(1R,5S,6r)-6-((3-chlorophenoxy)methyl)-3-azabicyclo[3.1.0]hexane | 958254-72-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (1R,5S,6r)-6-((3-chlorophenoxy)methyl)-3-azabicyclo[3.1.0]hexane
• CAS: 958254-72-3
• 化学式: C₁₂H₁₄ClNO
• 分子量: 223.702
• InChiKey: KHTJYQCWTVXSMM-GDNZZTSVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.18
• 重原子数：
  15.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  21.26
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (1R,5S,6r)-6-((3-chlorophenoxy)methyl)-3-azabicyclo[3.1.0]hexane 、 1-methyl-1H-imidazo[4,5-c]pyridine-2-carbaldehyde 在 magnesium sulfate 、 三乙胺 、 三乙酰氧基硼氢化钠 作用下， 以 二氯甲烷 为溶剂， 生成 2-(((1R,5S,6r)-6-((3-chlorophenoxy)methyl)-3-azabicyclo[3.1.0]hexan-3-yl)methyl)-1-methyl-1H-imidazo[4,5-c]pyridine
  参考文献：
  名称：

  3-(Imidazolyl methyl)-3-aza-bicyclo[3.1.0]hexan-6-yl)methyl ethers: A novel series of mGluR2 positive allosteric modulators

  摘要：

  The synthesis and structure-activity relationship (SAR) of a novel series of 3-(imidazolyl methyl)-3-aza-bicyclo[3.1.0]hexan-6-yl)methyl ethers, derived from a high throughput screening (HTS), are described. Subsequent optimization led to identification of potent, metabolically stable and orally available mGluR2 positive allosteric modulators (PAMs). (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.09.026

文献信息

• [EN] AZABENZIMIDAZOLYL COMPOUNDS<br/>[FR] COMPOSÉS D'AZABENZIMIDAZOLYLE
  申请人：PFIZER PROD INC

  公开号：WO2007135529A2

  公开（公告）日：2007-11-29

  [EN] Compounds and pharmaceutically acceptable salts of the compounds are disclosed, wherein the compounds have the structure of Formula (I): or a pharmaceutically acceptable salt thereof, wherein R¹⁷, R², X⁴, X⁹, X⁵, X⁶, R⁸, X², Y¹ and n are as defined in the detailed description of the invention. Corresponding pharmaceutical compositions, methods of treatment, methods of synthesis, and intermediates are also disclosed.
  [FR] L'invention concerne des composés et des sels pharmaceutiquement acceptables desdits composés, lesdits composés ou sels pharmaceutiquement acceptables étant représentés par la formule (I), dans laquelle R¹⁷, R², X⁴, X⁹, X⁵, X⁶, R⁸, X², Y¹ et n sont tels que définis dans le descriptif détaillé de l'invention. L'invention se rapporte également à des compositions pharmaceutiques, méthodes de traitements, procédés de synthèse et intermédiaires associés.
• 3-(Imidazolyl methyl)-3-aza-bicyclo[3.1.0]hexan-6-yl)methyl ethers: A novel series of mGluR2 positive allosteric modulators
  作者：Lei Zhang、Bruce N. Rogers、Allen J. Duplantier、Stanley F. McHardy、Ivan Efremov、Helen Berke、Weimin Qian、Andy Q. Zhang、Noha Maklad、John Candler、Angela C. Doran、John T. Lazzaro、Alan H. Ganong

  DOI：10.1016/j.bmcl.2008.09.026

  日期：2008.10

  The synthesis and structure-activity relationship (SAR) of a novel series of 3-(imidazolyl methyl)-3-aza-bicyclo[3.1.0]hexan-6-yl)methyl ethers, derived from a high throughput screening (HTS), are described. Subsequent optimization led to identification of potent, metabolically stable and orally available mGluR2 positive allosteric modulators (PAMs). (c) 2008 Elsevier Ltd. All rights reserved.