(S)-phenylpiracetam | 949925-08-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: (S)-phenylpiracetam
• 英文别名: (S)-2-(2-oxo-4-phenylpyrrolidin-1-yl)acetamide；(4S)-2-(4-phenyl-2-oxopyrrolidin-1-yl)acetamide；(S)-phenotropil；N-carbamoylmethyl-4(S)-phenyl-2-pyrrolidinone；1-Pyrrolidineacetamide, 2-oxo-4-phenyl-, (4S)-；2-[(4S)-2-oxo-4-phenylpyrrolidin-1-yl]acetamide
• CAS: 949925-08-0
• 化学式: C₁₂H₁₄N₂O₂
• 分子量: 218.255
• InChiKey: LYONXVJRBWWGQO-SNVBAGLBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  63.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (R)-4-苯基吡咯烷-2-酮 、 (S)-4-phenylpyrrolidin-2-one 以 甲醇 为溶剂， 生成 (S)-phenylpiracetam
  参考文献：
  名称：

  N-Carbamoylmethyl-4-(R)-Phenyl-2-Pyrrolidinone, Method of its Preparation and Pharmaceutical Use

  摘要：

  本发明涉及具有药理价值的N-氨甲酰甲基-4-苯基-2-吡咯酮（R-Carphedon）的R-对映体。其制备方法包括在强碱存在下将4（R）-苯基-2-吡咯酮与溴乙酸乙酯进行N-烷基化反应，以及将中间体N-乙氧羰基甲基-4（R）-苯基-2-吡咯酮与氨反应。

  公开号：

  US20150216846A1

文献信息

• N-Carbamoylmethyl-4-(R)-Phenyl-2-Pyrrolidinone, Method of its Preparation and Pharmaceutical Use
  申请人：Veinberg Grigory

  公开号：US20100022784A1

  公开（公告）日：2010-01-28

  The invention relates to the R-enantiomer of N-carbamoylmethyl-4-phenyl-2-pyrrolidinone (R-Carphedon) of pharmacological value. The method of its preparation includes the N-alkylation of 4(R)-phenyl-2-pyrrolidinone with ethyl bromoacetate in the presence of a strong base and the treatment of intermediate N-ethoxycarbonylmethyl-4(R)-phenyl-2-pyrrolidinone with ammonia.

  本发明涉及具有药理价值的N-氨甲基-4-苯基-2-吡咯酮（R-Carphedon）的R-对映体。其制备方法包括在强碱存在下将4（R）-苯基-2-吡咯酮与溴乙酸乙酯进行N-烷基化，并用氨处理中间体N-乙氧羰基甲基-4（R）-苯基-2-吡咯酮。
• N-Carbamoylmethy1-4-(R)-phenyl-2-pyrrolidinone, method of its preparation and pharmaceutical use
  申请人：Veinberg Grigory

  公开号：US09102615B2

  公开（公告）日：2015-08-11

  The invention relates to the R-enantiomer of N-carbamoylmethyl-4-phenyl-2-pyrrolidinone (R-Carphedon) of pharmacological value. The method of its preparation includes the N-alkylation of 4(R)-phenyl-2-pyrrolidinone with ethyl bromoacetate in the presence of a strong base and the treatment of intermediate N-ethoxycarbonylmethyl-4(R)-phenyl-2-pyrrolidinone with ammonia.

  本发明涉及药物价值的N-氨甲基-4-苯基-2-吡咯酮的R-对映体（R-Carphedon）。其制备方法包括在强碱存在下用乙溴乙酸酯对4（R）-苯基-2-吡咯酮进行N-烷基化，以及用氨处理中间体N-乙氧羰基甲基-4（R）-苯基-2-吡咯酮。
• PHARMACEUTICAL SUBSTANCE (VARIANTS) AND COMPOSITIONS BASED THEREON WHICH EXHIBIT MODULATORY ACTIVITY WITH A COMMENSURATE EFFECT
  申请人：Akhapkina, Valentina Ivanovna

  公开号：EP2762138A1

  公开（公告）日：2014-08-06

  The invention relates to various fields of medicine, pharmaceutics and pharmacology, chemico-pharmaceutical, pharmaceutical and para-pharmaceutical industries, and in particular to new class of agents having modulatory activity with commensurate effect. The invention consists in that provided product (RS)-2-(2-oxo-4-phenylpyrrolidin-1-yl)acetamide does not contain biologically inert substances in its composition having adverse effect on its newly discovered and considerably improved known properties and characteristics, at the same time discovering unknown before vitally important and essential ideas about the composition, widening the field of its application while increasing its efficiency and safety of use, increasing its therapeutic scope, provides for preparing the product and its products with revealed properties and characteristics.

  本发明涉及医学、药剂学和药理学、化学制药、制药和准制药工业的各个领域，特别是涉及具有相应效果的调节活性的新型制剂。本发明在于所提供的(RS)-2-(2-氧代-4-苯基吡咯烷-1-基)乙酰胺产品在其组成中不含有对其新发现的和大大改进的已知性质和特征有不利影响的生物惰性物质，同时发现了有关该组成的极为重要和必要的想法，拓宽了其应用领域，同时提高了其使用效率和安全性，扩大了其治疗范围，提供了制备具有所揭示的性质和特征的产品及其制品的方法。
• Bifunctional chiral organocatalytic compound having excellent enantioselectivity, preparation method therefor, and method for producing non-natural gamma-amino acid from nitro compound by using same
  申请人：KOREA UNIVERSITY RESEARCH AND BUSINESS FOUNDATION

  公开号：US11465135B2

  公开（公告）日：2022-10-11

  The present invention relates to a bifunctional chiral organocatalytic compound having excellent enantioselectivity, a preparation method therefor, and a method for producing a non-natural gamma amino acid from a nitro compound by using the chiral organocatalytic compound. According to the present invention, the bifunctional chiral organocatalytic compound having excellent enantioselectivity can be easily synthesized, gamma-amino acids with high optical selectivity can be obtained at a high yield by an economical and convenient method using the chiral organocatalytic compound, and various (R)-configuration gamma-amino acids, which are not present in nature, can be produced with high optical purity in large quantities by using a small amount of a catalyst, and therefore, the present invention can be widely utilized in various industrial fields including the pharmaceutical industry.

  本发明涉及一种具有优异对映选择性的双功能手性有机催化化合物、其制备方法以及利用该手性有机催化化合物从硝基化合物制备非天然γ-氨基酸的方法。根据本发明，可以很容易地合成具有优异对映选择性的双功能手性有机催化化合物，并通过使用该手性有机催化化合物的经济、简便的方法高产率地获得具有高光学选择性的γ-氨基酸、而且只需使用少量催化剂，就能大量生产出自然界中不存在的各种(R)构型γ-氨基酸，且光学纯度高，因此本发明可广泛应用于包括制药业在内的各种工业领域。
• N-CARBAMOYLMETHYL-4(R)-PHENYL-2-PYRROLIDINONE, METHOD OF ITS PREPARATION AND PHARMACEUTICAL USE
  申请人：Akciju Sabiedriba "Olainfarm"

  公开号：EP2013166A2

  公开（公告）日：2009-01-14