6-hydroxy-2-phthalimido-hexanoic acid | 121145-62-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 6-hydroxy-2-phthalimido-hexanoic acid
• 英文别名: 6-Hydroxy-2-phthalimido-hexansaeure；2-(1,3-Dioxoisoindol-2-yl)-6-hydroxyhexanoic acid
• CAS: 121145-62-8
• 化学式: C₁₄H₁₅NO₅
• 分子量: 277.277
• InChiKey: IMPSXCFIPHVJQN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  94.9
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  6-hydroxy-2-phthalimido-hexanoic acid 在 sodium hydroxide 、 potassium permanganate 、 水 作用下， 生成 N-phthaloyl-α-aminoadipic acid
  参考文献：
  名称：

  Gaudry, Canadian Journal of Research, Section B: Chemical Sciences, 1949, vol. 27, p. 21,23

  摘要：

  DOI：
• 作为产物：
  描述：

  苯酐 、 2-氨基-6-羟基己酸 生成 6-hydroxy-2-phthalimido-hexanoic acid
  参考文献：
  名称：

  Gaudry, Canadian Journal of Research, Section B: Chemical Sciences, 1949, vol. 27, p. 21,23

  摘要：

  DOI：

文献信息

• Method for producing lysine derivative
  申请人：AJINOMOTO CO., INC.

  公开号：US20020042537A1

  公开（公告）日：2002-04-11

  The present invention provides a method for industrially producing an optically active lysine derivative useful as a pharmaceutical intermediate. More particularly, the present invention provides a production method including protecting an amino group or an amino group and carboxyl group of optically active 2-amino-6-methyl-6-nitroheptanoic acid with a protecting group, reducing a nitro group to synthesize a 6,6-dimethyl lysine derivative and reacting the 6,6-dimethyl lysine derivative with an acetic acid derivative.

  本发明提供一种用作制药中间体的光学活性赖氨酸衍生物的工业生产方法。更具体地，本发明提供一种生产方法，包括保护光学活性2-氨基-6-甲基-6-硝基庚酸的氨基或氨基和羧基与保护基结合，还包括还原硝基以合成6,6-二甲基赖氨酸衍生物，以及将6,6-二甲基赖氨酸衍生物与乙酸衍生物发生反应。
• Substituted azepino (2,1-a)isoquinoline compounds
  申请人：BRISTOL-MYERS SQUIBB COMPANY

  公开号：EP0640617A1

  公开（公告）日：1995-03-01

  Compounds of the formula wherein A is are dual inhibitors of NEP and ACE. Compounds wherein A is are selective as ACE inhibitors. Methods of preparation and intermediates are also disclosed.

  式中的化合物 其中 A 是 是 NEP 和 ACE 的双重抑制剂。式中 A 为的化合物 是选择性 ACE 抑制剂。还公开了制备方法和中间体。
• CYCLIC PEPTIDE COMPOUND HAVING HIGH MEMBRANE PERMEABILITY, AND LIBRARY CONTAINING SAME
  申请人：Chugai Seiyaku Kabushiki Kaisha

  公开号：EP3636807A1

  公开（公告）日：2020-04-15

  The present inventors have found that when screening for cyclic peptide compounds that can specifically bind to a target molecule, the use of a library including cyclic peptide compounds having a long side chain in the cyclic portion can improve the hit rate for cyclic peptide compounds that can specifically bind to the target molecule. Meanwhile, the present inventors have found that tryptophan and tyrosine residues, which have conventionally been used in oral low molecular-weight pharmaceuticals and are amino acid residues having an indole skeleton or a hydroxyphenyl group, are not suitable for peptides intended to attain high membrane permeability.

  本发明人发现，在筛选能与目标分子特异性结合的环肽化合物时，使用包括环状部分具有长侧链的环肽化合物库，可以提高能与目标分子特异性结合的环肽化合物的命中率。同时，本发明者发现色氨酸和酪氨酸残基不适合用于旨在获得高膜渗透性的肽，这两种残基通常用于口服低分子量药物，是具有吲哚骨架或羟基苯基的氨基酸残基。
• AMINO ACID HAVING FUNCTIONAL GROUP CAPABLE OF INTERMOLECULAR HYDROGEN BONDING, PEPTIDE COMPOUND CONTAINING SAME AND METHOD FOR PRODUCTION THEREOF
  申请人：CHUGAI SEIYAKU KABUSHIKI KAISHA

  公开号：EP3896056A1

  公开（公告）日：2021-10-20

  It has been found that the membrane permeability of peptide compounds can be improved by making at least one of amino acids constituting the peptide compound be an amino acid having a side chain capable of forming an intramolecular hydrogen bond.

  研究发现，通过使构成多肽化合物的氨基酸中至少有一个氨基酸具有能够形成分子内氢键的侧链，可以改善多肽化合物的膜渗透性。
• [EN] BICYCLIC LACTAMS AND METHODS OF USE THEREOF<br/>[FR] LACTAMES BICYCLIQUES ET LEURS MÉTHODES D'UTILISATION
  申请人：GENENTECH INC

  公开号：WO2017004500A9

  公开（公告）日：2017-11-30