4-溴-2-(肼基甲基)苯酚 | 911430-99-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 中文名称: 4-溴-2-(肼基甲基)苯酚
• 英文名称: 4-bromo-2-(hydrazinylmethyl)phenol
• CAS: 911430-99-4
• 化学式: C₇H₉BrN₂O
• 分子量: 217.065
• InChiKey: GBJODDSRAXUIKG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  58.3
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-溴-2-(肼基甲基)苯酚 在 sodium hydroxide 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 1.0h， 生成 ethyl 1-[(5-bromo-2-{[(2,4-difluorophenyl)methyl]oxy}phenyl)methyl]-5-methyl-1H-pyrazole-3-carboxylate
  参考文献：
  名称：

  Identification of novel pyrazole acid antagonists for the EP1 receptor

  摘要：

  The discovery, synthesis and structure-activity relationship (SAR) of a novel series of EP1 receptor antagonists is described. Pyrazole acid 4, identified from a chemical array, had desirable physicochemical properties, an excellent in vitro microsomal inhibition and cytochrome P450 (CYP450) profile and good exposure levels in blood. This compound had an ED50 of 1.3 mg/kg in a rat pain model. A range of more potent analogues in the in vitro assay was identified using efficient array chemistry. These EP1 antagonists have potential as agents in the treatment of PGE(2) mediated pain. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.06.086
• 作为产物：
  描述：

  N'-(5-bromo-2-hydroxy-benzyl)-hydrazinecarboxylic acid tert-butyl ester 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 4-溴-2-(肼基甲基)苯酚
  参考文献：
  名称：

  Identification of novel pyrazole acid antagonists for the EP1 receptor

  摘要：

  The discovery, synthesis and structure-activity relationship (SAR) of a novel series of EP1 receptor antagonists is described. Pyrazole acid 4, identified from a chemical array, had desirable physicochemical properties, an excellent in vitro microsomal inhibition and cytochrome P450 (CYP450) profile and good exposure levels in blood. This compound had an ED50 of 1.3 mg/kg in a rat pain model. A range of more potent analogues in the in vitro assay was identified using efficient array chemistry. These EP1 antagonists have potential as agents in the treatment of PGE(2) mediated pain. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.06.086

文献信息

• WO2006/114313
  申请人：——

  公开号：——

  公开（公告）日：——
• Identification of novel pyrazole acid antagonists for the EP1 receptor
  作者：Stephen C. McKeown、Adrian Hall、Gerard M.P. Giblin、Olivier Lorthioir、Richard Blunt、Xiao Q. Lewell、Richard J. Wilson、Susan H. Brown、Anita Chowdhury、Tanya Coleman、Stephen P. Watson、Iain P. Chessell、Adrian Pipe、Nick Clayton、Paul Goldsmith

  DOI：10.1016/j.bmcl.2006.06.086

  日期：2006.9

  The discovery, synthesis and structure-activity relationship (SAR) of a novel series of EP1 receptor antagonists is described. Pyrazole acid 4, identified from a chemical array, had desirable physicochemical properties, an excellent in vitro microsomal inhibition and cytochrome P450 (CYP450) profile and good exposure levels in blood. This compound had an ED50 of 1.3 mg/kg in a rat pain model. A range of more potent analogues in the in vitro assay was identified using efficient array chemistry. These EP1 antagonists have potential as agents in the treatment of PGE(2) mediated pain. (c) 2006 Elsevier Ltd. All rights reserved.