1-(3-Fluorophenyl)sulfonyl-4-[4-(trifluoromethyl)phenoxy]piperidine | 308386-31-4

• 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: 1-(3-Fluorophenyl)sulfonyl-4-[4-(trifluoromethyl)phenoxy]piperidine
• CAS: 308386-31-4
• 化学式: C₁₈H₁₇F₄NO₃S
• 分子量: 403.397
• InChiKey: ZLICROCYGZJPRV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  55
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  1-(3-Fluorophenyl)sulfonyl-4-[4-(trifluoromethyl)phenoxy]piperidine 在 叔丁基锂 作用下， 以 N-甲基吡咯烷酮 为溶剂， 反应 20.0h， 生成 2-(2-Methoxy-ethoxy)-6-[4-(4-trifluoromethyl-phenoxy)-piperidine-1-sulfonyl]-benzoic acid
  参考文献：
  名称：

  Selective, orally active MMP inhibitors with an aryl backbone

  摘要：

  This letter describes SAR exploration and rat PK optimization of a series of novel, MMP-1 sparing aryl hydroxamate sulfonamides with activity against MMP-2 and MMP-13. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00487-5
• 作为产物：
  描述：

  4-[4-(trifluoromethyl)-phenoxy]piperidine 、 3-氟苯磺酰氯 在 4-二甲氨基吡啶 、 TEA 作用下， 以 二氯甲烷 为溶剂， 以84%的产率得到1-(3-Fluorophenyl)sulfonyl-4-[4-(trifluoromethyl)phenoxy]piperidine
  参考文献：
  名称：

  Selective, orally active MMP inhibitors with an aryl backbone

  摘要：

  This letter describes SAR exploration and rat PK optimization of a series of novel, MMP-1 sparing aryl hydroxamate sulfonamides with activity against MMP-2 and MMP-13. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00487-5

文献信息

• Sulfonyl aryl hydroxamates and their use as matrix metalloprotease inhibitors
  申请人：——

  公开号：US20030073845A1

  公开（公告）日：2003-04-17

  This invention is directed to sulfonyl aromatic hydroxamic acid compounds and salts thereof that, inter alia, inhibit matrix metalloprotease (MMP) activity and/or aggrecanase activity. In some particularly preferred embodiments, the compound corresponds in structure to one of the following formulas: 1 wherein W 2 , the R groups, and —A—R—E—Y are described in more detail in Applicants' specification. This invention also is directed to a process that comprises administering such a compound or pharmaceutically acceptable salt thereof to a host animal having a condition associated with MMP activity.

  本发明涉及磺酰基芳基羟肟酸化合物及其盐，这些化合物在抑制基质金属蛋白酶（MMP）活性和/或聚集素酶活性方面具有作用。在一些特别优选的实施方式中，该化合物的结构符合以下公式之一：其中W2、R基团和—A—R—E—Y在申请人的说明书中有更详细的描述。本发明还涉及一种过程，该过程包括向患有与MMP活性相关的病况的宿主动物施用这种化合物或其药用可接受盐。
• [EN] HYDROXAMIC ACID DERIVATIVES AS MATRIX METALLOPROTEASE INHIBITORS<br/>[FR] COMPOSES SULFONYLE ARYLE OU HETEROARYLE D'ACIDE HYDROXAMIQUE
  申请人：SEARLE & CO

  公开号：WO2000069819A1

  公开（公告）日：2000-11-23

  A sulfonyl aromatic or heteroaromatic ring hydroxamic acid compound that inter alia inhibits matrix metalloprotease activity is disclosed as are a treatment process that comprises administering a contemplated sulfonyl aromatic or heteroaromatic ring hydroxamic acid compound in an MMP enzyme-inhibiting effective amount to a host having a condition associated with pathological matrix metalloprotease activity. A contemplated compound corresponds in structure to formula (a) wherein W and the R groups are defined elsewhere.

  本发明涉及一种磺酰基芳香族或杂芳香族环羟肟酸化合物，该化合物在抑制基质金属蛋白酶活性方面具有作用，还涉及一种治疗过程，包括向患有与病理基质金属蛋白酶活性相关的病症的宿主中投与考虑到的磺酰基芳香族或杂芳香族环羟肟酸化合物，其剂量足以抑制MMP酶活性。 考虑到的化合物在结构上对应于公式（a），其中W和R基在其他地方定义。
• HYDROXAMIC ACID DERIVATIVES AS MATRIX METALLOPROTEASE INHIBITORS
  申请人：G.D. SEARLE & CO.

  公开号：EP1177173A1

  公开（公告）日：2002-02-06
• USE OF SULFONYL ARYL OR HETEROARYL HYDROXAMIC ACIDS AND DERIVATIVES THEREOF AS AGGRECANASE INHIBITORS
  申请人：Pharmacia Corporation

  公开号：EP1406602A2

  公开（公告）日：2004-04-14
• SULPHONYL ARYL HYDROXAMATES AND THEIR USE AS MMP INHIBITORS
  申请人：Pharmacia Corporation

  公开号：EP1406626A2

  公开（公告）日：2004-04-14