顺式-4-[(4-氯苯基)磺酰基]-4-(2,5-二氟苯基)环己醇 | 471905-53-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 顺式-4-[(4-氯苯基)磺酰基]-4-(2,5-二氟苯基)环己醇
• 英文名称: Cyclohexanol, 4-[(4-chlorophenyl)sulfonyl]-4-(2,5-difluorophenyl)-, cis-
• 英文别名: cis-4-[(4-chlorophenyl)sulfonyl]-4-(2,5-difluorophenyl)cyclohexanol
• CAS: 471905-53-0
• 化学式: C₁₈H₁₇ClF₂O₃S
• 分子量: 386.847
• InChiKey: RCTIQFHQOVGEJY-UJKQEGAGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.22
• 重原子数：
  25.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  54.37
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  顺式-4-[(4-氯苯基)磺酰基]-4-(2,5-二氟苯基)环己醇 、 氯磺酰异氰酸酯 以 四氢呋喃 为溶剂， 生成 Carbamic acid 4-(4-chloro-benzenesulfonyl)-4-(2,5-difluoro-phenyl)-cyclohexyl ester
  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：

  2-[[(4-氯苯基)硫代]甲基]-1,4-二氟苯 在 sodium tetrahydroborate 、 potassium tert-butylate 、 间氯过氧苯甲酸 、 sodium chloride 作用下， 以 二甲基亚砜 为溶剂， 生成 顺式-4-[(4-氯苯基)磺酰基]-4-(2,5-二氟苯基)环己醇
  参考文献：
  名称：

  Aryl sulfones: a new class of γ-secretase inhibitors

  摘要：

  The development of a novel series of 4-aryl, 4-phenylsulfonyl cyclohexananone-derived gamma-secretase inhibitors for the potential treatment of Alzheimer's disease is described. (c) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.12.017

文献信息

• The conformational bias of aryl, arylsulfonyl geminally substituted tertiary carbon centers: applications in substrate-based stereocontrol
  作者：Jeremy P. Scott、Peter R. Mullens、Sarah E. Brewer、Karel M. J. Brands、Jennifer R. Chilenski、Antony J. Davies、Andrew D. Gibb、David R. Lieberman、Steven F. Oliver、Ulf-H. Dolling

  DOI：10.1039/b601647b

  日期：——

  Intramolecular nitrile oxide–olefin cycloaddition to form hexahydrobenzisoxazole 14, which engenders a phenylsulfonyl, 2,5-difluorophenyl geminally substituted carbon substructure, proceeds with up to 99% ds. A rationalization of the high level of substrate-based stereo-induction observed in this and related ketone and acrylonitrile metallohydride reductions, supported by single crystal X-ray crystallography, is presented.

  分子内氧化腈-烯烃环加成形成六氢苯并异恶唑 14，产生苯磺酰基、2,5-二氟苯基孪位取代的碳亚结构，收率高达 99%。提出了在单晶 X 射线晶体学的支持下，在该反应以及相关的酮和丙烯腈金属氢化物还原中观察到的高水平基于底物的立体诱导的合理化。
• Sulphones which modulate the action of gammasecretase
  申请人：Castro Pineiro Luis Jose

  公开号：US20070213329A1

  公开（公告）日：2007-09-13

  Novel sulphones of Formula I are disclosed: wherein A completes a 4-7 membered ring optionally comprising up to two heteroatoms. The compounds modulate the action of γ-secretase and are therefore useful in the treatment or prevention of Alzheimer's disease.

  公开了一种化学式为I的新型磺酰类化合物：其中A形成一个4-7环，可选地包含最多两个杂原子。这些化合物调节γ-分泌酶的作用，因此可用于治疗或预防阿尔茨海默病。
• Novel cyclohexyl sulphones
  申请人：Churcher Ian

  公开号：US20080045533A1

  公开（公告）日：2008-02-21

  Novel sulphones of formula I are disclosed: The compounds modulate the processing of amyloid precursor protein by gamma-secretase, and hence are useful in the treatment or prevention of Alzheimer's disease.

  公开了化学式为I的新型磺酰化合物：该化合物通过调节γ-分泌酶对淀粉样前体蛋白的处理，因此可用于治疗或预防阿尔茨海默病。
• Sulphones which modulate the action of gamma secretase
  申请人：Castro Pineiro Jose Luis

  公开号：US20090131419A1

  公开（公告）日：2009-05-21

  Disclosed are sulphones which modulate the action of gamma-secretase. The compounds are useful in the treatment or prevention of Alzheimer's disease.

  公开了可以调节γ-分泌酶作用的磺酰化合物。这些化合物对治疗或预防阿尔茨海默病有用。
• JP2005/501120
  申请人：——

  公开号：——

  公开（公告）日：——