N(1)-(2,3-dimethylphenyl)-2-hydrazino-2-thioxoacetamide | 669065-24-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N(1)-(2,3-dimethylphenyl)-2-hydrazino-2-thioxoacetamide
• 英文别名: N-(2,3-dimethylphenyl)-2-hydrazinyl-2-sulfanylideneacetamide
• CAS: 669065-24-1
• 化学式: C₁₀H₁₃N₃OS
• 分子量: 223.299
• InChiKey: ZUHNDVSIAIGVKC-UHFFFAOYSA-N

物化性质

• 熔点：
  150-153 °C(Solv: ethanol (64-17-5))
• 密度：
  1.294±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  99.2
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  三氯乙酰氯 、 N(1)-(2,3-dimethylphenyl)-2-hydrazino-2-thioxoacetamide 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 以52%的产率得到N-(2,3-dimethylphenyl)-5-trichloromethyl-1,3,4-thiadiazole-2-carboxamide
  参考文献：
  名称：

  Synthesis of Oxamic Acids Thiohydrazides and Carbamoyl-1,3,4-thiadiazoles

  摘要：

  A convenient preparation method was developed for oxamic acids thiohydrazides by reaction of alpha-chloroacetamides with a preliminary prepared solution of elemental sulfur and hydrazines. A series of carbamoyl-1,3,4-thiadiazole derivatives was obtained.

  DOI：

  10.1023/b:rujo.0000010181.01921.77
• 作为产物：
  描述：

  N-(2,3-dimethylphenyl)-2-(morpholin-4-yl)-2-thioxoacetamide 在 一水合肼 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以68%的产率得到N(1)-(2,3-dimethylphenyl)-2-hydrazino-2-thioxoacetamide
  参考文献：
  名称：

  Synthesis of Oxamic Acids Thiohydrazides and Carbamoyl-1,3,4-thiadiazoles

  摘要：

  A convenient preparation method was developed for oxamic acids thiohydrazides by reaction of alpha-chloroacetamides with a preliminary prepared solution of elemental sulfur and hydrazines. A series of carbamoyl-1,3,4-thiadiazole derivatives was obtained.

  DOI：

  10.1023/b:rujo.0000010181.01921.77

文献信息

• Continued SAR exploration of 1,2,4-thiadiazole-containing scaffolds in the design of free fatty acid receptor 1 (GPR40) agonists
  作者：Mikhail Krasavin、Alexei Lukin、Anna Bakholdina、Nikolay Zhurilo、Oleksandra Onopchenko、Petro Borysko、Sergey Zozulya、Daniel Moore、Irina G. Tikhonova

  DOI：10.1016/j.ejmech.2017.09.019

  日期：2017.11

  An earlier reported series of 1,2,4-thiadiazole-based agonists of FFA1 (GPR40) was evolved into two structurally distinct series of compounds. One of the series (structurally related to known FFA1 agonist GW9508) displayed low micromolar potency while the other (representing a truncated version of the earlier reported potent FFA1 agonists) was, surprisingly, found to be devoid of agonist potency. In silico docking of representative compounds into the crystal structure of FFA1 revealed possible structural grounds for the observed SAR. (C) 2017 Elsevier Masson SAS. All rights reserved.
• Yarovenko, Vladimir N.; Shirokov, Aleksandr V.; Zavarzin, Igor V., Synthesis, 2004, # 1, p. 17 - 19
  作者：Yarovenko, Vladimir N.、Shirokov, Aleksandr V.、Zavarzin, Igor V.、Krupinova, Oksana N.、Ignatenko, Anatolii V.、Krayushkin, Mikhail M.

  DOI：——

  日期：——
• Synthesis of 4,5-Dihydro-1,3,4-thiadiazole-2-carboxamide and 2-Carbamoyl-4,5-dihydro-1,3,4-thiadiazole 1-Oxide Derivatives Based on Hydrazones of Oxamic Acid Thiohydrazides
  作者：V. N. Yarovenko、A. V. Shirokov、I. V. Zavarzin、O. N. Krupinova、A. V. Ignatenko、M. M. Krayushkin

  DOI：10.1023/b:cohc.0000018342.57499.16

  日期：2003.12