4-(4-isopropylbenzyloxy)-3,5-dimethoxybenzaldehyde | 219685-51-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 4-(4-isopropylbenzyloxy)-3,5-dimethoxybenzaldehyde
• 英文别名: 3,5-dimethoxy-4-[(4-propan-2-ylphenyl)methoxy]benzaldehyde
• CAS: 219685-51-5
• 化学式: C₁₉H₂₂O₄
• 分子量: 314.381
• InChiKey: HLPWSGKOVHQBKY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  23
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-羟基苯甲酰肼 、 4-(4-isopropylbenzyloxy)-3,5-dimethoxybenzaldehyde 生成 4-Hydroxybenzoic Acid [4-(4-Isopropylbenzyloxy)-3,5-dimethoxybenzylidene]hydrazide
  参考文献：
  名称：

  Discovery and SAR of hydrazide antagonists of the pituitary adenylate cyclase-activating polypeptide (PACAP) receptor type 1 (PAC1-R)

  摘要：

  Potent small molecule antagonists for the PAC(1)-R have been discovered. Previously known antagonists for the PAC(1)-R were slightly truncated peptide ligands. The hydrazides reported here are the first small molecule antagonists ever reported for this class B GPCR. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.01.052
• 作为产物：
  描述：

  对异丙基溴苄 、 丁香醛 生成 4-(4-isopropylbenzyloxy)-3,5-dimethoxybenzaldehyde
  参考文献：
  名称：

  Discovery and SAR of hydrazide antagonists of the pituitary adenylate cyclase-activating polypeptide (PACAP) receptor type 1 (PAC1-R)

  摘要：

  Potent small molecule antagonists for the PAC(1)-R have been discovered. Previously known antagonists for the PAC(1)-R were slightly truncated peptide ligands. The hydrazides reported here are the first small molecule antagonists ever reported for this class B GPCR. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.01.052

文献信息

• [EN] GLUCAGON ANTAGONISTS/INVERSE AGONISTS<br/>[FR] ANTAGONISTES/AGONISTES INVERSES DU GLUCAGON
  申请人：NOVO NORDISK AS

  公开号：WO1999001423A1

  公开（公告）日：1999-01-14

  Non-peptide compounds comprising a central hydrazide motif and methods for the synthesis thereof. The compounds act to antagonize the action of the glucagon peptide hormone.

  非肽化合物包含一个中心肼基结构，并且其合成方法。这些化合物作用是拮抗胰高血糖素肽激素的作用。
• Glucagon antagonists/inverse agonists
  申请人：Novo Nordisk A/S

  公开号：US06613942B1

  公开（公告）日：2003-09-02

  Non-peptide compounds comprising a central hydrazide motif and methods for the synthesis thereof are disclosed. The compounds act to antagonize the action of the glucagon peptide hormone.

  本发明揭示了包含中央肼基基团的非肽化合物及其合成方法。这些化合物的作用是拮抗胰高血糖素肽激素的作用。
• Human glucagon receptor antagonists based on alkylidene hydrazides
  作者：Anthony Ling、Michael Plewe、Javier Gonzalez、Peter Madsen、Christian K. Sams、Jesper Lau、Vlad Gregor、Doug Murphy、Kimberly Teston、Atsuo Kuki、Shenghua Shi、Larry Truesdale、Dan Kiel、John May、James Lakis、Kenna Anderes、Eugenia Iatsimirskaia、Ulla G. Sidelmann、Lotte B. Knudsen、Christian L. Brand、Alex Polinsky

  DOI：10.1016/s0960-894x(01)00819-8

  日期：2002.2

  A series of alkylidene hydrazide derivatives containing an alkoxyaryl moiety was optimized. The resulting hydrazide-ethers were competitive antagonists at the human glucagon receptor. Pharmacokinetic experiments showed fast clearance of most of the compounds tested. A representative compound [4-hydroxy-3-cyanobenzoic acid (4-isopropylbenzyloxy-3,5-dimethoxy-methylene)hydrazide] with an IC50 value of 20 nM was shown to reduce blood glucose levels in fasted rats. (C) 2002 Elsevier Science Ltd. All rights reserved.
• GLUCAGON ANTAGONISTS/INVERSE AGONISTS
  申请人：NOVO NORDISK A/S

  公开号：EP0994848A1

  公开（公告）日：2000-04-26
• US6613942B1
  申请人：——

  公开号：US6613942B1

  公开（公告）日：2003-09-02