(1E)-2-oxo-N-[2-(trifluoromethyl)phenyl]propanehydrazonoyl bromide | 1027245-39-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (1E)-2-oxo-N-[2-(trifluoromethyl)phenyl]propanehydrazonoyl bromide
• CAS: 1027245-39-1
• 化学式: C₁₀H₈BrF₃N₂O
• 分子量: 309.086
• InChiKey: XITZKOAVHBTQNB-CXUHLZMHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  41.5
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (1E)-2-oxo-N-[2-(trifluoromethyl)phenyl]propanehydrazonoyl bromide 、 间氨基苯乙醚 在 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 (1E)-N-(3-ethoxyphenyl)-2-oxo-N''-[2-(trifluoromethyl)phenyl]propanehydrazonamide
  参考文献：
  名称：

  Arylamidrazones as Novel Corticotropin Releasing Factor Receptor Antagonists

  摘要：

  The arylamidrazones have been found to be potent corticotropin releasing factor (CRF) receptor antagonists structurally distinct from previously reported CRF1 antagonists. Attempts to modify the arylamidrazone core suggested an important role for the anilino NH moiety. The right-hand-side 2-nitro feature in lead 1 could be replaced with substituents methyl, chloro, cyano, or trifluoromethyl with a 4- to 10-fold reduction in receptor binding. With appropriate left-hand-side modifications, this potency loss could be recovered.

  DOI：

  10.1021/jm025512y
• 作为产物：
  描述：

  邻氨基三氟甲苯 在 盐酸 、 溴 、 sodium acetate 、 乙酸酐 、 sodium nitrite 作用下， 以 溶剂黄146 为溶剂， 反应 5.5h， 生成 (1E)-2-oxo-N-[2-(trifluoromethyl)phenyl]propanehydrazonoyl bromide
  参考文献：
  名称：

  Arylamidrazones as Novel Corticotropin Releasing Factor Receptor Antagonists

  摘要：

  The arylamidrazones have been found to be potent corticotropin releasing factor (CRF) receptor antagonists structurally distinct from previously reported CRF1 antagonists. Attempts to modify the arylamidrazone core suggested an important role for the anilino NH moiety. The right-hand-side 2-nitro feature in lead 1 could be replaced with substituents methyl, chloro, cyano, or trifluoromethyl with a 4- to 10-fold reduction in receptor binding. With appropriate left-hand-side modifications, this potency loss could be recovered.

  DOI：

  10.1021/jm025512y

文献信息

• Arylamidrazones as Novel Corticotropin Releasing Factor Receptor Antagonists
  作者：Dean M. Wilson、Andreas P. Termin、Long Mao、Michele M. Ramirez-Weinhouse、Valentina Molteni、Peter D. J. Grootenhuis、Keith Miller、Susan Keim、Gwendolyn Wise

  DOI：10.1021/jm025512y

  日期：2002.5.1

  The arylamidrazones have been found to be potent corticotropin releasing factor (CRF) receptor antagonists structurally distinct from previously reported CRF1 antagonists. Attempts to modify the arylamidrazone core suggested an important role for the anilino NH moiety. The right-hand-side 2-nitro feature in lead 1 could be replaced with substituents methyl, chloro, cyano, or trifluoromethyl with a 4- to 10-fold reduction in receptor binding. With appropriate left-hand-side modifications, this potency loss could be recovered.