2-(2'-hydroxybenzylamino)-4-phenyl-1,3-thiazole | 591212-29-2

• 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'-hydroxybenzylamino)-4-phenyl-1,3-thiazole
• 英文别名: 2-(2-hydroxybenzyl)amino-4-phenyl-1,3-thiazole；2-(4-phenyl-1,3-thiazol-2-ylaminomethyl)phenol；2-(((4-phenylthiazol-2-yl)amino)methyl)phenol；2-(2-hydroxybenzylamino)-4-phenylthiazole；2-[[(4-phenyl-1,3-thiazol-2-yl)amino]methyl]phenol
• CAS: 591212-29-2
• 化学式: C₁₆H₁₄N₂OS
• 分子量: 282.366
• InChiKey: FULGJRMEBIAVIJ-UHFFFAOYSA-N

物化性质

• 熔点：
  155 °C(Solv: benzene (71-43-2))
• 沸点：
  501.5±52.0 °C(Predicted)
• 密度：
  1.307±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 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'-hydroxybenzylamino)-4-phenyl-1,3-thiazole 在 盐酸 作用下， 以 异丙醇 为溶剂， 以93%的产率得到2-(4-phenyl-1,3-thiazol-2-ylaminomethyl)phenol hydrochloride
  参考文献：
  名称：

  Synthesis of Schiff bases and oxazolidines from 2-amino-4-phenylthiazole

  摘要：

  Reactions of 2-amino-4-phenylthiazole with aromatic aldehydes gave the corresponding Schiff bases which were reduced with sodium tetrahydridoborate to amines. Reactions of the Schiff bases with 2-methyloxirane, 2-chloromethyloxirane, and 2-phenoxymethyloxirane led to the formation of 2,5-disubstituted 3-(4-phenylthiazol-2-yl)oxazolidines.

  DOI：

  10.1134/s107042800812018x
• 作为产物：
  描述：

  2-氨基-4-苯基噻唑 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 反应 0.5h， 生成 2-(2'-hydroxybenzylamino)-4-phenyl-1,3-thiazole
  参考文献：
  名称：

  Some Transformations of 2-Amino-4-phenyl-1,3-thiazole

  摘要：

  Reactions of 2-amino-4-phenyl-1,3-thiazole with aromatic aldehydes, phenyl isocyanate, and carboxylic acid chlorides were studied.

  DOI：

  10.1023/b:rjac.0000038813.35580.37

文献信息

• Structure–activity relationship study of E6 as a novel necroptosis inducer
  作者：Jianfeng Mou、Ann Park、Yu Cai、Junying Yuan、Chengye Yuan

  DOI：10.1016/j.bmcl.2015.04.038

  日期：2015.8

  Necroptosis inducers represent a promising potential treatment for drug-resistant cancer. We herein describe the structure modification of E6, which was identified recently as a potent and selective necroptosis inducer. The studies described herein demonstrate for the first time that functionalized biphenyl derivatives possess necroptosis inducer activity. Furthermore, these studies have led to the identification of two promising compounds (5h and 5j) that can be used for further optimization studies as well as mechanism of action investigations. (C) 2015 Elsevier Ltd. All rights reserved.
• Rzaeva; Sadigova; Vekilova, Petroleum Chemistry, 2005, vol. 45, # 6, p. 436 - 440
  作者：Rzaeva、Sadigova、Vekilova、Farzaliev、Magerramov、Allakhverdiev

  DOI：——

  日期：——
• Polyfluoroalkylation of 2-aminothiazoles
  作者：Qingqing Qi、Qilong Shen、Long Lu

  DOI：10.1016/j.jfluchem.2011.07.005

  日期：2012.1

  An efficient, highly selective method for polyfluoroalkylation of 2-aminothiazole derivatives was described. Interestingly, a defluorinated reductive 2-aminothiazole derivative was obtained in moderate yields when 2-aminothiazole was reacted with (CF3)(2)CFI. (C) 2011 Elsevier B.V. All rights reserved.
• Some Transformations of 2-Amino-4-phenyl-1,3-thiazole
  作者：S. E. Sadigova、A. M. Magerramov、M. A. Allakhverdiev、T. M. Vekilova

  DOI：10.1023/b:rjac.0000038813.35580.37

  日期：2004.5

  Reactions of 2-amino-4-phenyl-1,3-thiazole with aromatic aldehydes, phenyl isocyanate, and carboxylic acid chlorides were studied.
• Synthesis of Schiff bases and oxazolidines from 2-amino-4-phenylthiazole
  作者：S. E. Sadigova、A. M. Magerramov、M. A. Allakhverdiev

  DOI：10.1134/s107042800812018x

  日期：2008.12

  Reactions of 2-amino-4-phenylthiazole with aromatic aldehydes gave the corresponding Schiff bases which were reduced with sodium tetrahydridoborate to amines. Reactions of the Schiff bases with 2-methyloxirane, 2-chloromethyloxirane, and 2-phenoxymethyloxirane led to the formation of 2,5-disubstituted 3-(4-phenylthiazol-2-yl)oxazolidines.