[(4-Methyl-benzoyl)-phenyl-amino]-acetic acid | 133604-71-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: [(4-Methyl-benzoyl)-phenyl-amino]-acetic acid
• 英文别名: 2-(N-(4-methylbenzoyl)anilino)acetic acid
• CAS: 133604-71-4
• 化学式: C₁₆H₁₅NO₃
• 分子量: 269.3
• InChiKey: MJIXDGJNKGYLPG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  57.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  对甲基苯甲酰氯 、 N-苯基甘氨酸 在 sodium hydroxide 作用下， 以 水 为溶剂， 反应 0.5h， 以17%的产率得到[(4-Methyl-benzoyl)-phenyl-amino]-acetic acid
  参考文献：
  名称：

  Relative structure-inhibition analyses of the N-benzoyl and N-(phenylsulfonyl) amino acid aldose reductase inhibitors

  摘要：

  A number of N-benzoyl amino acids were synthesized and tested to compare structure-inhibition relationships with the isosteric N-(phenylsulfonyl) amino acid (PS-amino acid) aldose reductase inhibitors. Inhibition analyses with these series reveals that their kinetic mechanisms of inhibition are similar, but that significant differences in structure-inhibition relationships exist. For example, while the PS-alanines and PS-2-phenylglycines produce enantioselective inhibition (S > R), no consistent pattern of enantioselectivity is observed with the isosteric N-benzoylalanines and 2-phenylglycines. Also, N-methyl and N-phenyl substitution in the PS-amino acid series does not substantially alter inhibitory activity, while similar substitutions in the N-benzoyl series (particularly N-phenyl) results in a significant increase in inhibitory activity. Proton NMR analysis of the N-benzoylsarcosines reveals that these compounds exist as a mixture of rotamers in solutions including the enzyme assay buffer and that the preferred conformer is one in which the carboxymethyl moiety is trans to the aromatic ring. Similar analyses with the N-benzoyl-N-phenylglycines demonstrate that these derivatives exist exclusively in the trans rotameric conformation in solution. No such N-substituent effects on conformation were observed in the PS-amino acid series. These results suggest that the differences in structure-inhibition trends between these structurally related series may result from the effect of substituents on preferred conformation.

  DOI：

  10.1021/jm00111a030

文献信息

• Composition containing a penem or carbapenem antibiotic
  申请人：SANKYO COMPANY LIMITED

  公开号：EP0178911A2

  公开（公告）日：1986-04-23

  57 Administration of an N-acylated amino acid (ornithine, lysine, phenylglycine or phenylalanine) in association with a penem or carbapenem antibiotic relieves or eliminates the renal problems associated with administration of the antibiotic alone. The amino acid and antibiotic may be formulated together as a composition or administered separately, either simultaneously or sequentially. A pharmaceutical composition may be prepared simply by mixing the two components.

  57 将 N-酰化氨基酸（鸟氨酸、赖氨酸、苯甘氨酸或苯丙氨酸）与培南类或碳青霉烯类抗生素联合给药，可缓解或消除与单独给药抗生素相关的肾脏问题。 氨基酸和抗生素可一起配制成组合物，也可同时或依次单独给药。 只需将两种成分混合即可制备成药物组合物。
• Process for the separation of a mixture of enantiomers
  申请人：DSM N.V.

  公开号：EP0838448A1

  公开（公告）日：1998-04-29

  The invention relates to a process for the preparation of a diastereomer complex and the preparation of enantiomers in optically enriched form in which one or more mixtures of enantiomers in a solvent are contacted with one or more resolving agents, yielding the diastereomer complex, and in which optionally (a mixture of) the enantiomer(s) present in the diastereomer are subsequently isolated in optically active form from the diastereomer complex. The invention further relates to a diastereomer complex comprising at least three compounds of which at least one compound is a resolving agent in optically active form and at least one compound is an enantiomer in optically active form.

  本发明涉及一种制备非对映异构体复合物和制备光学富集形式对映体的工艺，在该工艺中，溶剂中的一种或多种对映体混合物与一种或多种溶解剂接触，产生非对映异构体复合物，随后从非对映异构体复合物中选择性地分离出光学活性形式的存在于非对映异构体中的对映体（混合物）。 本发明还涉及一种非对映异构体复合物，该复合物由至少三种化合物组成，其中至少一种化合物是光学活性形式的分解剂，至少一种化合物是光学活性形式的对映体。
• JPH09124595A
  申请人：——

  公开号：JPH09124595A

  公开（公告）日：1997-05-13
• US4757066A
  申请人：——

  公开号：US4757066A

  公开（公告）日：1988-07-12
• US6235927B1
  申请人：——

  公开号：US6235927B1

  公开（公告）日：2001-05-22