methyl 4,5-bis(4-methoxyphenyl)-2,2-dimethyl-2-thiazoleacetate | 70529-41-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: methyl 4,5-bis(4-methoxyphenyl)-2,2-dimethyl-2-thiazoleacetate
• 英文别名: 4,5-Di-p-anisyl-2-thiazolyl-α-isobuttersaeuremethylester；4,5-Bis(p-methoxyphenyl)-alpha,alpha-dimethyl-2-thiazoleacetic acid, methyl ester；methyl 2-[4,5-bis(4-methoxyphenyl)-1,3-thiazol-2-yl]-2-methylpropanoate
• CAS: 70529-41-8
• 化学式: C₂₂H₂₃NO₄S
• 分子量: 397.495
• InChiKey: CKFLSNPFQHLIQL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  28
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  85.9
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  methyl 4,5-bis(4-methoxyphenyl)-2,2-dimethyl-2-thiazoleacetate 在 盐酸 、 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 17.75h， 生成 2-isopropyl-4,5-bis(4-methoxyphenyl)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
• 作为产物：
  描述：

  methyl 4,5-bis(4-methoxyphenyl)-2-thiazoleacetate 、 碘甲烷 在 正丁基锂 、 二异丙胺 作用下， 生成 methyl 4,5-bis(4-methoxyphenyl)-2,2-dimethyl-2-thiazoleacetate
  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

• Dianisyl thiazole compound, compositions and method of antithrombotic
  申请人：The Upjohn Company

  公开号：US04168315A1

  公开（公告）日：1979-09-18

  Novel compounds of Formula I: ##STR1## in association with a pharmaceutical carrier. The compositions are useful in vitro and in vivo for reduction of platelet adhesiveness and inhibition of platelet aggregation and preventing or treating disease conditions resulting from increased platelet adhesiveness or platelet aggregation.

  公式I的新化合物：##STR1## 与药物载体结合。该组合物在体内外中有用，可减少血小板粘附，抑制血小板聚集，并预防或治疗由于血小板粘附或血小板聚集增加而引起的疾病状况。
• 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
• Synthesis and platelet aggregation inhibitory activity of 4,5-bis(aryl)-2-substituted-thiazoles
  作者：Ronald H. Rynbrandt、Edward E. Nishizawa、Doris P. Balgoyen、A. Rene Mendoza、Kathleen A. Annis

  DOI：10.1021/jm00144a026

  日期：1981.12

  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.