(S)-2-hydroxybutyric acid sodium salt

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (S)-2-hydroxybutyric acid sodium salt
• 英文别名: [(2S)-2-hydroxybutanoyl]oxysodium；sodium (S)-2-hydroxybutyrate；(S)-2-Hydroxy-buttersaeure; Natrium-Salz；(S)-2-Hydroxybutyric acid sodium salt；sodium;(2S)-2-hydroxybutanoate
• 化学式: C₄H₇O₃*Na
• 分子量: 126.088
• InChiKey: MOSCXNXKSOHVSQ-DFWYDOINSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -4.49
• 重原子数：
  8
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  60.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (S)-2-hydroxybutyric acid sodium salt 、 正丁醇 在 硫酸 作用下， 反应 1.5h， 以79%的产率得到(S)-2-羟基丁酸正丁酯
  参考文献：
  名称：

  Method for Improving Optical Purity of 2-Hydroxycarboxylic Acid or Derivative Thereof

  摘要：

  提供一种改善光学纯度的方法，用作药品、农药和工业产品的原料，该方法用于改善下列式（1a）或（1b）的羟基羧酸或其衍生物的纯度，包括以下步骤：将下列式（1a）或（1b）的羟基羧酸与所述溶剂中的所述碱金属、碱金属醇盐和二级胺中至少一种选择的光学不活性碱反应，随后进行再结晶，从而形成下列式（IIIa）或（IIIb）的羟基羧酸盐：其中R1代表C1-8烷基基团，R2代表碱金属或二级胺。

  公开号：

  US20160060203A1
• 作为产物：
  描述：

  S-2-羟基丁酸 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 0.5h， 以89%的产率得到(S)-2-hydroxybutyric acid sodium salt
  参考文献：
  名称：

  Method for Improving Optical Purity of 2-Hydroxycarboxylic Acid or Derivative Thereof

  摘要：

  提供一种改善光学纯度的方法，用作药品、农药和工业产品的原料，该方法用于改善下列式（1a）或（1b）的羟基羧酸或其衍生物的纯度，包括以下步骤：将下列式（1a）或（1b）的羟基羧酸与所述溶剂中的所述碱金属、碱金属醇盐和二级胺中至少一种选择的光学不活性碱反应，随后进行再结晶，从而形成下列式（IIIa）或（IIIb）的羟基羧酸盐：其中R1代表C1-8烷基基团，R2代表碱金属或二级胺。

  公开号：

  US20160060203A1

文献信息

• The parmodulin NRD-21 is an allosteric inhibitor of PAR1 Gq signaling with improved anti-inflammatory activity and stability
  作者：Disha M. Gandhi、Ricardo Rosas、Eric Greve、Kaitlin Kentala、N'Guessan D.-R. Diby、Vladyslava A. Snyder、Allison Stephans、Teresa H.W. Yeung、Saravanan Subramaniam、Elliot DiMilo、Khia E. Kurtenbach、Leggy A. Arnold、Hartmut Weiler、Chris Dockendorff

  DOI：10.1016/j.bmc.2019.06.043

  日期：2019.9

  Novel analogs of the allosteric, biased PAR1 ligand ML161 (parmodulin 2, PM2) were prepared in order to identify potential anti-thrombotic and anti-inflammatory compounds of the parmodulin class with improved properties. Investigations of structure-activity relationships of the western portion of the 1,3-diaminobenzene scaffold were performed using an intracellular calcium mobilization assay with endothelial cells, and several heterocycles were identified that inhibited PAR1 at sub-micromolar concentrations. The oxazole NRD-21 was profiled in additional detail, and it was confirmed to act as a selective, reversible, negative allosteric modulator of PAR1. In addition to inhibiting human platelet aggregation, it showed superior anti-inflammatory activity to ML161 in a qPCR assay measuring the expression of tissue factor in response to the cytokine TNF-alpha in endothelial cells. Additionally, NRD-21 is much more plasma stable than ML161, and is a promising lead compound for the parmodulin class for anti-thrombotic and anti-inflammatory indications.
• Method for Improving Optical Purity of 2-Hydroxycarboxylic Acid or Derivative Thereof
  申请人：KOWA COMPANY, LTD.

  公开号：US20160060203A1

  公开（公告）日：2016-03-03

  To provide a method for improving optical purity of an optically active 2-hydroxycarboxylic acid or a derivative thereof, which is useful as a raw material in the manufacture of medicines, agrochemicais, and industrial products. The method of the invention for improving purity of a hydroxycarboxylic acid of the following formula (1a) or (1b) or a derivative thereof includes the steps of reacting the hydroxycarboxylic acid of the following formula (1a) or (1b) with at least one optically inactive base selected from the group consisting of an alkali metal, alkoxide and a secondary amine in the presence of a solvent and, subsequently, performing recrystallization, to thereby form a hydroxycarboxylic acid salt of the following formula (IIIa) or (IIIb): wherein R 1 represents a C 1-8 alkyl group, and R 2 represents an alkali metal or a secondary amine.

  提供一种改善光学纯度的方法，用作药品、农药和工业产品的原料，该方法用于改善下列式（1a）或（1b）的羟基羧酸或其衍生物的纯度，包括以下步骤：将下列式（1a）或（1b）的羟基羧酸与所述溶剂中的所述碱金属、碱金属醇盐和二级胺中至少一种选择的光学不活性碱反应，随后进行再结晶，从而形成下列式（IIIa）或（IIIb）的羟基羧酸盐：其中R1代表C1-8烷基基团，R2代表碱金属或二级胺。