tetrahydro-N-hydroxy-4-[[4-(4-phenyl-1-piperazinyl)phenyl]sulfonyl]-2H-pyran-4-carboxamide | 226393-76-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: tetrahydro-N-hydroxy-4-[[4-(4-phenyl-1-piperazinyl)phenyl]sulfonyl]-2H-pyran-4-carboxamide
• 英文别名: N-hydroxy-4-(4-(4-phenylpiperazin-1-yl)phenylsulfonyl)tetrahydro-2H-pyran-4-carboxamide；N-hydroxy-4-[4-(4-phenylpiperazin-1-yl)phenyl]sulfonyloxane-4-carboxamide
• CAS: 226393-76-6
• 化学式: C₂₂H₂₇N₃O₅S
• 分子量: 445.539
• InChiKey: XFIZGIIZTOASLY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  31
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  108
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  N-hydroxy-4-(4-(4-(2-methoxyphenyl)piperidin-1-yl)phenylsulfonyl)tetrahydro-2H-pyran-4-carboxamide 在 水 、 三氟乙酸 作用下， 生成 tetrahydro-N-hydroxy-4-[[4-(4-phenyl-1-piperazinyl)phenyl]sulfonyl]-2H-pyran-4-carboxamide
  参考文献：
  名称：

  Orally bioavailable dual MMP-1/MMP-14 sparing, MMP-13 selective α-sulfone hydroxamates

  摘要：

  A series of phenyl piperidine alpha-sulfone hydroxamate derivatives has been prepared utilizing a combination of solution-phase and resin-bound library technologies to afford compounds that are potent and highly selective for MMP-13, are dual-sparing of MMP-1 and MMP-14 (MT1-MMP) and exhibit oral bioavailability in rats. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.04.130

文献信息

• [EN] AROMATIC SULFONE HYDROXAMIC ACID METALLOPROTEASE INHIBITOR<br/>[FR] INHIBITEUR DE METALLOPROTEASE A BASE D'ACIDE HYDROXAMIQUE AROMATIQUE SULFONÉ
  申请人：SEARLE & CO

  公开号：WO2000050396A1

  公开（公告）日：2000-08-31

  A treatment process is disclosed that comprises administering an effective amount of an aromatic sulfone hydroxamic acid that exhibits excellent inhibitory activity of one or more matrix metalloprotease (MMP) enzymes, such as MMP-2, MMP-9 and MMP-13, while exhibiting substantially less inhibition at least of MMP-1 to a host having a condition associated with pathological matrix metalloprotease activity. Also disclosed are metalloprotease inhibitor compounds having those selective activities, processes for manufacture of such compounds and pharmaceutical compositions using an inhibitor.

  本发明公开了一种治疗过程，包括向患有与病理性基质金属蛋白酶活性相关的疾病的宿主施用一种具有出色抑制活性的芳香基磺酮羟肟酸的有效量，例如MMP-2、MMP-9和MMP-13，同时对至少MMP-1的抑制作用明显较小。此外，还公开了具有这些选择性活性的金属蛋白酶抑制剂化合物，制造这种化合物的过程以及使用抑制剂的制药组合物。
• AROMATIC SULFONE HYDROXAMIC ACID METALLOPROTEASE INHIBITOR
  申请人：——

  公开号：US20010014688A1

  公开（公告）日：2001-08-16

  A treatment process is disclosed that comprises administering an effective amount of an aromatic sulfone hydroxamic acid that exhibits excellent inhibitory activity of one or more matrix metalloprotease (MMP) enzymes, such as MMP-2, MMP-9 and MMP-13, while exhibiting substantially less inhibition at least of MMP-1 to a host having a condition associated with pathological matrix metalloprotease activity. Also disclosed are metalloprotease inhibitor compounds having those selective activities, processes for manufacture of such compounds and pharmaceutical compositions using an inhibitor.

  本发明涉及一种治疗过程，包括向患有与病理基质金属蛋白酶活性相关的状况的宿主施用有效量的芳香磺酮羟肟酸，该芳香磺酮羟肟酸表现出优异的抑制活性，可抑制一种或多种基质金属蛋白酶(MMP)酶，如MMP-2、MMP-9和MMP-13，同时对MMP-1的抑制显著较少。还揭示了具有这些选择性活性的金属蛋白酶抑制剂化合物、制造这种化合物的工艺以及使用抑制剂的制药组合物。
• Aromatic sulfone hydroxamic acid metalloprotease inhibitor
  申请人：——

  公开号：US20020177588A1

  公开（公告）日：2002-11-28

  A treatment process is disclosed that comprises administering an effective amount of an aromatic sulfone hydroxamic acid that exhibits excellent inhibitory activity of one or more matrix metalloprotease (MMP) enzymes, such as MMP-2, MMP-9 and MMP-13, while exhibiting substantially less inhibition at least of MMP-1 to a host having a condition associated with pathological matrix metalloprotease activity. Also disclosed are metalloprotease inhibitor compounds having those selective activities, processes for manufacture of such compounds and pharmaceutical compositions using an inhibitor.

  本发明揭示了一种治疗过程，包括向患有与病理性基质金属蛋白酶活性相关的病症的宿主施用一种有效量的芳香族磺酰羟肟酸，该芳香族磺酰羟肟酸在MMP-2、MMP-9和MMP-13等一种或多种基质金属蛋白酶（MMP）酶活性上表现出优异的抑制活性，同时在至少MMP-1的抑制上表现出明显较少的抑制。还揭示了具有这些选择性活性的金属蛋白酶抑制剂化合物、制造这种化合物的过程以及使用抑制剂的制药组合物。
• AROMATIC SULFONS HYDROXAMIC ACID METALLOPROTEASE INHIBITOR
  申请人：G.D. Searle & Co.

  公开号：EP1230219A1

  公开（公告）日：2002-08-14
• US6750233B2
  申请人：——

  公开号：US6750233B2

  公开（公告）日：2004-06-15