5-(2-Bromoacetyl)thiophene-2-carboxylic acid | 96543-76-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: 5-(2-Bromoacetyl)thiophene-2-carboxylic acid
• CAS: 96543-76-9
• 化学式: C₇H₅BrO₃S
• 分子量: 249.085
• InChiKey: SBXFKIGPJZKIRO-UHFFFAOYSA-N

物化性质

• 沸点：
  431.3±35.0 °C(Predicted)
• 密度：
  1.829±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  82.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-(2-Bromoacetyl)thiophene-2-carboxylic acid 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 8.0h， 生成 5-[2-(3,4-Diethoxyphenyl)-1,3-thiazol-4-yl]thiophene-2-carboxylic acid
  参考文献：
  名称：

  Novel Thiazole Derivatives as Inhibitors of Superoxide Production by Human Neutrophils: Synthesis and Structure-Activity Relationships

  摘要：

  Neutrophils have an important role in the self-defense systems of organisms through the production of superoxide. On the other hand, it has been proposed that abnormal amounts of superoxide produced by neutrophils are a serious factor in tissue injury. A series of novel thiazole derivatives was prepared and evaluated inhibitory effect on superoxide production by human neutrophils in vitro. Among these compounds, 6-[2-(3,4-diethoxyphenyl)thiazol-4-yl]-pyridine-2-carboxylic acid (OPC-6535) was selected as one of the most promising compounds. The synthesis and structure-activity relationships of these compounds are reported herein.

  DOI：

  10.1021/jm00002a017
• 作为产物：
  描述：

  5-乙酰基噻吩-2-甲酸 在 溴 作用下， 以 溶剂黄146 为溶剂， 反应 0.17h， 生成 5-(2-Bromoacetyl)thiophene-2-carboxylic acid
  参考文献：
  名称：

  Novel Thiazole Derivatives as Inhibitors of Superoxide Production by Human Neutrophils: Synthesis and Structure-Activity Relationships

  摘要：

  Neutrophils have an important role in the self-defense systems of organisms through the production of superoxide. On the other hand, it has been proposed that abnormal amounts of superoxide produced by neutrophils are a serious factor in tissue injury. A series of novel thiazole derivatives was prepared and evaluated inhibitory effect on superoxide production by human neutrophils in vitro. Among these compounds, 6-[2-(3,4-diethoxyphenyl)thiazol-4-yl]-pyridine-2-carboxylic acid (OPC-6535) was selected as one of the most promising compounds. The synthesis and structure-activity relationships of these compounds are reported herein.

  DOI：

  10.1021/jm00002a017

文献信息

• [EN] FACTOR XIa INHIBITORS<br/>[FR] INHIBITEURS DE FACTEUR XIA
  申请人：MERCK SHARP & DOHME

  公开号：WO2016168098A1

  公开（公告）日：2016-10-20

  The present invention provides a compound of Formula (I); and pharmaceutical compositions comprising one or more said compounds, and methods for using said compounds for treating or preventing thromboses, embolisms, hypercoagulability or fibrotic changes. The compounds are selective Factor XIa inhibitors or dual inhibitors of Factor XIa and plasma kallikrein.

  本发明提供了一种公式(I)的化合物；以及包含一个或多个所述化合物的药物组合物，以及使用所述化合物治疗或预防血栓、栓塞、高凝状态或纤维化变化的方法。这些化合物是选择性的因子XIa抑制剂或对因子XIa和血浆激肽酶的双重抑制剂。
• Factor XIa inhibitors
  申请人：MERCK SHARP & DOHME CORP.

  公开号：US10081617B2

  公开（公告）日：2018-09-25

  The present invention provides a compound of Formula (I); and pharmaceutical compositions comprising one or more said compounds, and methods for using said compounds for treating or preventing thromboses, embolisms, hypercoagulability or fibrotic changes. The compounds are selective Factor XIa inhibitors or dual inhibitors of Factor XIa and plasma kallikrein.

  本发明提供了一种式（I）化合物；包含一种或多种所述化合物的药物组合物，以及使用所述化合物治疗或预防血栓形成、栓塞、高凝状态或纤维化变化的方法。所述化合物是选择性因子 XIa 抑制剂或因子 XIa 和血浆钙激酶的双重抑制剂。
• FACTOR XIa INHIBITORS
  申请人：Merck Sharp & Dohme Corp.

  公开号：EP3283464A1

  公开（公告）日：2018-02-21
• FACTOR XIA INHIBITORS
  申请人：Merck Sharp & Dohme Corp.

  公开号：EP3283464B1

  公开（公告）日：2019-10-23
• Novel Thiazole Derivatives as Inhibitors of Superoxide Production by Human Neutrophils: Synthesis and Structure-Activity Relationships
  作者：Masatoshi Chihiro、Hisashi Nagamoto、Isao Takemura、Kazuyoshi Kitano、Hajime Komatsu、Kazuo Sekiguchi、Fujio Tabusa、Toyoki Mori、Michiaki Tominaga、Youichi Yabuuchi

  DOI：10.1021/jm00002a017

  日期：1995.1

  Neutrophils have an important role in the self-defense systems of organisms through the production of superoxide. On the other hand, it has been proposed that abnormal amounts of superoxide produced by neutrophils are a serious factor in tissue injury. A series of novel thiazole derivatives was prepared and evaluated inhibitory effect on superoxide production by human neutrophils in vitro. Among these compounds, 6-[2-(3,4-diethoxyphenyl)thiazol-4-yl]-pyridine-2-carboxylic acid (OPC-6535) was selected as one of the most promising compounds. The synthesis and structure-activity relationships of these compounds are reported herein.