methyl N-[2-[8-(2-chlorophenyl)-2-methyl-6-(4-methylpiperazin-1-yl)purin-9-yl]ethyl]carbamate | 1335132-32-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: methyl N-[2-[8-(2-chlorophenyl)-2-methyl-6-(4-methylpiperazin-1-yl)purin-9-yl]ethyl]carbamate
• CAS: 1335132-32-5
• 化学式: C₂₁H₂₆ClN₇O₂
• 分子量: 443.936
• InChiKey: ANQDZRSJEJYATQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  31
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  88.4
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  methyl N-[2-[8-(2-chlorophenyl)-2-methyl-6-(4-methylpiperazin-1-yl)purin-9-yl]ethyl]carbamate 在 盐酸 作用下， 以 乙醚 为溶剂， 反应 2.0h， 生成 methyl N-[2-[8-(2-chlorophenyl)-2-methyl-6-(4-methylpiperazin-1-yl)purin-9-yl]ethyl]carbamate hydrochloride
  参考文献：
  名称：

  [EN] PURINE COMPOUNDS USED AS CB2 AGONISTS
  [FR] COMPOSÉS DE PURINE UTILISÉS COMME AGONISTES DE CB2

  摘要：

  公式（I）的化合物及用于治疗疼痛的药物组成。

  公开号：

  WO2011123482A1
• 作为产物：
  描述：

  methyl (2-((5-amino-6-chloro-2-methylpyrimidin-4-yl)amino)ethyl)carbamate 在 15percent FeCl₃ on SiO₂ 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 乙醇 为溶剂， 生成 methyl N-[2-[8-(2-chlorophenyl)-2-methyl-6-(4-methylpiperazin-1-yl)purin-9-yl]ethyl]carbamate
  参考文献：
  名称：

  Discovery and optimization of novel purines as potent and selective CB2 agonists

  摘要：

  A focused screening strategy identified thienopyrimidine 1 as a hCB2 cannabinoid receptor agonist with moderate selectivity over the hCB1 receptor. This initial hit suffered from poor in vitro metabolic stability and high in vivo clearance. Structure-activity relationships describe the optimization and modification to a less lipophilic purine core. Examples from this novel series were found to be highly potent and fully efficacious agonists of the human CB2 receptor with excellent selectivity against CB1. Compound 10 possesses good biopharmaceutical properties, is highly water soluble and demonstrates robust oral activity in rodent models of joint pain. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.06.035

文献信息

• PURINE COMPOUNDS USED AS CB2 AGONISTS
  申请人：Hollinshead Sean Patrick

  公开号：US20120329809A1

  公开（公告）日：2012-12-27

  A compound of the formula (I) and pharmaceutical compositions for the treatment of pain.

  公式（I）的化合物和用于治疗疼痛的药物组合物。
• Purine compounds used as CB2 agonists
  申请人：Hollinshead Sean Patrick

  公开号：US08710063B2

  公开（公告）日：2014-04-29

  A compound of the formula: and pharmaceutical compositions for the treatment of pain.

  一种化合物的公式：以及用于治疗疼痛的药物组合物。
• US8710063B2
  申请人：——

  公开号：US8710063B2

  公开（公告）日：2014-04-29
• Discovery and optimization of novel purines as potent and selective CB2 agonists
  作者：Sean P. Hollinshead、Peter C. Astles、Mark G. Chambers、Michael P. Johnson、John Palmer、Michael W. Tidwell

  DOI：10.1016/j.bmcl.2012.06.035

  日期：2012.8

  A focused screening strategy identified thienopyrimidine 1 as a hCB2 cannabinoid receptor agonist with moderate selectivity over the hCB1 receptor. This initial hit suffered from poor in vitro metabolic stability and high in vivo clearance. Structure-activity relationships describe the optimization and modification to a less lipophilic purine core. Examples from this novel series were found to be highly potent and fully efficacious agonists of the human CB2 receptor with excellent selectivity against CB1. Compound 10 possesses good biopharmaceutical properties, is highly water soluble and demonstrates robust oral activity in rodent models of joint pain. (c) 2012 Elsevier Ltd. All rights reserved.
• [EN] PURINE COMPOUNDS USED AS CB2 AGONISTS<br/>[FR] COMPOSÉS DE PURINE UTILISÉS COMME AGONISTES DE CB2
  申请人：LILLY CO ELI

  公开号：WO2011123482A1

  公开（公告）日：2011-10-06

  A compound of the formula (I) and pharmaceutical compositions for the treatment of pain.

  公式（I）的化合物及用于治疗疼痛的药物组成。