4-methoxybenzoic acid (4-diethylaminobenzylidene)hydrazide

• 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: 4-methoxybenzoic acid (4-diethylaminobenzylidene)hydrazide
• 英文别名: N'-[(E)-[4-(Diethylamino)phenyl]methylidene]-4-methoxybenzohydrazide；N-[(E)-[4-(diethylamino)phenyl]methylideneamino]-4-methoxybenzamide
• 化学式: C₁₉H₂₃N₃O₂
• 分子量: 325.411
• InChiKey: ZKQTXHSDUJHVOH-XSFVSMFZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  53.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-methoxybenzoic acid (4-diethylaminobenzylidene)hydrazide 在 三溴化硼 、 potassium carbonate 作用下， 生成 ERRΒ/Γ激动剂(GSK-4716)
  参考文献：
  名称：

  Identification of an agonist ligand for estrogen-related receptors ERRβ/γ

  摘要：

  In order to develop agonist ligands that are specific for the estrogen-related receptors ERR beta/gamma, a hydrazone with a 4-hydroxy group at one phenyl ring and a 4-diethylamino moiety at the other phenyl ring was synthesized. We demonstrate that compound 3 (DY131; N'-{(1E)-[4-(diethylamino)phenyl]methylene}-4-hydroxybenzohydrazide) effectively and selectively activates ERR beta/gamma. DY131 had no effect on the structurally related receptors ERR alpha or the estrogen receptors alpha and beta (ER alpha/beta). This work defines a convenient synthesis for a novel and selective pharmacologic tool that can be used to elucidate the biological activities of ERR beta/gamma. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.01.025
• 作为产物：
  描述：

  对甲氧基苯甲酰肼 、 N,N-二乙基-4-氨基苯甲醛 在 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 4.0h， 以76%的产率得到4-methoxybenzoic acid (4-diethylaminobenzylidene)hydrazide
  参考文献：
  名称：

  Ligands for estrogen related receptors and methods for synthesis of said ligands

  摘要：

  雌激素相关受体（ERR）调节化合物及其合成方法已被描述。

  公开号：

  US20060189825A1

文献信息

• Ligands for estrogen related receptors and methods for synthesis of said ligands
  申请人：Forman Barry

  公开号：US20060189825A1

  公开（公告）日：2006-08-24

  Estrogen-Related Receptor (ERR) modulating compounds and methods for synthesis of said compounds are described.

  雌激素相关受体（ERR）调节化合物及其合成方法已被描述。
• MODULATORS OF HEDGEHOG SIGNALING PATHWAY
  申请人：PRESIDENT AND FELLOW OF HARVARD COLLEGE

  公开号：US20130274233A1

  公开（公告）日：2013-10-17

  The invention provides compounds and methods for modulating the Hedgehog signaling pathway. The compounds modulate the translocation and/or accumulation of smoothened to the primary cilia.
• US8044241B2
  申请人：——

  公开号：US8044241B2

  公开（公告）日：2011-10-25
• Identification of an agonist ligand for estrogen-related receptors ERRβ/γ
  作者：Donna D. Yu、Barry Marc Forman

  DOI：10.1016/j.bmcl.2005.01.025

  日期：2005.3

  In order to develop agonist ligands that are specific for the estrogen-related receptors ERR beta/gamma, a hydrazone with a 4-hydroxy group at one phenyl ring and a 4-diethylamino moiety at the other phenyl ring was synthesized. We demonstrate that compound 3 (DY131; N'-(1E)-[4-(diethylamino)phenyl]methylene}-4-hydroxybenzohydrazide) effectively and selectively activates ERR beta/gamma. DY131 had no effect on the structurally related receptors ERR alpha or the estrogen receptors alpha and beta (ER alpha/beta). This work defines a convenient synthesis for a novel and selective pharmacologic tool that can be used to elucidate the biological activities of ERR beta/gamma. (c) 2005 Elsevier Ltd. All rights reserved.