exo-8-[bis(2-chlorophenyl)methyl]-3-(2-pyridinyl)-8-azabicyclo[3.2.1]octane | 936253-65-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: exo-8-[bis(2-chlorophenyl)methyl]-3-(2-pyridinyl)-8-azabicyclo[3.2.1]octane
• CAS: 936253-65-5
• 化学式: C₂₅H₂₄Cl₂N₂
• 分子量: 423.385
• InChiKey: TYLQNPVGILBSQQ-REPLKXPHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.89
• 重原子数：
  29.0
• 可旋转键数：
  4.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  16.13
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  exo-8-[bis(2-chlorophenyl)methyl]-3-(2-pyridinyl)-8-azabicyclo[3.2.1]octane 在 platinum(IV) oxide 、 氢气 作用下， 以 二氯甲烷 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 反应 24.0h， 以94%的产率得到exo-8-[bis(2-chlorophenyl)methyl]-3-(2-piperidinyl)-8-azabicyclo[3.2.1]octane
  参考文献：
  名称：

  Discovery of Orally Active 3-Pyridinyl-tropane As a Potent Nociceptin Receptor Agonist for the Management of Cough

  摘要：

  A series of 3-pyridinyl-tropane analogues based on previously reported compound 1 have been synthesized and shown to bind to the nociceptin receptor with high affinity. From the SAR study and our lead optimization efforts, compound 10 was found to possess potent oral antitussive activity in the capsaicin-induced guinea pig model. The rationale for compound selection and the biological profile of the optimized lead (10) are disclosed.

  DOI：

  10.1021/jm9008218
• 作为产物：
  描述：

  在 乙二醇 、 sodium hydroxide 作用下， 生成 exo-8-[bis(2-chlorophenyl)methyl]-3-(2-pyridinyl)-8-azabicyclo[3.2.1]octane
  参考文献：
  名称：

  Discovery of Orally Active 3-Pyridinyl-tropane As a Potent Nociceptin Receptor Agonist for the Management of Cough

  摘要：

  A series of 3-pyridinyl-tropane analogues based on previously reported compound 1 have been synthesized and shown to bind to the nociceptin receptor with high affinity. From the SAR study and our lead optimization efforts, compound 10 was found to possess potent oral antitussive activity in the capsaicin-induced guinea pig model. The rationale for compound selection and the biological profile of the optimized lead (10) are disclosed.

  DOI：

  10.1021/jm9008218

文献信息

• WO2007/53435
  申请人：——

  公开号：——

  公开（公告）日：——
• Discovery of Orally Active 3-Pyridinyl-tropane As a Potent Nociceptin Receptor Agonist for the Management of Cough
  作者：Shu-Wei Yang、Ginny Ho、Deen Tulshian、William J. Greenlee、John Anthes、Xiomara Fernandez、Robbie L. McLeod、John A. Hey、Xiaoying Xu

  DOI：10.1021/jm9008218

  日期：2009.9.10

  A series of 3-pyridinyl-tropane analogues based on previously reported compound 1 have been synthesized and shown to bind to the nociceptin receptor with high affinity. From the SAR study and our lead optimization efforts, compound 10 was found to possess potent oral antitussive activity in the capsaicin-induced guinea pig model. The rationale for compound selection and the biological profile of the optimized lead (10) are disclosed.