(4'-methoxy-biphenyl-4-sulfonylamino)-piperidin-4-yl-acetic acid methyl ester

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (4'-methoxy-biphenyl-4-sulfonylamino)-piperidin-4-yl-acetic acid methyl ester
• 英文别名: Methyl 2-[[4-(4-methoxyphenyl)phenyl]sulfonylamino]-2-piperidin-4-ylacetate
• 化学式: C₂₁H₂₆N₂O₅S
• 分子量: 418.514
• InChiKey: ATMYTNGUJHHSEN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  29
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  102
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (4'-methoxy-biphenyl-4-sulfonylamino)-piperidin-4-yl-acetic acid methyl ester 在 lithium hydroxide 作用下， 以 甲醇 为溶剂， 生成 (4'-methoxy-biphenyl-4-sulfonylamino)-piperidin-4-yl-acetic acid
  参考文献：
  名称：

  Potent and Selective Carboxylic Acid-Based Inhibitors of Matrix Metalloproteinases

  摘要：

  A novel series of carboxylic acids containing a substituted piperidine were synthesized and tested for inhibition of selected matrix metalloproteinases. Multiple analogues prepared based on this novel design were found to inhibit the target MMPs (MMP-2, -3, -8, -9, and -13) with unprecedented, low nanomolar potency while, at the same time, sparing MMP-1 and MMP-7. Solubility and plasma protein binding of several members of this new series of carboxylic acids were also investigated.

  DOI：

  10.1021/jm015531s
• 作为产物：
  描述：

  2-氨基-2-(1-Boc-4-哌啶基)乙酸甲酯 在 三乙胺 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 (4'-methoxy-biphenyl-4-sulfonylamino)-piperidin-4-yl-acetic acid methyl ester
  参考文献：
  名称：

  Potent and Selective Carboxylic Acid-Based Inhibitors of Matrix Metalloproteinases

  摘要：

  A novel series of carboxylic acids containing a substituted piperidine were synthesized and tested for inhibition of selected matrix metalloproteinases. Multiple analogues prepared based on this novel design were found to inhibit the target MMPs (MMP-2, -3, -8, -9, and -13) with unprecedented, low nanomolar potency while, at the same time, sparing MMP-1 and MMP-7. Solubility and plasma protein binding of several members of this new series of carboxylic acids were also investigated.

  DOI：

  10.1021/jm015531s

文献信息

• Heterocyclic side chain containing, n-substituted metalloprotease inhibitors
  申请人：The Procter & Gamble Company

  公开号：US20030139414A1

  公开（公告）日：2003-07-24

  Disclosed are compounds which are inhibitors of metalloproteases and which are effective in treating conditions characterized by excess activity of these enzymes. In particular, the compounds have a structure according to the following Formula (I): 1 where R 1 , R 2 , R 3 , n, A, E, X, G, G′, M and Z have the meanings described in the specification and the claims, as well as optical isomers, diastereomers and enantiomers of Formula I, and pharmaceutically-acceptable salts, biohydrolyzable amides, esters, and imides thereof. Also described are pharmaceutical compositions comprising these compounds, and methods of treating metalloprotease-related maladies using the compounds or the pharmaceutical compositions.

  本文披露了一种金属蛋白酶抑制剂化合物，对于治疗由这些酶活性过高所导致的疾病具有有效性。具体来说，这些化合物具有以下式（I）所示的结构：其中R1、R2、R3、n、A、E、X、G、G′、M和Z的含义在说明书和索赔中有描述，同时还包括式I的光学异构体、二对映异构体和对映异构体，以及这些化合物的药理学可接受的盐、生物可水解酰胺、酯和酰亚胺。还描述了包含这些化合物的药物组合物，以及使用这些化合物或药物组合物治疗金属蛋白酶相关疾病的方法。
• Heterocyclic side chain containing metalloprotease inhibitors
  申请人：——

  公开号：US20030171400A1

  公开（公告）日：2003-09-11

  The compounds have a structure according to the following Formula (I): 1 are effective in treating conditions characterized by excess activity of metalloprotease enzymes.

  化合物的结构符合以下公式(I)：1，对于具有金属蛋白酶酶活性过度的症状有治疗作用。
• HETEROCYCLIC SIDE CHAIN CONTAINING METALLOPROTEASE INHIBITORS
  申请人：THE PROCTER & GAMBLE COMPANY

  公开号：EP1265863A1

  公开（公告）日：2002-12-18
• HETEROCYCLIC SIDE CHAIN CONTAINING, N-SUBSTITUTED METALLOPROTEASE INHIBITORS
  申请人：THE PROCTER & GAMBLE COMPANY

  公开号：EP1265864A1

  公开（公告）日：2002-12-18
• US6949545B2
  申请人：——

  公开号：US6949545B2

  公开（公告）日：2005-09-27