Methyl 3-amino-6-bromo-1-benzothiophene-2-carboxylate | 1017782-63-6

• 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: Methyl 3-amino-6-bromo-1-benzothiophene-2-carboxylate
• CAS: 1017782-63-6
• 化学式: C₁₀H₈BrNO₂S
• mdl: MFCD09865017
• 分子量: 286.149
• InChiKey: PZARJZCGTKHODQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  80.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Methyl 3-amino-6-bromo-1-benzothiophene-2-carboxylate 在 四丁基氯化铵 、 N,N-二甲基苯胺 、 三氯氧磷 作用下， 以 二乙二醇二甲醚 、 乙腈 为溶剂， 生成 7-bromo-4-chlorobenzo[4,5]thieno[3,2-d]pyrimidin-2-amine
  参考文献：
  名称：

  Tricyclic aminopyrimidine histamine H4 receptor antagonists

  摘要：

  This report discloses the development of a series of tricyclic histamine H-4 receptor antagonists. Starting with a low nanomolar benzofuranopyrimidine HTS hit devoid of pharmaceutically acceptable properties, we navigated issues with metabolism and solubility to furnish a potent, stable and water soluble tricyclic histamine H-4 receptor antagonist with desirable physiochemical parameters which demonstrated efficacy a mouse ova model. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.08.014
• 作为产物：
  描述：

  2-氟-4-溴苯腈 、 巯基乙酸甲酯 在 potassium tert-butylate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 Methyl 3-amino-6-bromo-1-benzothiophene-2-carboxylate
  参考文献：
  名称：

  Tricyclic aminopyrimidine histamine H4 receptor antagonists

  摘要：

  This report discloses the development of a series of tricyclic histamine H-4 receptor antagonists. Starting with a low nanomolar benzofuranopyrimidine HTS hit devoid of pharmaceutically acceptable properties, we navigated issues with metabolism and solubility to furnish a potent, stable and water soluble tricyclic histamine H-4 receptor antagonist with desirable physiochemical parameters which demonstrated efficacy a mouse ova model. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.08.014

文献信息

• WO2023/169456
  申请人：——

  公开号：——

  公开（公告）日：——
• Tricyclic aminopyrimidine histamine H4 receptor antagonists
  作者：Brad M. Savall、Laurent Gomez、Frank Chavez、Michael Curtis、Steven P. Meduna、Aaron Kearney、Paul Dunford、Jeffery Cowden、Robin L. Thurmond、Cheryl Grice、James P. Edwards

  DOI：10.1016/j.bmcl.2011.08.014

  日期：2011.11

  This report discloses the development of a series of tricyclic histamine H-4 receptor antagonists. Starting with a low nanomolar benzofuranopyrimidine HTS hit devoid of pharmaceutically acceptable properties, we navigated issues with metabolism and solubility to furnish a potent, stable and water soluble tricyclic histamine H-4 receptor antagonist with desirable physiochemical parameters which demonstrated efficacy a mouse ova model. (C) 2011 Elsevier Ltd. All rights reserved.