dimethyl 3-phenylglutamate hydrochloride | 651321-95-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: dimethyl 3-phenylglutamate hydrochloride
• 英文别名: 3-Phenylglutamic acid 1,5-dimethyl ester hydrochloride (1:1)；dimethyl 2-amino-3-phenylpentanedioate;hydrochloride
• CAS: 651321-95-8
• 化学式: C₁₃H₁₇NO₄*ClH
• 分子量: 287.743
• InChiKey: YYGZEJCVUMTAMY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.26
• 重原子数：
  19
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  78.6
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  dimethyl 3-phenylglutamate hydrochloride 在 一水合肼 作用下， 反应 20.0h， 以68%的产率得到4-phenyl-2-pyrrolidone-5-carboxylic acid hydrazide
  参考文献：
  名称：

  （杂）芳基谷氨酸和焦谷氨酸酰肼的合成与结构

  摘要：

  (2R*,3R*)-3-(het) 芳基谷氨酸二酯的盐酸盐是通过相应的谷氨酸 (Glu) 的酯化合成的。二酯与水合肼反应得到(4R*,5R*)-2-吡咯烷酮-5-羧酸酰肼。发现谷氨酸二酯盐酸盐对急性和慢性应激性心肌损伤具有心脏保护作用。

  DOI：

  10.1007/s11172-017-1913-6
• 作为产物：
  描述：

  Dimethyl 2-(benzhydrylideneamino)-3-phenylpentanedioate 在 盐酸羟胺 作用下， 以 甲醇 为溶剂， 反应 3.0h， 以53%的产率得到dimethyl 3-phenylglutamate hydrochloride
  参考文献：
  名称：

  A Convenient Synthesis of Esters of β-Phenylglutamic Acid Under Aqueous Conditions

  摘要：

  Several esters of beta-phenylglutamic acid (3, 4) are prepared by Michael reaction of glycine ester Schiff bases 1 and 2 under aqueous conditions.

  DOI：

  10.1081/scc-120025174

文献信息

• [EN] MODULATORS OF ARALAR FOR TREATING NEUROLOGICAL DISORDERS<br/>[FR] MODULATEURS D'ARALAR POUR LE TRAITEMENT DE TROUBLES NEUROLOGIQUES
  申请人：UNIV LAUSANNE

  公开号：WO2021176098A1

  公开（公告）日：2021-09-10

  The present invention relates to compounds or pharmaceutical compositions for treating neurological disorders. In particular, the invention relates to a modulator of gamma- Aminobutyric acid (GABA) signaling for use in treating a neurological disorder in a subject with Cyfipl haploinsufficiency. Furthermore, the present invention relates to a modulator of Aralar for use in treating a neurological disorder. The invention further relates to non-medical uses of the compounds or compositions of the invention. Furthermore, the invention relates to a method for identifying a modulator of Aralar and/or a neuroactive drug.
• A Convenient Synthesis of Esters of β-Phenylglutamic Acid Under Aqueous Conditions
  作者：D. Tasheva、N. Petkova、V. Dryanska

  DOI：10.1081/scc-120025174

  日期：2003.11

  Several esters of beta-phenylglutamic acid (3, 4) are prepared by Michael reaction of glycine ester Schiff bases 1 and 2 under aqueous conditions.
• Synthesis and structure of (het)arylglutamic acids and pyroglutamic acid hydrazides
  作者：O. S. Vasil´eva、B. M. Berestovitskaya、I. N. Tyurenkov、E. S. Ostroglyadov、V. N. Perfilova、N. V. Gorodnicheva、A. I. Yaremchuk

  DOI：10.1007/s11172-017-1913-6

  日期：2017.8

  Hydrochlorides of (2R*,3R*)-3-(het)arylglutamic acid diesters were synthesized by esterification of the corresponding glutamic acids (Glu). Diesters reacted with hydrazine hydrate to give (4R*,5R*)-2-pyrrolidone-5-carboxylic acid hydrazides. Hydrochlorides of glutamic acids diesters were found to exhibit cardioprotective properties against acute and chronic stress myocardial damage.

  (2R*,3R*)-3-(het) 芳基谷氨酸二酯的盐酸盐是通过相应的谷氨酸 (Glu) 的酯化合成的。二酯与水合肼反应得到(4R*,5R*)-2-吡咯烷酮-5-羧酸酰肼。发现谷氨酸二酯盐酸盐对急性和慢性应激性心肌损伤具有心脏保护作用。