2,3-dihydro-thiazolo[3,2-a]pyrimidine-5,7-dione | 72211-55-3

• 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: 2,3-dihydro-thiazolo[3,2-a]pyrimidine-5,7-dione
• 英文别名: 5H-Thiazolo[3,2-a]pyrimidine-5,7(6H)-dione,2,3-dihydro-；2,3-dihydro-[1,3]thiazolo[3,2-a]pyrimidine-5,7-dione
• CAS: 72211-55-3
• 化学式: C₆H₆N₂O₂S
• mdl: MFCD07440085
• 分子量: 170.192
• InChiKey: PWVGKYQTRHJBIL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  75
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,3-dihydro-thiazolo[3,2-a]pyrimidine-5,7-dione 在 三氟过氧乙酸 、 硫酸 、 溶剂黄146 作用下， 以 水 、 三氟乙酸 为溶剂， 反应 8.0h， 生成 1-oxo-2,3-dihydrothiazolo<3,2-c>pyrimidine-5,7-dione
  参考文献：
  名称：

  A new class of potent hypolipemic agents raising high-density lipoproteins. Synthesis, reactions and pharmacological properties

  摘要：

  A series of thiazolo[3,2-c]pyrimidin-5,7-diones has been synthesized. Results from in vivo evaluations in rats have shown that many of these compounds produce a pronounced increase of HDL cholesterol and a marked decrease of LDL and VLDL cholesterol. The most potent compound 17 (30 mg/kg/d per os over 7 d in male rats) led to the following changes: HDL cholesterol + 101%, LDL cholesterol -40%, and VLDL cholesterol -98%. These effects may result in antiatherosclerotic properties in these compounds. The preparation of 7-amino-2,3-dihydrothiazolo[3,2-a]pyrimidin-5-ones and 5-amino-2,3-dihydrothiazolo[3,2-a] pyrimidin-7-ones is described.

  DOI：

  10.1016/0223-5234(94)90105-8
• 作为产物：
  描述：

  2-氨基-2-噻唑啉 以88%的产率得到
  参考文献：
  名称：

  GLENNON R. A.; BASS R. G.; SCHUBERT E., J. HETEROCYCL. CHEM., 1979, 16, NO 5, 903-907

  摘要：

  DOI：

文献信息

• One-pot Three-component Synthesis of Novel 1,3,4-Thiadiazole-thiazolo[3,2-<i>a</i>]pyrimidine Derivatives Catalyzed by Molecular Iodine
  作者：Samaneh Ghaffari、Abbas Ali Esmaeili、Amir Khojastehnezhad

  DOI：10.1080/00304948.2021.1971914

  日期：2021.11.2

  (2021). One-pot Three-component Synthesis of Novel 1,3,4-Thiadiazole-thiazolo[3,2-a]pyrimidine Derivatives Catalyzed by Molecular Iodine. Organic Preparations and Procedures International: Vol. 53, No. 6, pp. 537-545.

  (2021)。分子碘催化一锅三组分合成新型1,3,4-噻二唑-噻唑并[3,2-a]嘧啶衍生物。国际有机制剂和程序：卷。53，第 6 期，第 537-545 页。
• Straightforward and simple synthesis of novel pyranodipyrimidine derivatives <i>via</i> reaction of aromatic aldehydes and heterocyclic-1,3-dicarbonyl compound
  作者：Abbas Ali Esmaeili、Fariba Mesbah、Abbas Moradi、Amir Khojastehnezhad、Maryam Khalili

  DOI：10.1080/10426507.2021.1921775

  日期：2021.9.2

  Abstract An efficient and simple procedure has been described for the synthesis of a novel series of polycyclic compounds containing pyranodipyrimidine core via cyclocondensation reaction of 2,3-dihydro-thiazolo[3,2-a]pyrimidine-5,7-dione and aromatic aldehyde derivatives in the presence of diisopropylethylamine as an organo-base catalyst. This procedure gave the desired products in high yields.

  摘要 已经描述了通过2,3-二氢-噻唑并[3,2 - a ]嘧啶-5,7-二酮和芳香醛衍生物的环缩合反应合成一系列新的含有吡喃二嘧啶核的多环化合物的有效且简单的方法在作为有机碱催化剂的二异丙基乙胺存在下。该程序以高产率得到所需产物。
• Efficient synthesis of novel tricyclic fused pyranothiazolopyrimidine derivatives via isocyanide-based three-component reactions
  作者：Mahdieh Zangouei、Abbas Ali Esmaeili、Azizolah Habibi、Ali Reza Fakhari

  DOI：10.1016/j.tet.2014.09.048

  日期：2014.11

  An efficient and facile one-pot synthesis is described for the preparation of novel tricyclic fused pyranothiazolopyrimidines containing both biologically active thiazolopyrimidine and pyranopyrimidine templates via three-component reaction involving an isocyanide with a dialkylacetylenedicarboxylate (DAAD) and 2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-5,7(6H)-dione, in high yields.

  有效和容易的一锅合成是用于经由三组分反应涉及的胩用一个dialkylacetylenedicarboxylate（DAAD）和2,3-二氢-5-制备含有两种生物活性噻唑并嘧啶和pyranopyrimidine模板新颖三环稠pyranothiazolopyrimidines的描述ħ - [1,3]噻唑并[3,2 - a ]嘧啶-5,7（6 H）-二酮，高收率。
• Dashkevich,L.B., Journal of general chemistry of the USSR, 1961, vol. 31, p. 3477 - 3479
  作者：Dashkevich,L.B.

  DOI：——

  日期：——
• Glennon,R.A. et al., Journal of Heterocyclic Chemistry, 1979, vol. 16, p. 903 - 907
  作者：Glennon,R.A. et al.

  DOI：——

  日期：——