5-mesityl-1,3,4-thiadiazol-2-amine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-mesityl-1,3,4-thiadiazol-2-amine
• 英文别名: 2-amino 5-(2,4,6-trimethylphenyl)-1,3,4-thiadiazole；5-(2,4,6-trimethylphenyl)-1,3,4-thiadiazol-2-amine
• 化学式: C₁₁H₁₃N₃S
• 分子量: 219.31
• InChiKey: VBYVGLHVGUXMDD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  80
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-mesityl-1,3,4-thiadiazol-2-amine 生成 2-chloro 5-(2,4,6-trimethylphenyl) 1,3,4-thiadiazole
  参考文献：
  名称：

  BRODIN, ROGER;OLLIERO, DOMINIQUE;WORMS, PAUL

  摘要：

  DOI：
• 作为产物：
  描述：

  2,4,6-trimethylbenzaldehyde thiosemicarbazone 在 碘 、 potassium carbonate 作用下， 以 1,4-二氧六环 为溶剂， 以89 mg的产率得到5-mesityl-1,3,4-thiadiazol-2-amine
  参考文献：
  名称：

  Synthesis of 2-Amino-1,3,4-oxadiazoles and 2-Amino-1,3,4-thiadiazoles via Sequential Condensation and I₂-Mediated Oxidative C–O/C–S Bond Formation

  摘要：

  2-Amino-substituted 1,3,4-oxadiazoles and 1,3,4-thiadiazoles were synthesized via condensation of semicarbazide/thiosemicarbazide and the corresponding aldehydes followed by I-2-mediated oxidative C-O/C-S bond formation. This transition-metal-free sequential synthesis process is compatible with aromatic, aliphatic, and cinnamic aldehydes, providing facile access to a variety of diazole derivatives bearing a 2-amino substituent in an efficient and scalable fashion.

  DOI：

  10.1021/jo502518c

文献信息

• IMIDAZOTHIADIAZOLE DERIVATIVES AS PROTEASE ACTIVATED RECEPTOR 4 (PAR4) INHIBITORS FOR TREATING PLATELET AGGREGATION
  申请人：BRISTOL-MYERS SQUIBB COMPANY

  公开号：US20150133446A1

  公开（公告）日：2015-05-14

  The present invention provides imidazothiadiazole compounds of Formula (I) wherein A, B, D, R x , R 1 , R 2 , R 3 , X 1 , X 2 and s are as defined herein, or a stereoisomer, tautomer, pharmaceutically acceptable salt or solvate form thereof, wherein all of the variables are as defined herein. These compounds are inhibitors of platelet aggregation and thus can be used as medicaments.

  本发明提供了式（I）的咪唑噻二唑化合物，其中A、B、D、Rx、R1、R2、R3、X1、X2和s如本文所定义，或其立体异构体、互变异构体、药学上可接受的盐或溶剂形式，其中所有变量均如本文所定义。这些化合物是血小板聚集抑制剂，因此可用作药物。
• Discovery of novel aminothiadiazole amides as selective EP3 receptor antagonists
  作者：Mark A. Hilfiker、Ning Wang、Xiaoping Hou、Zhimin Du、Mark A. Pullen、Melanie Nord、Rakesh Nagilla、Harvey E. Fries、Charlene W. Wu、Anthony C. Sulpizio、Jon-Paul Jaworski、Dwight Morrow、Richard M. Edwards、Jian Jin

  DOI：10.1016/j.bmcl.2009.05.074

  日期：2009.8

  This Letter discloses a series of 2-aminothiadiazole amides as selective EP3 receptor antagonists. SAR optimization resulted in compounds with excellent functional activity in vitro. In addition, efforts to optimize DMPK properties in the rat are discussed. These efforts have resulted in the identification of potent, selective EP3 receptor antagonists with excellent DMPK properties suitable for in vivo studies. (C) 2009 Elsevier Ltd. All rights reserved.
• US5086053A
  申请人：——

  公开号：US5086053A

  公开（公告）日：1992-02-04
• US9862730B2
  申请人：——

  公开号：US9862730B2

  公开（公告）日：2018-01-09