5-[(2-methoxyphenoxy)methyl]-1,3,4-thiadiazol-2-amine | 1018474-87-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 5-[(2-methoxyphenoxy)methyl]-1,3,4-thiadiazol-2-amine
• 英文别名: 5-({[2-(methyloxy)phenyl]oxy}methyl)-1,3,4-thiadiazol-2-amine；5-((2-Methoxyphenoxy)methyl)-1,3,4-thiadiazol-2-amine
• CAS: 1018474-87-7
• 化学式: C₁₀H₁₁N₃O₂S
• 分子量: 237.282
• InChiKey: AEWNXBWBTCREHH-UHFFFAOYSA-N

物化性质

• 熔点：
  183 °C(Solv: tetrahydrofuran (109-99-9))
• 沸点：
  424.8±51.0 °C(Predicted)
• 密度：
  1.345±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  98.5
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  5-[(2-methoxyphenoxy)methyl]-1,3,4-thiadiazol-2-amine 、 氯乙酰氯 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 以85%的产率得到2-chloro-N-[5-[(2-methoxyphenoxy)methyl]-1,3,4-thiadiazol-2-yl]acetamide
  参考文献：
  名称：

  Synthesis of 2‐(5‐Substituted‐1,3,4‐thiadiazolo‐2‐ylimino)‐4‐thiazolidinones under Microwave Irradiation

  摘要：

  Fifteen 2-(5-substituted-1,3,4-thiadiazolo-2-ylimino)-4-thiazolidinones were efficiently synthesized from the reaction of ammonium thiocyanate with 2-chloro-N-(5-substutited-1,3,4-thiadiazolo-2-yl)acetamides under microwave irradiation. The target compounds were obtained in better yields (75-98%) and shorter time (5min) than with conventional heating.

  DOI：

  10.1080/00397910701845852
• 作为产物：
  描述：

  木榴油 在 sodium hydroxide 、 三氯氧磷 作用下， 反应 4.5h， 生成 5-[(2-methoxyphenoxy)methyl]-1,3,4-thiadiazol-2-amine
  参考文献：
  名称：

  Azam, M. Afzal; Suresh, Bhojraj; Kalsi, Sandip S., South African Journal of Chemistry, 2010, vol. 63, p. 114 - 122

  摘要：

  DOI：

文献信息

• THIADIAZOLE DERIVATIVES, INHIBITORS OF STEAROYL-COA DESATURASE
  申请人：Bouillot Anne Marie Jeanne

  公开号：US20100120669A1

  公开（公告）日：2010-05-13

  The present invention relates to substituted thiadiazole compounds of the formula (I): and pharmaceutically acceptable salts thereof, to pharmaceutical compositions containing them and their use in medicine. In particular, the invention relates to compounds for modulating SCD activity.

  本发明涉及公式（I）的取代噻二唑化合物及其药学上可接受的盐，含有它们的制药组合物以及它们在医学上的应用。特别地，本发明涉及用于调节SCD活性的化合物。
• Synthesis of 2-(N-formyl)-5-aryl/aryloxymethyl-1,3,4-thiadiazoles with potential bioactivity in PEG-400
  作者：Xi Cun Wang、Xiao Mei Ding、Sheng Qing Wang、Xue Fei Chen、Zheng Jun Quan

  DOI：10.1016/j.cclet.2009.11.045

  日期：2010.3

  An environmental benign procedure for synthesis of 2-(N-formyl)-5-aryl/aryloxymethyl-1,3,4-thiadiazoles has been developed by reaction of 2-amino-5-aryl/aryloxymethyl-1,3,4-thiadiazoles with formic acid in PEG-400. The key advantages of this protocol are the shorter reaction time, higher yields, lower cost, simple workup, and environment-friendly compared to conventional organic solvent reaction. The present method does not involve any hazardous organic solvent or catalyst. (C) 2009 Xi Cun Wang. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.
• Azam, M. Afzal; Suresh, Bhojraj; Kalsi, Sandip S., South African Journal of Chemistry, 2010, vol. 63, p. 114 - 122
  作者：Azam, M. Afzal、Suresh, Bhojraj、Kalsi, Sandip S.、Antony, A. Shinesh

  DOI：——

  日期：——
• Synthesis of 2‐(5‐Substituted‐1,3,4‐thiadiazolo‐2‐ylimino)‐4‐thiazolidinones under Microwave Irradiation
  作者：Xi-Cun Wang、Guo-Li Huang、Zheng-Jun Quan、Cheng-Wei Lv、Wen-Long Yang

  DOI：10.1080/00397910701845852

  日期：2008.2.1

  Fifteen 2-(5-substituted-1,3,4-thiadiazolo-2-ylimino)-4-thiazolidinones were efficiently synthesized from the reaction of ammonium thiocyanate with 2-chloro-N-(5-substutited-1,3,4-thiadiazolo-2-yl)acetamides under microwave irradiation. The target compounds were obtained in better yields (75-98%) and shorter time (5min) than with conventional heating.