4-[(2-羟基苯甲酰基)氨基]丁酸 | 22410-94-2

• 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: 4-[(2-羟基苯甲酰基)氨基]丁酸
• 英文名称: Salicyl-γ-aminobuttersaeure
• 英文别名: 4-[(2-hydroxybenzoyl)amino]butanoic Acid
• CAS: 22410-94-2
• 化学式: C₁₁H₁₃NO₄
• 分子量: 223.229
• InChiKey: BEBMULDZYYEWRH-UHFFFAOYSA-N

物化性质

• 熔点：
  174-175 °C(Solv: ethanol (64-17-5))
• 沸点：
  507.7±35.0 °C(Predicted)
• 密度：
  1.295±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  86.6
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-[(2-羟基苯甲酰基)氨基]丁酸 在 草酰氯 作用下， 以 N,N-二甲基甲酰胺 、 苯 为溶剂， 反应 1.0h， 以90%的产率得到4-[(2-hydroxybenzoyl)amino]butanoyl chloride
  参考文献：
  名称：

  具有生物活性二肽缀合物的羟基苯甲酰氯的合成

  摘要：

  摘要 通过羟基（乙酰氧基）苯甲酰氯和4- [羟基（乙酰氧基）苯甲酰氨基]丁酰氯作为中间产物，合成了羟基和乙酰氧基苯甲酸与基于4-氨基丁酸和甘氨酸的二肽的缀合物。通过在二甲基甲酰胺存在下，在沸腾的苯中以1：1.1：0.07的比例用草酰氯处理相应的酸来制备酰氯。高产率地获得二肽的目标N- [羟基（乙酰氧基）苯甲酰基]衍生物，并且不需要进一步纯化产物。评价合成的化合物作为潜在的神经保护剂。

  DOI：

  10.1134/s1070428021040060
• 作为产物：
  描述：

  邻乙酰水杨酰氯 在 sodium hydroxide 作用下， 反应 12.0h， 生成 4-[(2-羟基苯甲酰基)氨基]丁酸
  参考文献：
  名称：

  Synthesis and Evaluation of Compounds That Facilitate the Gastrointestinal Absorption of Heparin

  摘要：

  A family of novel compounds (delivery agents) that promote the gastrointestinal absorption of USP heparin in rats and primates has been discovered. The delivery agents in combination with heparin were administered either orally or intracolonically in an aqueous propylene glycol solution and caused dramatic increases in both plasma heparin concentrations (anti-Factor Xa) and clotting times (APTT). Using one of the most effective delivery agents in this series, an estimated relative bioavailability of 8% can be achieved following oral administration to cynomolgus monkeys. To establish a correlation between the in vivo data and an in vitro parameter, immobilized artificial membrane (IAM) chromatography was performed. Log relative k' values were correlated to the efficiency of oral heparin delivery.

  DOI：

  10.1021/jm970811m

文献信息

• Compounds and compositions for delivering active agents
  申请人：Emishpere Technologies, Inc.

  公开号：US06346242B1

  公开（公告）日：2002-02-12

  The present invention provides a compound having the formula or a salt thereof which facilitates the delivery of active agents. Compositions and dosage unit forms comprising the compound of the present invention and at least one active agent, such as a peptide, mucopolysaccharide, carbohydrate, or a lipid, are also provided. Methods of administration and preparation of the compounds and compositions of the invention are provided as well.

  本发明提供了具有以下化学式或其盐的化合物，有助于传递活性剂。还提供了包括本发明化合物和至少一种活性剂（如肽、粘多糖、碳水化合物或脂质）的组合物和剂量单位形式。同时还提供了本发明化合物和组合物的给药方法和制备方法。
• MANUFACTURE PROCESS OF ORGANIC COMPOUNDS
  申请人：Riss Bernhard

  公开号：US20090234010A1

  公开（公告）日：2009-09-17

  The present invention relates to a method of preparing N-substituted salicylamides or derivatives thereof and their derivatives, e.g. their salts. In particular, the present invention relates to a method of preparing (N-(5-chlorosalicyloyl)-8-aminocaprylic acid (5-CNAC) and its corresponding disodium monohydrate.

  本发明涉及一种制备N-取代水杨酰胺或其衍生物及其衍生物（例如其盐）的方法。具体而言，本发明涉及一种制备（N-(5-氯水杨酰基)-8-氨基己酸（5-CNAC）及其对应的一水合二钠盐的方法。
• A Traceless Site‐Specific Conjugation on Native Antibodies Enables Efficient One‐Step Payload Assembly
  作者：Yue Zeng、Wei Shi、Qian Dong、Wanzhen Li、Jianxin Zhang、Xuelian Ren、Caihong Tang、Bo Liu、Yuanli Song、Yali Wu、Xingxing Diao、Hu Zhou、He Huang、Feng Tang、Wei Huang

  DOI：10.1002/anie.202204132

  日期：2022.9.5

  A traceless one-step synthesis of site-specific antibody-drug conjugates (ADCs) has been established using a novel thioester-based acyl transfer design with an optimized Fc-binding ligand, which enables ligand self-release during payload assembly. This strategy exhibits excellent compatibility with various toxins, linkers, and IgG subclasses, implying the potential for broad applications in ligand-directed

  已经使用一种新型的基于硫酯的酰基转移设计和优化的 Fc 结合配体建立了位点特异性抗体-药物偶联物 (ADC) 的无痕一步合成，这使得配体在有效载荷组装过程中能够自我释放。该策略与各种毒素、接头和 IgG 亚类具有出色的相容性，这意味着在配体导向的蛋白质修饰中具有广泛应用的潜力。
• Modified amino acids and compositions comprising them for delivering active agents
  申请人：Emisphere Technologies, Inc.

  公开号：EP1792624A1

  公开（公告）日：2007-06-06

  Modified amino acid compounds useful in the delivery of active agents are provided. The active agents can be peptides, such as rhGH. Methods of administration, such as oral, subcutaneous, sublingual, and intranasal administration, are provided, and methods of preparation of the modified amino acid compound are provided.

  本研究提供了可用于输送活性剂的改性氨基酸化合物。活性剂可以是肽，如 rhGH。提供了给药方法，如口服、皮下注射、舌下含服和鼻内给药，还提供了改性氨基酸化合物的制备方法。
• Method for administering GLP-1 molecules
  申请人：Emisphere Technologies, Inc.

  公开号：EP2409569A2

  公开（公告）日：2012-01-25

  The invention encompasses formulations that demonstrate the feasibility of oral absorption comprising GLP-1 compounds and specified delivery agents.

  本发明包括能证明口服吸收 GLP-1 化合物和特定给药剂可行性的制剂。