4,5-diphenyl-2-trifluoromethyl-thiazole | 70529-37-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4,5-diphenyl-2-trifluoromethyl-thiazole
• 英文别名: 2-Trifluormethyl-4,5-di-phenyl-thiazol；Thiazole, 4,5-diphenyl-2-(trifluoromethyl)-；4,5-diphenyl-2-(trifluoromethyl)-1,3-thiazole
• CAS: 70529-37-2
• 化学式: C₁₆H₁₀F₃NS
• 分子量: 305.323
• InChiKey: HDXMDFYCSWBIJI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  41.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-溴-2-苯基乙酰苯 、 2,2,2-三氟乙烷硫代酰胺 以 乙腈 为溶剂， 反应 20.0h， 以28%的产率得到4,5-diphenyl-2-trifluoromethyl-thiazole
  参考文献：
  名称：

  Synthesis and platelet aggregation inhibitory activity of 4,5-bis(aryl)-2-substituted-thiazoles

  摘要：

  In our continuing effort to discover compound which inhibit collagen-induced platelet aggregation, we have screened compounds in a mouse pulmonary thromboembolism screen. Methyl 4,5-bis(4-methoxyphenyl)-2-thiazoleacetate (3) was very active in the above screen. However, 3 was active for less than 5 min when given orally to guinea pigs. As a result, our synthetic goal was to prepare 2-substituted thiazoles with a much longer duration of activity. This paper describes the preparation of a number 4,5-bis(aryl)-2-substituted-thiazoles and their in vitro and ex vivo activity against collagen-induced platelet aggregation. It was determined that 4,5-bis(4-methoxyphenyl)-2-(trifluoromethyl)thiazole (16) is the most promising compound.

  DOI：

  10.1021/jm00144a026

文献信息

• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: F: PerFHalOrg.SVol.1, 6.2.1.2, page 193 - 198
  作者：

  DOI：——

  日期：——
• Rynbrandt, R. H.; Nishizawa, E.- E.; Balogoyen, D. P., Journal of Medicinal Chemistry, 1981, vol. 24, p. 1507 - 1510
  作者：Rynbrandt, R. H.、Nishizawa, E.- E.、Balogoyen, D. P.、Mendoza, A. R.、Annis, U. A.

  DOI：——

  日期：——
• RYNBRANDT, R. H.;NISHIZAWA, E. E.;BALOGOYEN, D. P.;MENDOZA, A. R.;ANNIS, +, J. MED. CHEM., 1981, 24, N 12, 1507-1510
  作者：RYNBRANDT, R. H.、NISHIZAWA, E. E.、BALOGOYEN, D. P.、MENDOZA, A. R.、ANNIS, +

  DOI：——

  日期：——
• US4168315A
  申请人：——

  公开号：US4168315A

  公开（公告）日：1979-09-18