γ-(p-succinylphenyl)butyric acid | 22339-61-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: γ-(p-succinylphenyl)butyric acid
• 英文别名: 4-<4-(3-Carboxy-propionyl)-phenyl>-buttersaeure；β-<4-(3-Carboxypropyl)-benzoyl>-propionsaeure；4-<4-Succinyl-phenyl>-buttersaeure；4-oxo-4,4'-p-phenylene-di-butyric acid；1-(3-Carboxy-propionyl)-4-(3-carboxy-propyl)-benzol；4-Oxo-4,4'-p-phenylen-di-buttersaeure；4-[4-(3-Carboxypropyl)phenyl]-4-oxobutanoic acid
• CAS: 22339-61-3
• 化学式: C₁₄H₁₆O₅
• 分子量: 264.278
• InChiKey: RVPSPUSLTUHDEH-UHFFFAOYSA-N

物化性质

• 熔点：
  164.0-164.5 °C(Solv: water (7732-18-5); acetic acid (64-19-7))
• 沸点：
  524.4±40.0 °C(Predicted)
• 密度：
  1.264±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  19
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  91.7
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  γ-(p-succinylphenyl)butyric acid 在 氢氧化钾 、 lithium aluminium tetrahydride 、 硫酸 、 氢溴酸 、 一水合肼 作用下， 反应 2.0h， 生成 6,6'-p-phenylene-di-hexanoic acid
  参考文献：
  名称：

  Macro Rings. VII. The Spectral Consequences of Bringing Two Benzene Rings Face to Face¹

  摘要：

  DOI：

  10.1021/ja01652a081
• 作为产物：
  描述：

  丁二酸酐 、 4-苯丁酸乙酯 在 三氯化铝 作用下， 以 四氯化碳 为溶剂， 以65%的产率得到γ-(p-succinylphenyl)butyric acid
  参考文献：
  名称：

  Mono- and Bis-Thiazolium Salts Have Potent Antimalarial Activity

  摘要：

  Three new series comprising 24 novel cationic choline analogues and consisting of mono- or his (N or C-5-duplicated) thiazolium salts have been synthesized. Bis-thiazolium salts showed potent antimalarial activity (much superior to monothiazoliums). Among them, bis-thiazolium salts 12 and 13 exhibited IC50 values of 2.25 nM and 0.65 nM, respectively, against P. falciparum in vitro. These compounds also demonstrated good in vivo activity (ED50 <= 0.22 mg/kg), and low toxicity in mice infected by Plasmodium vinckei.

  DOI：

  10.1021/jm0492608

文献信息

• Paracyclophane Derivatives by the Dieckmann Cyclization
  作者：C. W. Schimelpfenig、Ying-Tsung Lin、J. F. Waller

  DOI：10.1021/jo01038a053

  日期：1963.3
• Mono- and Bis-Thiazolium Salts Have Potent Antimalarial Activity
  作者：Abdallah Hamzé、Eric Rubi、Pascal Arnal、Michel Boisbrun、Carole Carcel、Xavier Salom-Roig、Marjorie Maynadier、Sharon Wein、Henri Vial、Michèle Calas

  DOI：10.1021/jm0492608

  日期：2005.5.1

  Three new series comprising 24 novel cationic choline analogues and consisting of mono- or his (N or C-5-duplicated) thiazolium salts have been synthesized. Bis-thiazolium salts showed potent antimalarial activity (much superior to monothiazoliums). Among them, bis-thiazolium salts 12 and 13 exhibited IC50 values of 2.25 nM and 0.65 nM, respectively, against P. falciparum in vitro. These compounds also demonstrated good in vivo activity (ED50 <= 0.22 mg/kg), and low toxicity in mice infected by Plasmodium vinckei.
• Macro Rings. VII. The Spectral Consequences of Bringing Two Benzene Rings Face to Face¹
  作者：Donald J. Cram、Norman L. Allinger、H. Steinberg

  DOI：10.1021/ja01652a081

  日期：1954.12