sodium 4-hydroxy-3-phenylbutanoate | 40951-19-7

• 物质功能分类: 有机原料 - 羧酸类化合物及衍生物
• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 苯丙酸
• 英文名称: sodium 4-hydroxy-3-phenylbutanoate
• 英文别名: Sodium beta-phenyl-gamma-hydroxybutyrate；sodium;4-hydroxy-3-phenylbutanoate
• CAS: 40951-19-7
• 化学式: C₁₀H₁₁O₃*Na
• 分子量: 202.185
• InChiKey: IYRHDHMHGKWQGK-UHFFFAOYSA-M

物化性质

• 熔点：
  260 °C (decomp)

计算性质

• 辛醇/水分配系数(LogP)：
  -3.09
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  60.4
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险性防范说明：
  P264,P280,P302+P352,P337+P313,P305+P351+P338,P362+P364,P332+P313
• 危险性描述：
  H315,H319

反应信息

• 作为产物：
  描述：

  3-苯基-2H-呋喃-5-酮 在 palladium on activated charcoal sodium hydroxide 、 氢气 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 4.25h， 生成 sodium 4-hydroxy-3-phenylbutanoate
  参考文献：
  名称：

  Analogs of .gamma.-hydroxybutyric acid. Synthesis and binding studies

  摘要：

  Substituted 4-hydroxybutyric (GHB) or trans-4-hydroxycrotonic acids (T-HCA) and structurally related compounds were synthesized and submitted to [3H]GHB binding. Structure-activity relationships studies highlighted for [3H]GHB binding (a) the necessity of a nonlactonic, relatively extended conformation of the gamma-hydroxybutyric chain, (b) the existence of some bulk tolerance in the vicinity of the hydroxyl group, and (c) the high sensitivity toward isosteric replacements of the carboxyl or the hydroxyl groups. T-HCA has been recently identified as a naturally occurring substance in the central nervous system (CNS) and shows a better affinity than GHB. Our findings are in favor of the presence in the CNS of specific GHB binding sites, which are different from the GABA and the picrotoxin binding sites, and for which T-HCA may be an endogenous ligand.

  DOI：

  10.1021/jm00400a001

文献信息

• [EN] COMPOUNDS AND COMPOSITIONS FOR TREATING PROTEINOPATHIES<br/>[FR] COMPOSÉS ET COMPOSITIONS POUR LE TRAITEMENT DE PROTÉINOPATHIES
  申请人：INST NAT SANTE RECH MED

  公开号：WO2013024028A1

  公开（公告）日：2013-02-21

  The present invention relates to gamma-hydroxyburyrate (GHB), or GBH derivatives or GHB structurally-related compounds, for use in the treatment of a proteinopathy.