2-(2-hydroxyphenylamino)-4-phenylthiazole | 3394-24-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(2-hydroxyphenylamino)-4-phenylthiazole
• 英文别名: 2-((4-phenylthiazol-2-yl)amino)phenol；2-(4-Phenylthiazol-2-ylamino)phenol；2-[(4-phenyl-1,3-thiazol-2-yl)amino]phenol
• CAS: 3394-24-9
• 化学式: C₁₅H₁₂N₂OS
• 分子量: 268.339
• InChiKey: QMCYXBBXXIHQSM-UHFFFAOYSA-N

物化性质

• 熔点：
  179-180 °C
• 沸点：
  457.4±47.0 °C(Predicted)
• 密度：
  1.329±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  73.4
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(2-hydroxyphenylamino)-4-phenylthiazole 在 phosphorus pentoxide 、 potassium carbonate 作用下， 以 丙酮 、 苯 为溶剂， 反应 16.0h， 生成 3-methyl-4-(4-phenhylthiazol-2-yl)-4H-1,4-benzoxazine
  参考文献：
  名称：

  Sasaki, Tadashi; Ito, Eikoh; Shimizu, Ikuo, Heterocycles, 1982, vol. 19, # 11, p. 2119 - 2129

  摘要：

  DOI：
• 作为产物：
  描述：

  2-(benzo[d]oxazol-2-ylthio)-1-phenylethan-1-one 在 ammonium acetate 作用下， 以 溶剂黄146 为溶剂， 反应 2.0h， 以100%的产率得到2-(2-hydroxyphenylamino)-4-phenylthiazole
  参考文献：
  名称：

  Sasaki, Tadashi; Ito, Eikoh; Shimizu, Ikuo, Heterocycles, 1982, vol. 19, # 11, p. 2119 - 2129

  摘要：

  DOI：

文献信息

• Thiocyanation and 2-Amino-1,3-thiazole Formation in Water Using Recoverable and Reusable Glycosylated Resorcin[4]arene Cavitands
  作者：Ali A. Husain、Kirpal S. Bisht

  DOI：10.1021/acs.joc.0c01150

  日期：2020.8.7

  resorcin[4]arene cavitand glycoconjugates (RCGs) have been applied as efficient recoverable and reusable inverse phase transfer catalysts for eco- and environmentally friendly thiocyanation and 2-amino-1,3-thiazole formation reactions in water. The results show that RCGs (1 mol %) were capable of hosting and catalyzing various water-insoluble bromo/thiocyanato substrates in water without the use of any co-organic

  三种空间定向间苯二酚[4]芳烃cavitand糖共轭物（RCGs）系列已被用作高效可回收和可重复使用的反相转移催化剂，用于生态和环境友好的硫氰化和2-氨基-1,3-噻唑在水中的形成反应。结果表明，在不使用任何共有机溶剂的情况下，RCG（1摩尔％）能够在水中容纳和催化各种水不溶性溴/硫氰酸根基质。在使用DCM或乙酸乙酯对所需产物进行简单萃取后，再对回收的含有HCG催化剂的水溶液进行处理，还检查了RCG催化体系RCG1和RCG3的可回收性和可重复使用性。RCG催化剂进入下一个反应周期。
• A library of novel allosteric inhibitors against fructose 1,6-bisphosphatase
  作者：Sabrina Heng、Kimberly R. Gryncel、Evan R. Kantrowitz

  DOI：10.1016/j.bmc.2009.04.030

  日期：2009.6

  The identification of a proper lead compound for fructose 1,6-bisphosphatase (FBPase) is a critical step in the process of developing novel therapeutics against type-2 diabetes. Herein, we have successfully generated a library of allosteric inhibitors against FBPase as potential anti-diabetic drugs, of which, the lead compound 1b was identified through utilizing a virtual high-throughput screening (vHTS) system, which we have developed. The thiazole-based core structure was synthesized via the condensation of alpha-bromoketones with thioureas and substituents on the two aryl rings were varied. 4c was found to inhibit pig kidney FBPase approximately fivefold better than 1b. In addition, we have also identified 10b, a tight binding fragment, which can be use for fragment-based drug design purposes. (C) 2009 Elsevier Ltd. All rights reserved.
• SASAKI, TADASHI;ITO, EIKOH;SHIMIZU, IKUO, HETEROCYCLES, 1982, 19, N 11, 2119-2129
  作者：SASAKI, TADASHI、ITO, EIKOH、SHIMIZU, IKUO

  DOI：——

  日期：——
• Sasaki, Tadashi; Ito, Eikoh; Shimizu, Ikuo, Heterocycles, 1982, vol. 19, # 11, p. 2119 - 2129
  作者：Sasaki, Tadashi、Ito, Eikoh、Shimizu, Ikuo

  DOI：——

  日期：——