N'-[1-(5-Bromo-2-hydroxy-phenyl)-meth-(E)-ylidene]-hydrazinecarboxylic acid tert-butyl ester | 457611-34-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: N'-[1-(5-Bromo-2-hydroxy-phenyl)-meth-(E)-ylidene]-hydrazinecarboxylic acid tert-butyl ester
• 英文别名: tert-butyl N-[(5-bromo-2-hydroxyphenyl)methylideneamino]carbamate
• CAS: 457611-34-6
• 化学式: C₁₂H₁₅BrN₂O₃
• 分子量: 315.167
• InChiKey: PYYQWGXRFZXVLQ-UHFFFAOYSA-N

物化性质

• 密度：
  1.41±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  70.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N'-[1-(5-Bromo-2-hydroxy-phenyl)-meth-(E)-ylidene]-hydrazinecarboxylic acid tert-butyl ester 在 sodium hydroxide 、 三乙酰氧基硼氢化钠 、 溶剂黄146 、 三氟乙酸 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 1.0h， 生成 1-[5-bromo-2-(4-trifluoromethyl-benzyloxy)-benzyl]-5-methyl-1H-pyrazole-3-carboxylic acid ethyl ester
  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：

  肼基甲酸叔丁酯 、 5-溴水杨醛 在 溶剂黄146 作用下， 生成 N'-[1-(5-Bromo-2-hydroxy-phenyl)-meth-(E)-ylidene]-hydrazinecarboxylic acid tert-butyl ester
  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