2-isopropyl-4,5-bis(4-methoxyphenyl)thiazole | 70529-43-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-isopropyl-4,5-bis(4-methoxyphenyl)thiazole
• 英文别名: 4,5-bis(4-methoxyphenyl)-2-isopropylthiazole；2-isopropyl-4,5-bis-(4-methoxy-phenyl)-thiazole；2-Isopropyl-4,5-di-p-anisylthiazol；2-Isopropyl-4,5-bis(p-methoxyphenyl)thiazole；4,5-bis(4-methoxyphenyl)-2-propan-2-yl-1,3-thiazole
• CAS: 70529-43-0
• 化学式: C₂₀H₂₁NO₂S
• 分子量: 339.458
• InChiKey: FQDXHBDSPIMJQI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  59.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  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

文献信息

• Visible Light-Induced Difunctionalization of Alkynes: The Synthesis of Thiazoles and 1,1-Dibromo-1-en-3-ynes
  作者：Xiaoying Huang、Hui Chen、Zhongzhi Huang、Yanli Xu、Fangyao Li、Xianli Ma、Yanyan Chen

  DOI：10.1021/acs.joc.9b02300

  日期：2019.12.6

  A visible light-induced cascade cyclization of thioamides with alkynes was developed to synthesize 1,3-thiozoles. The sulfur radical generated from thioamide via the single-electron transfer (SET) pathway was promoted by photocatalysis as a key intermediate in this reaction. When bromoalkynes were used as the substrate, the self-coupling products 1,1-dibromo-1-en-3-ynes were obtained in moderate yields

  可见光诱导的硫代酰胺与炔的级联环化反应合成了1,3-噻唑。硫酰胺通过单电子转移（SET）途径生成的硫自由基通过光催化作为该反应的关键中间体而得到促进。当使用溴炔作为底物时，以中等收率获得自偶联产物1,1-dibromo-1-en-3-ynes，并提出了可见光光催化促进该转化的能量转移途径。
• 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