Cyclohexanemethanamine,4-[(4-chlorophenyl)sulfonyl]-4-(2,5-difluorophenyl)-, cis- | 679431-10-8

• 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: Cyclohexanemethanamine,4-[(4-chlorophenyl)sulfonyl]-4-(2,5-difluorophenyl)-, cis-
• CAS: 679431-10-8
• 化学式: C₁₉H₂₀ClF₂NO₂S
• 分子量: 399.889
• InChiKey: PYQLLIPYNDWNOP-XVDXERDNSA-N

物化性质

• 沸点：
  544.2±50.0 °C(Predicted)
• 密度：
  1.326±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.44
• 重原子数：
  26.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  60.16
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  Cyclohexanemethanamine,4-[(4-chlorophenyl)sulfonyl]-4-(2,5-difluorophenyl)-, cis- 、 乙酸酐 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  4-Substituted cyclohexyl sulfones as potent, orally active γ-secretase inhibitors

  摘要：

  The protease gamma-secretase plays a pivotal role in the synthesis of pathogenic amyloid-beta in Alzheimer's disease. Here, we report a further extension to a series of cyclohexyl sulfone-based gamma-secretase inhibitors which has allowed the preparation of highly potent compounds which also demonstrate robust A beta(40) lowering in vivo (e.g., compound 32, MED 1 mg/kg p.o. in APP-YAC mice). (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.10.009
• 作为产物：
  描述：

  [4-(4-Chloro-benzenesulfonyl)-4-(2,5-difluoro-phenyl)-cyclohexyl]-acetic acid ethyl ester 在 lithium hydroxide 、 sodium azide 、 草酰氯 、 四丁基溴化铵 、 氢溴酸 、 溶剂黄146 作用下， 以 四氢呋喃 、 甲醇 、 N,N-二甲基甲酰胺 、 苯 为溶剂， 生成 Cyclohexanemethanamine,4-[(4-chlorophenyl)sulfonyl]-4-(2,5-difluorophenyl)-, cis-
  参考文献：
  名称：

  4-Substituted cyclohexyl sulfones as potent, orally active γ-secretase inhibitors

  摘要：

  The protease gamma-secretase plays a pivotal role in the synthesis of pathogenic amyloid-beta in Alzheimer's disease. Here, we report a further extension to a series of cyclohexyl sulfone-based gamma-secretase inhibitors which has allowed the preparation of highly potent compounds which also demonstrate robust A beta(40) lowering in vivo (e.g., compound 32, MED 1 mg/kg p.o. in APP-YAC mice). (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.10.009

文献信息

• [EN] CYCLOHEXYL SULPHONE DERIVATIVES AS GAMMA-SECRETASE INHIBITORS<br/>[FR] UTILISATION DE DERIVES DE CYCLOHEXYLE SULFONE COMME INHIBITEURS DE LA GAMMA-SECRETASE
  申请人：MERCK SHARP & DOHME

  公开号：WO2004031137A1

  公开（公告）日：2004-04-15

  Compounds of formula (I) inhibit the processing of APP by gamma-secretase, and hence are useful in treatment of Alzheimer's disease.

  式(I)的化合物抑制γ-分泌酶对APP的加工，因此在治疗阿尔茨海默病方面是有用的。
• 4-Substituted cyclohexyl sulfones as potent, orally active γ-secretase inhibitors
  作者：Ian Churcher、Dirk Beher、Jonathan D. Best、José L. Castro、Earl E. Clarke、Amy Gentry、Timothy Harrison、Laure Hitzel、Euan Kay、Sonia Kerrad、Huw D. Lewis、Pablo Morentin-Gutierrez、Russell Mortishire-Smith、Paul J. Oakley、Michael Reilly、Duncan E. Shaw、Mark S. Shearman、Martin R. Teall、Susie Williams、Jonathan D.J. Wrigley

  DOI：10.1016/j.bmcl.2005.10.009

  日期：2006.1

  The protease gamma-secretase plays a pivotal role in the synthesis of pathogenic amyloid-beta in Alzheimer's disease. Here, we report a further extension to a series of cyclohexyl sulfone-based gamma-secretase inhibitors which has allowed the preparation of highly potent compounds which also demonstrate robust A beta(40) lowering in vivo (e.g., compound 32, MED 1 mg/kg p.o. in APP-YAC mice). (c) 2005 Elsevier Ltd. All rights reserved.