(+)-N-苯甲酰谷氨酸 | 58094-18-1

• 物质功能分类: 生物化工 - 氨基酸及其衍生物 - 谷氨酸类衍生物
• 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
• 中文名称: (+)-N-苯甲酰谷氨酸
• 中文别名: (+)-N-苯甲酰基谷氨酸
• 英文名称: N-benzoyl-D-glutamic acid
• 英文别名: D-N-benzoylglutamic acid；N-benzoyl-D-glutamic acid；N-Benzoyl-D-glutaminsaeure；(+)-N-Benzoylglutamic acid；(2R)-2-benzamidopentanedioic acid
• CAS: 58094-18-1
• 化学式: C₁₂H₁₃NO₅
• mdl: MFCD00137636
• 分子量: 251.239
• InChiKey: LPJXPACOXRZCCP-SECBINFHSA-N

物化性质

• 熔点：
  130-135 °C (lit.)
• 沸点：
  562.0±40.0 °C(Predicted)
• 密度：
  1.354±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  104
• 氢给体数：
  3
• 氢受体数：
  5

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S26,S36
• 危险类别码：
  R36/37/38
• WGK Germany：
  3
• 海关编码：
  2924299090

反应信息

• 作为反应物：
  描述：

  (+)-N-苯甲酰谷氨酸 、 溶剂黄146 、 1,2,3,4-四氢-1-萘胺 以 水 为溶剂， 生成 (S)-1,2,3,4-Tetrahydro-1-naphthylamine N-Benzoyl-(R)-glutamic Acid Salt
  参考文献：
  名称：

  Ureidotetralin compounds

  摘要：

  本发明涉及尿素四氢萘化合物及其衍生物和所选对映体。本发明还涉及制备该化合物的方法，该化合物在动物生长调节剂和/或除草剂中有用。

  公开号：

  US04062856A1
• 作为产物：
  描述：

  DL-谷氨酸 在 sodium hydroxide 、 葡萄糖 、 corn steep liquor 、 fungus Beauveria bassiana ATCC 7159 作用下， 以 乙醇 、 水 为溶剂， 反应 74.0h， 生成 (+)-N-苯甲酰谷氨酸
  参考文献：
  名称：

  Beauveria bassiana ATCC 7159 Containsan L-Specific a-Amino Acid Benzamidase

  摘要：

  Biotransformation of a series of racemic N-benzoyl alpha-amino acids by the fungus Beauveria bassiana ATCC 7159 results in isolation of the corresponding D-amino acid benzamides in high enantiomeric purity and yield.

  DOI：

  10.1007/s007060070095

文献信息

• NEW PROCESS FOR RESOLVING S-3- (AMINOMETHYL)-5-METHYLHEXANOIC ACID
  申请人：Xu Jiankang

  公开号：US20110098502A1

  公开（公告）日：2011-04-28

  The present invention relates to a process for resolving S-3-(Aminomethyl)-5-methylhexanoic acid, which adopts benzoyl-L-glutamic acid, 4-methyl benzoyl-L-glutamic acid, benzene sulfonyl-L-glutamic acid or 4-methyl benzene sulfonyl-L-glutamic acid as a resolution agent to make a first resolution to racemic 3-aminomethyl-5-methylhexanoic acid, and adopts the resolution agent same to that of the first resolution to make a second resolution to the first resolution product to obtain the second resolution product, thus the resolution salt product is obtained, and further hydrolyzed by an acid, the resolution agent is extracted to be separated, the pH is adjusted to be neutral, the product S-3-(Aminomethyl)-5-methylhexanoic acid, i.e. the pregabalin, is then precipitated by distillation, therefore the present invention has the characteristics of polluting the environment slightly, high efficiency and stability, simpleness and practicality, producing product with high purity and a low sproduction cost, and is suitable for large-scale production.

  本发明涉及一种用苯甲酰-L-谷氨酸、4-甲基苯甲酰-L-谷氨酸、苯磺酰-L-谷氨酸或4-甲基苯磺酰-L-谷氨酸作为分辨剂对拉氨酸的S-3-(氨甲基)-5-甲基己酸进行分辨的方法，对外消旋的3-氨甲基-5-甲基己酸进行第一次分辨，然后采用与第一次分辨相同的分辨剂对第一次分辨产物进行第二次分辨，得到第二次分辨产物，从而得到分辨盐产物，进一步通过酸水解，提取分辨剂进行分离，将pH值调节至中性，然后通过蒸馏使得S-3-(氨甲基)-5-甲基己酸即盐酸普瑞巴林沉淀，因此本发明具有污染环境轻微、高效稳定、简单实用、生产纯度高、生产成本低等特点，适用于大规模生产。
• PARAKERATOSIS INHIBITOR AND EXTERNAL COMPOSITION FOR SKIN
  申请人：SHISEIDO COMPANY LIMITED

  公开号：EP1688126A1

  公开（公告）日：2006-08-09

  To provide a parakeratosis inhibitor, pore reducing agent and skin roughness preventing/ameliorating agent that exhibit capabilities of parakeratosis inhibition, pore reduction, skin roughness prevention/amelioration, etc., and further provide a skin preparation for external use having these capabilities. There are provide a parakeratosis inhibitor and a pore reducing agent each comprising at least one compound selected from the group consisting of a glycine derivative, an aminodicarboxylic acid derivative, an acylaminodicarboxylic acid derivative, a pyrrolidinecarboxylic acid derivative, a piperidinecarboxylic acid derivative, a hexamethyleneiminecarboxylic acid, a beta-alanine derivative and salts of these derivatives. Further, there are provided a parakeratosis inhibitor, a pore reducing agent and a skin roughness preventing/ameliorating agent each comprising at least one compound selected from the group consisting of specified glycine derivatives and salts thereof and specified aminosulfuric acid derivatives and salts thereof. Still further, there are provided skin preparations for external use comprising these compounds.

  提供一种具有抑制角化病、缩小毛孔、防止/改善皮肤粗糙等功能的角化病抑制剂、毛孔缩小剂和皮肤粗糙防止/改善剂，并进一步提供一种具有这些功能的外用皮肤制剂。本发明提供了一种角化抑制剂和一种毛孔缩小剂，它们都包含至少一种选自以下组别的化合物：甘氨酸衍生物、氨基二羧酸衍生物、酰氨基二羧酸衍生物、吡咯烷羧酸衍生物、哌啶羧酸衍生物、六亚甲基亚氨基羧酸、β-丙氨酸衍生物和这些衍生物的盐。此外，还提供了一种角化抑制剂、一种毛孔缩小剂和一种防止/改善皮肤粗糙剂，每一种都包含至少一种选自特定甘氨酸衍生物及其盐类和特定氨基硫酸衍生物及其盐类的化合物。此外，还提供了包含这些化合物的外用皮肤制剂。
• PARAKERATOSIS INHIBITOR, PORE SHRINKING AGENT OR AGENT FOR PREVENTING OR IMPROVING ROUGH SKIN, AND COMPOSITION FOR EXTERNAL USE ON THE SKIN CONTAINING THE SAME
  申请人：Shiseido Company, Ltd.

  公开号：EP2255780A1

  公开（公告）日：2010-12-01

  The present invention provides a parakeratosis inhibitor, a pore-shrinking agent, and a rough skin inhibiting or ameliorating agent comprising, as an active ingredient, a compound that has excellent effects and high safety without safety problems such as sensory irritation, and provides an external composition for skin containing the same. The compound is selected from the glutamic acid derivatives represented by formula (1) or (2) and the salts thereof: wherein A represents a carbamoyl group, a benzyloxycarbonyl group, an alkyl group having 1 to 3 carbon atoms, an allyl group, or an amidino group; wherein Z represents an alkyl group having 1 to 4 carbon atoms, an alkenyl group having 2 to 4 carbon atoms, etc.; Y represents OH, an alkyloxy group having 1 to 3 carbon atoms, an allyloxy group, or NR3R4; R1 to R4 each independently represents H, an alkyl group having 1 to 3 carbon atoms, an allyl group, a cycloalkyl group having 3 to 7 carbon atoms, a cycloalkenyl group having 3 to 7 carbon atoms, a phenyl group, or a benzyl group, or R1 and R2, or R3 and R4, independently form a heterocycle.

  本发明提供了一种角化抑制剂、毛孔收缩剂和皮肤粗糙抑制或改善剂，其活性成分包括一种效果优异、安全性高且不存在感官刺激等安全问题的化合物，并提供了一种含有该化合物的皮肤外用组合物。该化合物选自式（1）或（2）代表的谷氨酸衍生物及其盐类： 其中 A 代表氨基甲酰基、苄氧羰基、具有 1 至 3 个碳原子的烷基、烯丙基或脒基； 其中 Z 代表具有 1 至 4 个碳原子的烷基、具有 2 至 4 个碳原子的烯基等。R1 至 R4 各自独立地代表 H、具有 1 至 3 个碳原子的烷基、烯丙基、具有 3 至 7 个碳原子的环烷基、具有 3 至 7 个碳原子的环烯基、苯基或苄基，或 R1 和 R2 或 R3 和 R4 独立地形成杂环。
• Parakeratosis inhibitor and skin preparation for external use
  申请人：SHISEIDO COMPANY LIMITED

  公开号：EP2491980A2

  公开（公告）日：2012-08-29

  To provide a parakeratosis inhibitor agent or a pore-shrinking agent comprising one or two or more compounds selected from a group consisting of benzoylaminodicarboxylic acid derivatives or benzenesulfonylaminodicarboxylic acid derivatives, as well as the salts of said derivatives as represented by general formula (2) (2) and a skin preparation for inhibiting parakeratosis for external use comprising a parakeratosis inhibitor agent and a skin preparation for shrinking pores for external use comprising a pore-shrinking agent.

  提供一种角化病抑制剂或毛孔收缩剂，其包含一种或两种或两种以上选自苯甲酰氨基二羧酸衍生物或苯磺酰氨基二羧酸衍生物以及通式(2)代表的上述衍生物的盐类的化合物。 (2) 和一种抑制角化病的外用皮肤制剂，包括一种角化病抑制剂和一种收缩毛孔的外用皮肤制剂，包括一种收缩毛孔剂。
• Parakeratosis inhibitor and external composition for skin
  申请人：SHISEIDO COMPANY LIMITED

  公开号：EP2491981A2

  公开（公告）日：2012-08-29

  To provide a parakeratosis inhibitor agent, pore-shrinking agent, or skin roughness preventing/ameliorating agent comprising one or two or more compounds selected from a group consisting of aminosulfuric acid derivatives and the salts thereof as represented by general formula (10) (10), a skin preparation for inhibiting parakeratosis for external use comprising a parakeratosis inhibitor agent, a skin preparation for shrinking pores for external use comprising a pore-shrinking agent and a skin preparation for preventing/ameliorating skin roughness for external use comprising a skin roughness preventing/ameliorating agent.

  提供一种角化抑制剂、毛孔收缩剂或皮肤粗糙预防/改善剂，其包含一种或两种或两种以上选自氨基硫酸衍生物及其盐组成的组的化合物，如通式（10）所示 (10)，一种外用的抑制角化病的皮肤制剂，包括角化病抑制剂；一种外用的收缩毛孔的皮肤制剂，包括毛孔收缩剂；一种外用的防止/改善皮肤粗糙的皮肤制剂，包括防止/改善皮肤粗糙剂。