。化合物2j、2k和2m在该测定中也显示出显着的抗氧化活性。计算机分析预测合成的化合物遵循 Lipinski 的五法则和 Veber 法则，只有一个例外。这些化合物显示出良好的药物相似性和药物评分特性。分子对接研究预测合成的噻唑席夫碱衍生物在推定的受体结合位点是可以耐受的。

  DOI：

  10.1016/j.molstruc.2021.131465

文献信息

• Synthesis, structural studies, molecular docking and DNA binding studies of 4N-substituted hydrazinecarbothioamides
  作者：P. Murali Krishna、N.B. Gopal Reddy、B.G. Harish、Yogesh P. Patil、Munirathnam Nethaji

  DOI：10.1016/j.molstruc.2018.07.053

  日期：2019.1

  calf-thymus-Deoxyribo Nucleic Acid (CT-DNA) were investigated by spectrophotometric method and the results indicated that ligands bound to Deoxyribo Nucleic Acid (DNA) by groove binding mode. The docking studies of ligands with glucosamine-6-phosphate synthase revealed that the ligands are potent as a drug for target enzyme. (C) 2018 Elsevier B.V. All rights reserved.

  缩合反应合成了三种通式 H5C2(Ph)-CH=N-NH-C(S)-NHR R = H (L-1), CH3 (L-2), C2H5 (L-3)] 的缩氨基硫脲] 4-乙基苯甲醛和 N-4-取代-氨基硫脲 2HN-NH-C(S)-NHR] 之间的关系，并使用 X 射线单晶衍射、元素分析、红外、NMR 光谱分析进行表征。单晶数据表明配体L-1和L-3在空间群为P2(1/c)的单斜晶系中结晶，晶体L-2在空间群为P-1的三斜晶系​​中结晶 配体与小牛胸腺的相互作用通过分光光度法研究-脱氧核糖核酸(CT-DNA)，结果表明配体通过凹槽结合模式与脱氧核糖核酸(DNA)结合。配体与葡萄糖胺-6-磷酸合酶的对接研究表明，这些配体作为靶酶的药物是有效的。(C) 2018 Elsevier BV 版权所有。
• Synthesis, spectral characterization and DNA interactions of 5-(4-substituted phenyl)-1,3,4-thiadiazol-2-amine scaffolds
  作者：N. Shivakumara、P. Murali Krishna

  DOI：10.1016/j.molstruc.2019.126999

  日期：2020.1

  Five 5-(4-Substituted phenyl)-1, 3, 4-thiadiazole-2-amines have been prepared and structure of the compounds confirmed by spectroscopy studies. On the basis of spectroscopic studies, confirmed the formation of compounds. The DNA binding affinity of the prepared compounds was undertaken by absorption titration method and increasing the amount of CT-DNA observed hyperchromism or hypsochromism. The binding affinity compounds (except 5) are in the order of 4[13.341 x 10(4) M-1]>3 [8.505 x 10(4) M-1]>2 [3.567 x 10(4) M-1]>1[3.525 x 10(4) M-1]. The ethidiumbromide quenching results indicates CT-DNA was quenched by thiadiazoles via a static quenching mechanism. The DNA cleavage studies of the compounds were carried out in the presence and absence of H2O2 using gel electrophoresis experiment. (C) 2019 Elsevier B.V. All rights reserved.
• Synthesis, antimicrobial and antioxidant evaluation with in silico studies of new thiazole Schiff base derivatives
  作者：Md. Shahazada Shah、Mohammad Mostafizur Rahman、Md. Din Islam、Abdullah Al-Macktuf、Junaid Uddin Ahmed、Hiroshi Nishino、Md. Aminul Haque

  DOI：10.1016/j.molstruc.2021.131465

  日期：2022.1

  A series of nineteen thiazole Schiff base derivatives 2a-2s were synthesized (Scheme 1) and elucidated by spectral analyses (IR, 1H NMR and HRMS). The evaluation of their antimicrobial activities against two gram-positive, two gram-negative, and two fungal strains revealed that some compounds displayed moderate antimicrobial activities compared to standard ciprofloxacin and miconazole in disc diffusion

  合成了一系列 19 种噻唑席夫碱衍生物2a-2s（方案 1）并通过光谱分析（IR、1 H NMR 和 HRMS）阐明。对它们对两种革兰氏阳性菌、两种革兰氏阴性菌和两种真菌菌株的抗菌活性的评估表明，与标准的环丙沙星和咪康唑在圆盘扩散技术中相比，某些化合物显示出中等的抗菌活性。 在 DPPH 自由基清除试验中， 与标准抗坏血酸 (IC 50 = 27.34 ± 1.86 µg/mL)相比，化合物2a显示出非常强的抗氧化功效 (IC 50 = 3.52 ± 0.86 µg/mL) 。化合物2j、2k和2m在该测定中也显示出显着的抗氧化活性。计算机分析预测合成的化合物遵循 Lipinski 的五法则和 Veber 法则，只有一个例外。这些化合物显示出良好的药物相似性和药物评分特性。分子对接研究预测合成的噻唑席夫碱衍生物在推定的受体结合位点是可以耐受的。