(R)-6-(3-amino-3-methylpiperidin-1-yl)-5-(2-chloro-5-fluorobenzyl)-3-methyl-3H-pyrrolo[3,2-d]pyrimidin-4(5H)-one hydrochloride | 1262098-43-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯并嘧啶类
• 英文名称: (R)-6-(3-amino-3-methylpiperidin-1-yl)-5-(2-chloro-5-fluorobenzyl)-3-methyl-3H-pyrrolo[3,2-d]pyrimidin-4(5H)-one hydrochloride
• 英文别名: 6-[(3R)-3-amino-3-methylpiperidin-1-yl]-5-[(2-chloro-5-fluorophenyl)methyl]-3-methylpyrrolo[3,2-d]pyrimidin-4-one
• CAS: 1262098-43-0
• 化学式: C₂₀H₂₃ClFN₅O
• 分子量: 403.887
• InChiKey: BCRJVJZWHUSECZ-HXUWFJFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  28
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  66.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (R)-6-(3-amino-3-methylpiperidin-1-yl)-5-(2-chloro-5-fluorobenzyl)-3-methyl-3H-pyrrolo[3,2-d]pyrimidin-4(5H)-one hydrochloride 在 盐酸 作用下， 以 乙醚 、 氯仿 为溶剂， 生成 6-[(3R)-3-amino-3-methylpiperidin-1-yl]-5-[(2-chloro-5-fluorophenyl)methyl]-3-methylpyrrolo[3,2-d]pyrimidin-4-one;hydrochloride
  参考文献：
  名称：

  Discovery of new chemotype dipeptidyl peptidase IV inhibitors having (R)-3-amino-3-methyl piperidine as a pharmacophore

  摘要：

  Structures containing the (R)-3-amino-3-methyl piperidine unit as a new pharmacophore moiety have been shown to possess moderate inhibitory activity for DPP-4 with good pharmacokinetics profile. One of these compounds was found to have good oral bioavailability and PK/PD profile in ZF-rat. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.10.101
• 作为产物：
  描述：

  tert-butyl (R)-6-(3-((tert-butoxycarbonyl)amino)-3-methylpiperidin-1-yl)-5-(2-chloro-5-fluorobenzyl)-3-methyl-4-oxo-4,5-dihydro-3H-pyrrolo[3,2-d]pyrimidine-7-carboxylate 在 水 、 苯磺酸 作用下， 反应 3.0h， 生成 (R)-6-(3-amino-3-methylpiperidin-1-yl)-5-(2-chloro-5-fluorobenzyl)-3-methyl-3H-pyrrolo[3,2-d]pyrimidin-4(5H)-one hydrochloride
  参考文献：
  名称：

  Discovery of new chemotype dipeptidyl peptidase IV inhibitors having (R)-3-amino-3-methyl piperidine as a pharmacophore

  摘要：

  Structures containing the (R)-3-amino-3-methyl piperidine unit as a new pharmacophore moiety have been shown to possess moderate inhibitory activity for DPP-4 with good pharmacokinetics profile. One of these compounds was found to have good oral bioavailability and PK/PD profile in ZF-rat. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.10.101