3-(3,4-Dichlorophenyl)-3-(2-methanesulphonyloxyethyl)-1-phenylsulphonylpiperidine | 193755-89-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 3-(3,4-Dichlorophenyl)-3-(2-methanesulphonyloxyethyl)-1-phenylsulphonylpiperidine
• 英文别名: 2-[1-(Benzenesulfonyl)-3-(3,4-dichlorophenyl)piperidin-3-yl]ethyl methanesulfonate
• CAS: 193755-89-4
• 化学式: C₂₀H₂₃Cl₂NO₅S₂
• 分子量: 492.444
• InChiKey: XLKROETZGHXZTQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  97.5
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4-(氮杂环丁-3-基)吗啉盐酸盐 、 3-(3,4-Dichlorophenyl)-3-(2-methanesulphonyloxyethyl)-1-phenylsulphonylpiperidine 在 potassium carbonate 、 三乙胺 作用下， 以 乙腈 为溶剂， 生成 4-[1-[2-[1-(Benzenesulfonyl)-3-(3,4-dichlorophenyl)piperidin-3-yl]ethyl]azetidin-3-yl]morpholine
  参考文献：
  名称：

  4-Amino-2-(aryl)-butylbenzamides and Their conformationally constrained analogues. Potent antagonists of the human neurokinin-2 (NK2) receptor

  摘要：

  A library, evaluating a range of piperazines, piperidines and acyclic amines, as replacements for the 4-hydroxy-4-phenylpiperidine moiety in lead (1b) was prepared. These efforts identified the 4-((N)-benzimidazolone)piperidine analogue (2a) which was further optimised using classical single-compound synthesis to yield the 3-((N)-morpholino)azetidine (2j). Conformationally constrained analogues of (2j), generally offered no potency advantage in this particular series. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00343-3
• 作为产物：
  描述：

  3,4-二氯苯乙腈 在 镍 盐酸 、 dimethyl sulfide borane 、 氢气 、 sodium hydride 、 三乙胺 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 3-(3,4-Dichlorophenyl)-3-(2-methanesulphonyloxyethyl)-1-phenylsulphonylpiperidine
  参考文献：
  名称：

  4-Amino-2-(aryl)-butylbenzamides and Their conformationally constrained analogues. Potent antagonists of the human neurokinin-2 (NK2) receptor

  摘要：

  A library, evaluating a range of piperazines, piperidines and acyclic amines, as replacements for the 4-hydroxy-4-phenylpiperidine moiety in lead (1b) was prepared. These efforts identified the 4-((N)-benzimidazolone)piperidine analogue (2a) which was further optimised using classical single-compound synthesis to yield the 3-((N)-morpholino)azetidine (2j). Conformationally constrained analogues of (2j), generally offered no potency advantage in this particular series. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00343-3

文献信息

• 3-AZETIDINYLALKYLPIPERIDINES OR -PYRROLIDINES AS TACHYKININ ANTAGONISTS
  申请人：Pfizer Research and Development Company, N.V./S.A.

  公开号：EP0871623B1

  公开（公告）日：2003-02-12
• US6242438B1
  申请人：——

  公开号：US6242438B1

  公开（公告）日：2001-06-05
• 4-Amino-2-(aryl)-butylbenzamides and Their conformationally constrained analogues. Potent antagonists of the human neurokinin-2 (NK2) receptor
  作者：A.Roderick MacKenzie、Allan P. Marchington、Donald S. Middleton、Sandra D. Newman、Christopher N. Selway、Nicholas K. Terrett

  DOI：10.1016/s0960-894x(03)00343-3

  日期：2003.7

  A library, evaluating a range of piperazines, piperidines and acyclic amines, as replacements for the 4-hydroxy-4-phenylpiperidine moiety in lead (1b) was prepared. These efforts identified the 4-((N)-benzimidazolone)piperidine analogue (2a) which was further optimised using classical single-compound synthesis to yield the 3-((N)-morpholino)azetidine (2j). Conformationally constrained analogues of (2j), generally offered no potency advantage in this particular series. (C) 2003 Elsevier Science Ltd. All rights reserved.