(E)-N-phenyl-2-(3,4,5-trimethoxybenzylidene)hydrazinecarbothioamide | 83796-48-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (E)-N-phenyl-2-(3,4,5-trimethoxybenzylidene)hydrazinecarbothioamide
• 英文别名: (2E)-N-phenyl-2-(3,4,5-trimethoxybenzylidene)hydrazinecarbothioamide；1-phenyl-3-[(E)-(3,4,5-trimethoxyphenyl)methylideneamino]thiourea
• CAS: 83796-48-9
• 化学式: C₁₇H₁₉N₃O₃S
• 分子量: 345.422
• InChiKey: AIBMIQGSVBRQNH-WOJGMQOQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  96.2
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (E)-N-phenyl-2-(3,4,5-trimethoxybenzylidene)hydrazinecarbothioamide 、 三氯化铁 生成 2-(3,4,5-trimethoxyphenyl)-5-(phenylamino)-1,3,4-thiadiazole
  参考文献：
  名称：

  MAZZONE, G.;BONINA, F.;PUGLISI, G.;ARRIGO, REINA, R.;COSENTINO, C.;BLANDI+, FARMACO ED. SCI., 1982, 37, N 10, 685-700

  摘要：

  DOI：
• 作为产物：
  描述：

  硫代异氰酸苯酯 在 一水合肼 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 1.0h， 生成 (E)-N-phenyl-2-(3,4,5-trimethoxybenzylidene)hydrazinecarbothioamide
  参考文献：
  名称：

  从 4-苯基-3-氨基硫脲合成新型高度官能化的 4-噻唑烷酮衍生物。

  摘要：

  我们在本文中介绍了由各种 4-苯基-3-硫代氨基脲分别与 2-溴乙酸乙酯和乙炔二羧酸二乙酯的反应以良好产率合成两个系列的高度官能化噻唑烷酮衍生物。

  DOI：

  10.3390/molecules19033068

文献信息

• Acylation and Carbamoylation of 2-Hydrazinothiazole Derivatives. Identification of Isomeric Structures
  作者：A. B. Denisova、V. A. Bakulev、W. Dehaen、S. Toppet、L. Van Meervelt、M. I. Kodess

  DOI：10.1007/s11178-005-0208-9

  日期：2005.4

  Acylation and carbamoylation of 2-(arylmethylidenehydrazino)- and 2-(aroylhydrazino)thiazoles was performed, and structure of the products was established.

  对2-(芳基亚甲基肼)-和2-(芳酰肼)噻唑进行酰化和氨基甲酰化，并确定了产物的结构。
• Synthesis, anti-Toxoplasma gondii and antimicrobial activities of benzaldehyde 4-phenyl-3-thiosemicarbazones and 2-[(phenylmethylene)hydrazono]-4-oxo-3-phenyl-5-thiazolidineacetic acids
  作者：Thiago M. de Aquino、André P. Liesen、Rosa E.A. da Silva、Vânia T. Lima、Cristiane S. Carvalho、Antônio R. de Faria、Janete M. de Araújo、José G. de Lima、Antonio J. Alves、Edésio J.T. de Melo、Alexandre J.S. Góes

  DOI：10.1016/j.bmc.2007.09.025

  日期：2008.1

  In the present communication, a new series of 2-[(phenylmethylene)hydrazono]-4-oxo-3-phenyl-5-thiazolidineacetic acids (2a-p) have been synthesized. Benzaldehyde 4-phenyl-3-thiosemicarbazones substituted (la-p) were also obtained and used as intermediate to give the title compounds. All synthesized compounds were characterized by IR, H-1 and (13) C NMR. The in vitro anti-Toxoplasma gondii activity of la-p and 2a-p was evaluated. The 4-thiazolidinones (2a-p) were screened for their ill vitro antimicrobial activity. For anti-Toxoplasma gondii activity, in general, all compounds promoted decreases in the percentage of infected cells leading to parasite elimination. These effects on intracellular parasites also caused a decrease in the mean number of tachyzoites. In addition, most of the 4-thiazolidinones showed more effective toxicity against intracellular parasites, with IC50 values ranging from 0.05 to 1 mM. According to results of antimicrobial activity, compounds 2f, 21, and 2p showed best activity against Mycobacterium luteus, 2c was more active against Mycobacterium tuberculosis, and 2g, 21, and 2n showed same activity as nistatin (standard drug) against Candida sp. (4249). (c) 2007 Elsevier Ltd. All rights reserved.
• Synthesis of Novel Highly Functionalized 4-Thiazolidinone Derivatives from 4-Phenyl-3-thiosemicarbazones
  作者：Abdelmadjid Benmohammed、Omar Khoumeri、Ayada Djafri、Thierry Terme、Patrice Vanelle

  DOI：10.3390/molecules19033068

  日期：——

  We present herein the synthesis in good yields of two series of highly functionalized thiazolidinone derivatives from the reactions of various 4-phenyl-3-thio-semicarbazones with ethyl 2-bromoacetate and diethyl acetylenedicarboxylate, respectively.

  我们在本文中介绍了由各种 4-苯基-3-硫代氨基脲分别与 2-溴乙酸乙酯和乙炔二羧酸二乙酯的反应以良好产率合成两个系列的高度官能化噻唑烷酮衍生物。
• MAZZONE, G.;BONINA, F.;PUGLISI, G.;ARRIGO, REINA, R.;COSENTINO, C.;BLANDI+, FARMACO ED. SCI., 1982, 37, N 10, 685-700
  作者：MAZZONE, G.、BONINA, F.、PUGLISI, G.、ARRIGO, REINA, R.、COSENTINO, C.、BLANDI+

  DOI：——

  日期：——