5-oxo-7-phenyl-2,3,6,7-tetrahydro-5H-thiazolo<3,2-a>pyrimidine | 81530-25-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 5-oxo-7-phenyl-2,3,6,7-tetrahydro-5H-thiazolo<3,2-a>pyrimidine
• 英文别名: 5-oxo-7-phenyl-thiazolidino <3,2-a> dihydropyrimidine；5-oxo-7-phenyl-2,3,6,7-tetrahydro-5H-thiazolo[3,2,-a]pyrimidine；5-oxo-7-phenyl-2,3,6,7-tetrahydro-5H-thiazolo[3,2-a]pyrimidine；7-Phenyl-2,3,6,7-Tetrahydro-5H-thiazolo(3,2-a)pyrimidin-5-one；7-phenyl-2,3,6,7-tetrahydro-[1,3]thiazolo[3,2-a]pyrimidin-5-one
• CAS: 81530-25-8
• 化学式: C₁₂H₁₂N₂OS
• 分子量: 232.306
• InChiKey: UXZDBCUMONUNIE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  58
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  5-Oxo-7-phenyl-2,3,6,7-tetrahydro-5H-thiazolo[3,2-a]pyrimidine-6-carboxylic acid ethyl ester 在 sodium chloride 作用下， 以 二甲基亚砜 为溶剂， 反应 6.0h， 以50%的产率得到5-oxo-7-phenyl-2,3,6,7-tetrahydro-5H-thiazolo<3,2-a>pyrimidine
  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

• 2,3,6,7-Tetrahydrothiazolo[3,2-a]pyrimidine derivatives having
  申请人：Rhone-Poulenc Industries

  公开号：US04419356A1

  公开（公告）日：1983-12-06

  Thiazolo[3,2-a]pyrimidine derivative of the formula: ##STR1## wherein R represents phenyl, alkyl of 1 through 4 carbon atoms, alkyl of 1 through 4 carbon atoms substituted by 1 through 3 halogen atom, alkenyl of 2 through 4 carbon atoms, or cycloalkyl of 3 through 6 carbon atoms and R.sub.1 represents hydrogen, or R and R.sub.1 each represent phenyl or unsubstituted alkyl of 1 through 4 carbon atoms, or R and R.sub.1 together represent an alkylene radical of 4 or 5 carbon atoms, and R.sub.2 and R.sub.3 each represent hydrogen or unsubstituted alkyl of 1 through 4 carbon atoms, or R and R.sub.1 each represent hydrogen, and one of R.sub.2 and R.sub.3 represents hydrogen and the other represents unsubstituted alkyl of 1 through 4 carbon atoms, or R.sub.2 and R.sub.3 both represent unsubstituted alkyl of 1 through 4 carbon atoms, are new compounds possessing pharmacological properties. They are especially useful in the treatment of rheumatic disease or allergic states, or as analgesics. Processes for the preparation of the compounds are described.

  该化合物为Thiazolo [3,2-a]吡咯嘧啶衍生物，其化学式为：##STR1## 其中R代表苯基，1至4个碳原子的烷基，1至4个碳原子的烷基被1至3个卤素原子取代，2至4个碳原子的烯基或3至6个碳原子的环烷基，R.sub.1代表氢，或R和R.sub.1各自代表苯基或未取代的1至4个碳原子的烷基，或R和R.sub.1一起代表4或5个碳原子的烷基，R.sub.2和R.sub.3各自代表氢或未取代的1至4个碳原子的烷基，或R和R.sub.1各自代表氢，而R.sub.2和R.sub.3中的一个代表氢，另一个代表未取代的1至4个碳原子的烷基，或R.sub.2和R.sub.3都代表未取代的1至4个碳原子的烷基，是具有药理学特性的新化合物。它们在治疗风湿病或过敏状态或作为镇痛剂方面特别有用。描述了制备该化合物的过程。
• 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.
• 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：——
• FARGE, D.;FABRE, J. -L.;JAMES, C.;DEBARRE, F.
  作者：FARGE, D.、FABRE, J. -L.、JAMES, C.、DEBARRE, F.

  DOI：——

  日期：——
• US4419356A
  申请人：——

  公开号：US4419356A

  公开（公告）日：1983-12-06