methyl 2-amino-7-(2,4-dichlorophenyl)-5-methyl-4,7-dihydro-[1,2,4]-triazolo[1,5-a]pyrimidine-6-carboxylate | 896459-26-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三唑并嘧啶类
• 英文名称: methyl 2-amino-7-(2,4-dichlorophenyl)-5-methyl-4,7-dihydro-[1,2,4]-triazolo[1,5-a]pyrimidine-6-carboxylate
• 英文别名: Methyl 2-amino-7-(2,4-dichlorophenyl)-5-methyl-4,7-dihydro-[1,2,4]-triazolo[1,5-a]pyrimidine-6-carboxylate；methyl 2-amino-7-(2,4-dichlorophenyl)-5-methyl-4,7-dihydro-[1,2,4]triazolo[1,5-a]pyrimidine-6-carboxylate
• CAS: 896459-26-0
• 化学式: C₁₄H₁₃Cl₂N₅O₂
• 分子量: 354.196
• InChiKey: UQUGWULXLCOWRL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  92.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl 2-amino-7-(2,4-dichlorophenyl)-5-methyl-4,7-dihydro-[1,2,4]-triazolo[1,5-a]pyrimidine-6-carboxylate 在 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 二氯甲烷 为溶剂， 生成 methyl 2-amino-7-(2,4-dichlorophenyl)-5-methyl-[1,2,4]-triazolo[1,5-a]pyrimidine-6-carboxylate
  参考文献：
  名称：

  Synthesis and SAR of azolopyrimidines as potent and selective dipeptidyl peptidase-4 (DPP4) inhibitors for type 2 diabetes

  摘要：

  Several pyrazolo-, triazolo-, and imidazolopyrimidines were synthesized and evaluated as inhibitors of DPP4. Of these three classes of compounds, the imidazolopyrimidines displayed the greatest potency and demonstrated excellent selectivity over the other dipeptidyl peptidases. SAR evaluation for these scaffolds was described as they may represent potential treatments for type 2 diabetes. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.06.063
• 作为产物：
  描述：

  3,5-二氨基-1,2,4-三氮唑 、 2,4-二氯苯甲醛 、 乙酰乙酸甲酯 在 哌啶 作用下， 以 四氢呋喃 、 正庚烷 为溶剂， 反应 48.0h， 生成 methyl 2-amino-7-(2,4-dichlorophenyl)-5-methyl-4,7-dihydro-[1,2,4]-triazolo[1,5-a]pyrimidine-6-carboxylate
  参考文献：
  名称：

  WO2006/71752

  摘要：

  公开号：

文献信息

• Azolopyrimidine-based inhibitors of dipeptidyl peptidase IV and methods
  申请人：Meng Wei

  公开号：US20060178377A1

  公开（公告）日：2006-08-10

  Compounds are provided having the formula (I) wherein R, X, Y, A and n are as defined herein.

  提供化合物的公式(I)，其中R、X、Y、A和n的定义如下。
• WO2006/71752
  申请人：——

  公开号：——

  公开（公告）日：——
• AZOLOPYRIMIDINE-BASED INHIBITORS OF DIPEPTIDYL PEPTIDASE IV AND METHODS
  申请人：Bristol-Myers Squibb Company

  公开号：EP1836206B1

  公开（公告）日：2011-03-09
• US7635699B2
  申请人：——

  公开号：US7635699B2

  公开（公告）日：2009-12-22
• Synthesis and SAR of azolopyrimidines as potent and selective dipeptidyl peptidase-4 (DPP4) inhibitors for type 2 diabetes
  作者：Robert P. Brigance、Wei Meng、Aberra Fura、Thomas Harrity、Aiying Wang、Robert Zahler、Mark S. Kirby、Lawrence G. Hamann

  DOI：10.1016/j.bmcl.2010.06.063

  日期：2010.8

  Several pyrazolo-, triazolo-, and imidazolopyrimidines were synthesized and evaluated as inhibitors of DPP4. Of these three classes of compounds, the imidazolopyrimidines displayed the greatest potency and demonstrated excellent selectivity over the other dipeptidyl peptidases. SAR evaluation for these scaffolds was described as they may represent potential treatments for type 2 diabetes. (C) 2010 Elsevier Ltd. All rights reserved.