7-(4'-isopropylphenyl)-5-oxo-2,3,6,7-tetrahydro-5H-thiazolo<3,2-a>pyrimidine-6-ethylcarboxylate | 136498-05-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 7-(4'-isopropylphenyl)-5-oxo-2,3,6,7-tetrahydro-5H-thiazolo<3,2-a>pyrimidine-6-ethylcarboxylate
• 英文别名: Ethyl 5-oxo-7-(4-propan-2-ylphenyl)-2,3,6,7-tetrahydro-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
• CAS: 136498-05-0
• 化学式: C₁₈H₂₂N₂O₃S
• 分子量: 346.45
• InChiKey: UODQMRRHYSXMSJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  84.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-氨基-2-噻唑啉 、 4-异丙基苯甲醛 、 丙二酸二乙酯 在 哌啶 作用下， 以 乙醇 为溶剂， 反应 5.0h， 以4%的产率得到7-(4'-isopropylphenyl)-5-oxo-2,3,6,7-tetrahydro-5H-thiazolo<3,2-a>pyrimidine-6-ethylcarboxylate
  参考文献：
  名称：

  噻唑烷并 [3,2-a] 嘧啶衍生物的一锅法合成

  摘要：

  摘要 2-氨基噻唑啉与芳香醛和活化的亚甲基（丙二腈、丙二酸二乙酯或氰基乙酸乙酯）反应得到标题化合物。使用光谱数据和化学证明明确分配了这些结构。

  DOI：

  10.1080/00397919108016417

文献信息

• One-Pot Synthesis of Thiazolidino [3,2-a] Pyrimidine Derivatives
  作者：Edwige Jeanneau-Nicolle、Martine Benoit-Guyod、Gérard Leclerc

  DOI：10.1080/00397919108016417

  日期：1991.7

  Abstract Reaction of 2-aminothiazoline with an aromatic aldehyde and an activated methylene group (malonitrile, diethylmalonate or ethylcyanoacetate) gave the title compounds. The structures are unambiguously assigned using spectroscopic data and chemical proofs.

  摘要 2-氨基噻唑啉与芳香醛和活化的亚甲基（丙二腈、丙二酸二乙酯或氰基乙酸乙酯）反应得到标题化合物。使用光谱数据和化学证明明确分配了这些结构。
• Jeanneau-Nicolle, E.; Benoit-Guyod, M.; Namil, A., Archiv der Pharmazie, 1991, vol. 324, # 9, p. 680
  作者：Jeanneau-Nicolle, E.、Benoit-Guyod, M.、Namil, A.、Leclerc, G.

  DOI：——

  日期：——
• New thiazolo[3,2-a]pyrimidine derivatives, synthesis and structure-activity relationships
  作者：E Jeanneau-Nicolle、M Benoit-Guyod、A Namil、G Leclerc

  DOI：10.1016/0223-5234(92)90099-m

  日期：1992.3

  Twenty-six derivatives of 5- and 7-oxo or 5- and 7-aminothiazolo[3,2-a]pyrimidines were prepared and evaluated as positive inotropic, anti-inflammatory and antihypertensive agents both in vitro and in vivo. The structures of the 5- and 7-isomers have been confirmed unambiguously by IR, UV, H-1 and C-13 NMR and MS. The structure of 1a was confirmed by the synthesis of compound 1 whose structure had been previously established by X-ray analysis. The 5-aminothiazolo-pyrimidine-6-carbonitrile derivatives 5a and 5e exhibited potent inotropic activities. 5e was more potent than the classical reference amrinone. Three compounds 5e, 5i and 5j displayed moderate antihypertensive activities. The 4-chlorophenyl derivative 5d exhibited an anti-inflammatory activity 2-fold that of aspirin. This study has demonstrated that thiazolo[3,2-a]pyrimidine compounds have interesting biological potentialities, particularly as inotropic agents, a field which had never been explored so far for this series.