3-Chloro-benzo[b]thiophene-2-sulfonyl chloride | 128851-99-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 英文名称: 3-Chloro-benzo[b]thiophene-2-sulfonyl chloride
• 英文别名: 3-Chloro-1-benzothiophene-2-sulfonyl chloride
• CAS: 128851-99-0
• 化学式: C₈H₄Cl₂O₂S₂
• mdl: MFCD00983431
• 分子量: 267.157
• InChiKey: LITUWUFHSOPITQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  70.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-Chloro-benzo[b]thiophene-2-sulfonyl chloride 、 2-(2-oxopiperazin-1-ylmethyl)pyrrolo[3,2-c]pyridin-1-carboxylic acid tert-butyl ester 在 三乙胺 作用下， 以 乙腈 为溶剂， 生成 2-[4-(3-Chloro-benzo[b]thiophene-2-sulfonyl)-2-oxo-piperazin-1-ylmethyl]-pyrrolo[3,2-c]pyridine-1-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Discovery of an Orally Efficacious Inhibitor of Coagulation Factor Xa Which Incorporates a Neutral P₁ Ligand

  摘要：

  The discovery and SAR of ketopiperazino methylazaindole factor Xa inhibitors are described. Structureactivity data suggesting that this class of inhibitors does not bind in the canonical mode were confirmed by an X-ray crystal structure showing the neutral haloaromatic bound in the S, subsite. The most potent azaindole, 33 (RPR209685), is selective against related serine proteases and attains higher levels of exposure upon oral dosing than comparable benzamidines and benzamidine isosteres. Compound 33 was efficacious in the canine AV model of thrombosis.

  DOI：

  10.1021/jm020384z

文献信息

• Discovery of an Orally Efficacious Inhibitor of Coagulation Factor Xa Which Incorporates a Neutral P₁ Ligand
  作者：Yong Mi Choi-Sledeski、Robert Kearney、Gregory Poli、Henry Pauls、Charles Gardner、Yong Gong、Michael Becker、Roderick Davis、Alfred Spada、Guyan Liang、Valeria Chu、Karen Brown、Dennis Collussi、Robert Leadley,、Sam Rebello、Phillip Moxey、Suzanne Morgan、Ross Bentley、Charles Kasiewski、Sebastien Maignan、Jean-Pierre Guilloteau、Vincent Mikol

  DOI：10.1021/jm020384z

  日期：2003.2.1

  The discovery and SAR of ketopiperazino methylazaindole factor Xa inhibitors are described. Structureactivity data suggesting that this class of inhibitors does not bind in the canonical mode were confirmed by an X-ray crystal structure showing the neutral haloaromatic bound in the S, subsite. The most potent azaindole, 33 (RPR209685), is selective against related serine proteases and attains higher levels of exposure upon oral dosing than comparable benzamidines and benzamidine isosteres. Compound 33 was efficacious in the canine AV model of thrombosis.