2,3-dihydrothiazolo<3,2-c>pyrimidine-5,7-diones | 149221-53-4

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2,3-dihydrothiazolo<3,2-c>pyrimidine-5,7-diones
• 英文别名: 2,3-dihydro-thiazolo[3,2-c]pyrimidine-5,7-dione；2,3-Dihydro-thiazolo[3,2-c]pyrimidin-5,7-dion；2,3-Dihydro-[1,3]thiazolo[3,2-c]pyrimidine-5,7-dione
• CAS: 149221-53-4
• 化学式: C₆H₆N₂O₂S
• 分子量: 170.192
• InChiKey: KPDMLQMJKRDRCN-UHFFFAOYSA-N

物化性质

• 密度：
  1.59±0.1 g/cm3(Predicted)

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：
  0.33
• 拓扑面积：
  74.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,3-dihydrothiazolo<3,2-c>pyrimidine-5,7-diones 在 硫酸 、 硝酸 作用下， 反应 1.0h， 以59.7%的产率得到8-nitro-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：

  2,3-dihydro-thiazolo[3,2-a]pyrimidine-5,7-dione 在 硫酸 、 溶剂黄146 作用下， 以 水 为溶剂， 反应 3.0h， 以41.1%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

文献信息

• Gonadotropin-releasing hormone receptor antagonists and methods relating thereto
  申请人：Neurocrine Biosciences, Inc.

  公开号：US20030109535A1

  公开（公告）日：2003-06-12

  GnRH receptor antagonists are disclosed which have utility in the treatment of a variety of sex-hormone related conditions in both men and women. The compounds of this invention have the structure: 1 wherein A, R 1 , R 2 , R 3a , R 3b , R 4 , R 5 , R 6 , and n are as defined herein, including stereoisomers, prodrugs and pharmaceutically acceptable salts thereof. Also disclosed are compositions containing a compound of this invention in combination with a pharmaceutically acceptable carrier, as well as methods relating to the use thereof for antagonizing gonadotropin-releasing hormone in a subject in need thereof.

  GnRH受体拮抗剂已被披露，对男性和女性的各种与性激素有关的疾病具有治疗作用。本发明的化合物具有以下结构：其中A、R1、R2、R3a、R3b、R4、R5、R6和n的定义如本文所述，包括立体异构体、前药和其药用可接受的盐。还披露了含有本发明化合物的组合物与药用可接受载体，以及与使用该化合物在需要的受试者中拮抗促性腺激素释放激素相关的方法。
• The Synthesis of Pyrimidine and Purine Derivatives of Cystamine and of a New Type of Thiazolidinopyrimidine¹
  作者：Alan Hart Nathan、Marston Taylor Bogert

  DOI：10.1021/ja01854a015

  日期：1941.9
• Efficient synthesis of bicyclic oxazolino- and thiazolino[3,2-c]pyrimidine-5,7-diones and its application to the synthesis of GnRH antagonists
  作者：Joseph Pontillo、Chen Chen

  DOI：10.1016/j.bmcl.2005.01.009

  日期：2005.3

  Treatment of various 2-methyl oxazolines or thiazolines with chlorocarbonyl isocyanate gives the corresponding bicyclic oxazolino- or thiazolino[3,2-c]pyrimidin-5,7-dione derivatives in very good yield. This reaction has been applied to the rapid syntheses of human gonadotropin-releasing hormone (hGnRH) receptor antagonists for SAR study, resulting in 13e with binding affinity in the low nanomolar range (4.5 nM). (c) 2005 Elsevier Ltd. All rights reserved.
• GONADOTROPIN-RELEASING HORMONE RECEPTOR ANTAGONISTS
  申请人：Neurocrine Biosciences, Inc.

  公开号：EP1412363A1

  公开（公告）日：2004-04-28
• US6740656B2
  申请人：——

  公开号：US6740656B2

  公开（公告）日：2004-05-25