5-amino-2,3-dihydrothiazolo<3,2-a>pyrimidin-7-one | 149221-60-3

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 5-amino-2,3-dihydrothiazolo<3,2-a>pyrimidin-7-one
• 英文别名: 5-amino-2,3-dihydro-7H-thiazolo[3,2-a]pyrimidin-7-one；5-amino-2,3-dihydro-[1,3]thiazolo[3,2-a]pyrimidin-7-one
• CAS: 149221-60-3
• 化学式: C₆H₇N₃OS
• mdl: MFCD00725812
• 分子量: 169.207
• InChiKey: LCQURHNTLABESD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.333
• 拓扑面积：
  84
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-amino-2,3-dihydrothiazolo<3,2-a>pyrimidin-7-one 在 硫酸 作用下， 以 水 为溶剂， 反应 19.0h， 以85.5%的产率得到2,3-dihydrothiazolo<3,2-c>pyrimidine-5,7-diones
  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：

  6-amino-1-(2-hydroxyethyl)-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one 在 甲基磺酰氯 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以6.4 g的产率得到5-amino-2,3-dihydrothiazolo<3,2-a>pyrimidin-7-one
  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

文献信息

• Efficient synthesis of novel chromenopyrido[3,2-e]isothiazolo[2,3-a]pyrimidines via a non-catalytic one-pot three-component reaction
  作者：Maryam Danehchin、Abbas Ali Esmaeili

  DOI：10.1007/s11164-021-04613-5

  日期：2022.2

  Herein, a novel series of chromenopyrido[3,2-e]isothiazolo[2,3-a]pyrimidines were synthesized by a three-component reaction of 4-hydroxy coumarin, aromatic aldehydes, and 5-amino-2,3-dihydro-7H-thiazolo[3,2-a]pyrimidin-7-one under catalyst-free conditions in PEG 400 as a green solvent. The optimal reaction condition of this reaction was determined. The obtained product’s structure was elucidated via

  在此，通过4-羟基香豆素、芳香醛和5-氨基-2,3-二氢的三组分反应合成了一系列新的色烯并[3,2 -e ]异噻唑并[2,3 - a ]嘧啶。 -7 H -thiazolo[3,2 - a ]pyrimidin-7-one 在无催化剂条件下，在 PEG 400 中作为绿色溶剂。确定了该反应的最佳反应条件。通过NMR、IR、质谱和元素分析技术阐明了所得产物的结构。该协议具有多种优点：产量高、反应时间短、无柱层析和绿色反应介质。 图形概要
• ——
  作者：A. A. Yavolovskii、E. I. Ivanov

  DOI：10.1023/a:1013939802384

  日期：——
• Novel polycyclic pyrimidines
  作者：A. A. Yavolovskii、O. S. Timofeev、É. I. Ivanov

  DOI：10.1007/bf02311336

  日期：1998.8
• A new class of potent hypolipemic agents raising high-density lipoproteins. Synthesis, reactions and pharmacological properties
  作者：H FURRER、E GRANZER、R WAGNER

  DOI：10.1016/0223-5234(94)90105-8

  日期：——

  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.