2-氨基-6-甲基嘧啶-4-硫醇 | 6307-44-4

• 物质功能分类: 化学试剂 - 有机试剂 - 硫醇盐
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 中文名称: 2-氨基-6-甲基嘧啶-4-硫醇
• 中文别名: 2-氨基-4-巯基-6-甲基嘧啶
• 英文名称: 2-Amino-4-mercapto-6-methylpyrimidin
• 英文别名: 2-amino-4-methyl-6-mercaptopyrimidine；2-amino-6-methyl-1H-pyrimidine-4-thione
• CAS: 6307-44-4
• 化学式: C₅H₇N₃S
• mdl: MFCD00278638
• 分子量: 141.197
• InChiKey: VWMGCVRJTGJRSS-UHFFFAOYSA-N

物化性质

• 熔点：
  321 °C
• 沸点：
  259.0±23.0 °C(Predicted)
• 密度：
  1.43±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  9
• 可旋转键数：
  0
• 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：
  1

安全信息

• 安全说明：
  S24/25
• 海关编码：
  2933599090
• 危险性防范说明：
  P261,P280,P301+P312,P302+P352,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  应储存在室温、避光且充满惰性气体的环境中。

反应信息

• 作为反应物：
  描述：

  2-氨基-6-甲基嘧啶-4-硫醇 在 N-溴代丁二酰亚胺(NBS) 、 sodium hydroxide 作用下， 以 四氯化碳 、 乙醇 为溶剂， 反应 2.0h， 生成 2-amino-4-benzylthio-5-bromo-6-methylpyrimidine
  参考文献：
  名称：

  Synthesis and biological activity of hydrochlorides of benzyl ethers of pyrimidin-4(3H)-thiones and related compounds

  摘要：

  Hydrochlorides of benzyl ether of 2-amino-6-methylpyrimidin-4(3H)-thione and its analogs were synthesized and biological activity of the synthesized compounds was studied.

  DOI：

  10.1134/s1070363215010144
• 作为产物：
  描述：

  2-氨基-4-氯-6-甲基嘧啶 在 乙醇 、 potassium hydrosulfide 作用下， 生成 2-氨基-6-甲基嘧啶-4-硫醇
  参考文献：
  名称：

  Gabriel; Colman, Chemische Berichte, 1899, vol. 32, p. 2934

  摘要：

  DOI：

文献信息

• Method of inhibiting gastric acid secretions with
  申请人：Warner-Lambert Company

  公开号：US04117131A1

  公开（公告）日：1978-09-26

  2-(4-Pyrimidinyl)thioacetamides are disclosed that have been found useful in the treatment of gastric hyperacidity.

  2-(4-嘧啶基)硫乙酰胺被发现对治疗胃酸过多有用。
• Synthesis and Plant Growth Stimulating Action of 2-Amino-6-methylpyrimidine-4(3H)-thione Derivatives
  作者：E. N. Hambardzumyan、A. S. Vorskanyan、L. V. Shahbazyan、A. P. Yengoyan

  DOI：10.1134/s1070363220020073

  日期：2020.2

  A series of new pyrimidine derivatives, including those containing an azole or azine heterocycle linked through a sulfur atom or a thiomethylene group, was synthesized based on 2-amino-6-methylpyrimidine-4(3H)-thione. The synthesized compounds exhibited a pronounced stimulating effect on plants growth in the range of 43-96% compared to heteroauxin.
• N-(3-Sulfanylmethyl-4H-1,2,4-triazol-4-yl)-2-sulfanylacetamide Containing Terminal 2-Amino-6-methylpyrimidin-4-yl Fragments. Synthesis from 2-[(2-Amino-6-methylpyrimidin-4-yl)sulfanyl]acetohydrazide and Triethyl Orthoformate
  作者：A. V. Erkin、V. I. Krutikov

  DOI：10.1134/s1070428019030229

  日期：2019.3

  2-[(2-Amino-6-methylpyrimidin-4-yl)sulfanyl]acetohydrazide reacted with triethyl orthoformate at a molar ratio of 1:1 to give 2-[(2-amino-6-methylpyrimidin-4-yl)sulfanyl]-N-3-[(2-amino-6-methylpyrimidin-4-yl)sulfanylmethyl]-4H-1,2,4-triazol-4-yl}acetamide.
• Hurst, Derek T.; Beaumont, Claire; Jones, Derek T. E., Australian Journal of Chemistry, 1988, vol. 41, # 8, p. 1209 - 1219
  作者：Hurst, Derek T.、Beaumont, Claire、Jones, Derek T. E.、Kingsley, Deborah A.、Partridge, Julian D.、Rutherford, Trevor J.

  DOI：——

  日期：——
• Quantum Chemistry, NMR Spectroscopy, and Single-Crystal Diffractometry Methods in the Analysis of Protonation Pathways of 2-Amino-4-benzylsulfanyl-6-methylpyrimidines
  作者：A. V. Erkin、V. V. Gurzhiy、V. I. Krutikov、O. V. Neporozhneva

  DOI：10.1134/s1070363219010031

  日期：2019.1

  Protonation pathways of 2-amino-4-benzylsulfanyl-6-methylpyrimidines have been investigated by means of semiempirical PM3 quantum-chemical simulation, C-13 NMR spectroscopy, and single-crystal diffractometry methods. In the gas phase and in the bipolar aprotic solvent, the protonation involves the N-1 atom. The protonation in the crystalline state is characterized by the formation of a branched system of H-bonds, involving the protons of the amino group besides the mentioned nitrogen atom.