2-chloromethyl-4-propyl-5-methyl-1,2,5-thiadiazolidin-3-one 1,1-dioxide | 176672-84-7

• 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: 2-chloromethyl-4-propyl-5-methyl-1,2,5-thiadiazolidin-3-one 1,1-dioxide
• 英文别名: 4-n-propyl-5-methyl-2-chloromethyl-1,2,5-thiadiazolidin-3-one 1,1-dioxide；2-chloromethyl-4-propyl-5-methyl-1,2,5-thiadiazolidin-3-one 1,1dioxide；2-(chloromethyl)-5-methyl-1,1-dioxo-4-propyl-1,2,5-thiadiazolidin-3-one
• CAS: 176672-84-7
• 化学式: C₇H₁₃ClN₂O₃S
• 分子量: 240.711
• InChiKey: OEXFBTHZFWWIFD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  66.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-chloromethyl-4-propyl-5-methyl-1,2,5-thiadiazolidin-3-one 1,1-dioxide 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 间氯过氧苯甲酸 作用下， 生成 2-Benzenesulfonylmethyl-5-methyl-1,1-dioxo-4-propyl-1λ⁶-[1,2,5]thiadiazolidin-3-one
  参考文献：
  名称：

  A General Inhibitor Scaffold for Serine Proteases with a (Chymo)trypsin-Like Fold:  Solution-Phase Construction and Evaluation of the First Series of Libraries of Mechanism-Based Inhibitors

  摘要：

  DOI：

  10.1021/ja990160e
• 作为产物：
  描述：

  2-Hydroxymethyl-5-methyl-1,1-dioxo-4-propyl-1λ⁶-[1,2,5]thiadiazolidin-3-one 在 氯化亚砜 作用下， 生成 2-chloromethyl-4-propyl-5-methyl-1,2,5-thiadiazolidin-3-one 1,1-dioxide
  参考文献：
  名称：

  A General Inhibitor Scaffold for Serine Proteases with a (Chymo)trypsin-Like Fold:  Solution-Phase Construction and Evaluation of the First Series of Libraries of Mechanism-Based Inhibitors

  摘要：

  DOI：

  10.1021/ja990160e

文献信息

• Substituted 2-arylcarbonyloxymethyl-1,2,5-thiadiazolidin-3-one
  申请人：Sanofi Winthrop Inc.

  公开号：US05556909A1

  公开（公告）日：1996-09-17

  Substituted 2-arylcarbonyloxymethyl-1,2,5-thiadiazolidin-3-one 1,1-dioxide derivatives, pharmaceutical compositions containing them and methods for the treatment of degenerative diseases utilizing them.

  取代的2-芳基羰氧甲基-1,2,5-噻二唑啉-3-酮-1,1-二氧化物衍生物，包含它们的药物组合物以及利用它们治疗退行性疾病的方法。
• Substituted 2-(phosphinyloxymethyl)-1,2,5-thiadiazolidin-3-one
  申请人：Sterling Winthrop Inc.

  公开号：US05541168A1

  公开（公告）日：1996-07-30

  Substituted 2-(phosphinyloxymethyl)-1,2,5-thiadiazolidin-3-one 1,1-dioxides, pharmaceutical compositions containing them and methods for the treatment of degenerative diseases utilizing them.

  替代2-(膦氧甲基)-1,2,5-噻二唑啉-3-酮1,1-二氧化物，包含它们的药物组合物和利用它们治疗退行性疾病的方法。
• 2-heterocyclyloxymethyl and
  申请人：Sterling Winthrop Inc.

  公开号：US05494925A1

  公开（公告）日：1996-02-27

  2-Heterocyclyloxymethyl and 2-heterocyclylthiomethyL-1,2,5-thiadiazolidin-3-one 1,1-dioxides, pharmaceutical compositions containing them and methods for the treatment of degenerative diseases utilizing them.

  2-杂环氧甲基和2-杂环硫甲基-1,2,5-噻二唑啉-3-酮1,1-二氧化物，含有它们的药物组合物以及利用它们治疗退行性疾病的方法。
• Inactivation of human neutrophil elastase by 1,2,5-thiadiazolidin-3-one 1,1 dioxide-based sulfonamides
  作者：Yi Li、Qingliang Yang、Dengfeng Dou、Kevin R. Alliston、William C. Groutas

  DOI：10.1016/j.bmc.2007.10.041

  日期：2008.1

  The interaction of a series of 1,2,5-thiadiazolidin-3-one 1,1 dioxide-based sulfonamides with neutrophil-derived serine proteases was investigated. The nature of the amino acid component, believed to be oriented toward the S' subsites, had a profound effect on enzyme selectivity. This series of compounds were found to be potent, time-dependent inhibitors of human neutrophil elastase (HNE) and were devoid of any inhibitory activity toward neutrophil proteinase 3 (PR 3) and cathepsin G (Cat G). The results of these studies demonstrate that exploitation of differences in the S' subsites of HNE and PR 3 can lead to highly selective inhibitors of HNE. (c) 2007 Elsevier Ltd. All rights reserved.
• SUBSTITUTED 2-(PHOSPHINYLOXYMETHYL)-1,2,5-THIADIAZOLIDIN-3-ONE 1,1-DIOXIDES AND COMPOSITIONS AND METHOD OF USE THEREOF
  申请人：SANOFI WINTHROP, INC.

  公开号：EP0794956A1

  公开（公告）日：1997-09-17