methyl 2-acetamido-3-(4-aminophenyl) propionate | 64619-90-5

• 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
• 英文名称: methyl 2-acetamido-3-(4-aminophenyl) propionate
• 英文别名: AC-P-Amino-phe-ome；methyl 2-acetamido-3-(4-aminophenyl)propanoate
• CAS: 64619-90-5
• 化学式: C₁₂H₁₆N₂O₃
• 分子量: 236.271
• InChiKey: DNSLMVHBZCGJNH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  81.4
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl 2-acetamido-3-(4-aminophenyl) propionate 在 lithium hydroxide 、 N,N-二异丙基乙胺 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 2-Acetylamino-3-(4-{2-[4-(3-o-tolyl-ureido)-phenyl]-acetylamino}-phenyl)-propionic acid
  参考文献：
  名称：

  Identification of Potent and Novel α4β1 Antagonists Using in Silico Screening

  摘要：

  The antigen alpha4beta1 (very late antigen-4, VLA-4) plays an important role in the migration of white blood cells to sites of inflammation. It has been implicated in the pathology of a variety of diseases including asthma, multiple sclerosis, and rheumatoid arthritis. We describe a series of potent inhibitors of alpha4beta1 that were discovered using computational screening for replacements of the peptide region of an existing tetrapeptide-based alpha4beta1 inhibitor (1; 4-[N'-(2-methylphenyl)-ureido]phenylacetyl-Leu-Asp-Val) derived from fibronectin. The search query was constructed using a model of 1 that was based upon the X-ray conformation of the related integrin-binding region of vascular cell adhesion molecule-1 (VCAM-1). The 3D search query consisted of the N-terminal cap and the carboxyl side chain of 1 because, upon the basis of existing structure-activity data on this series, these were known to be critical for high-affinity binding to alpha4beta1. The computational screen identified 12 reagents from a virtual library of 8624 molecules as satisfying the model and our synthetic filters. All of the synthesized compounds tested inhibit alpha4beta1 association with VCAM-1, with the most potent compound having an IC50 of 1 nM, comparable to the starting compound. Using CATALYST, a 3D QSAR was generated that rationalizes the variation in activities of these alpha4beta1 antagonists. The most potent compound was evaluated in a sheep model of asthma, and a 30 mg nebulized dose was able to inhibit early and late airway responses in allergic sheep following antigen challenge and prevented the development of nonspecific airway hyperresponsiveness to carbachol. Our results demonstrate that it is possible to rapidly identify nonpeptidic replacements of integrin peptide antagonists, This approach should be useful in identification of nonpeptidic alpha4beta1 inhibitors with improved pharmacokinetic properties relative to their peptidic counterparts.

  DOI：

  10.1021/jm020054e
• 作为产物：
  描述：

  DL-苯丙氨酸 在 硫酸 、 硝酸 、 铁粉 、 氯化铵 、 溶剂黄146 、 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 33.16h， 生成 methyl 2-acetamido-3-(4-aminophenyl) propionate
  参考文献：
  名称：

  2-苯氨基喹啉衍生物及其制备方法和应用

  摘要：

  本发明涉及2‑苯氨基喹啉衍生物及其制备方法和应用，该2‑苯氨基喹啉衍生物的结构式为该2‑苯氨基喹啉衍生物具有良好抗肿瘤的活性，为2‑苯氨基喹啉衍生物的进一步改造并发现新的抗肿瘤药物候选物具有较高的借鉴与参考价值。本发明还提出了上述2‑苯氨基喹啉衍生物的制备方法以及其在制备抗癌药物中的应用。

  公开号：

  CN114907261A

文献信息

• Rational Design of MOFs Constructed from Modified Aromatic Amino Acids
  作者：Yu Xie、Zhaopeng Yu、Xiaoying Huang、Zhiyong Wang、Liwen Niu、Maikun Teng、Jing Li

  DOI：10.1002/chem.200700543

  日期：2007.11.16

  "depth" and the "width" of ligands can mediate the size and the shape of the grids of these 2D layers. Additionally, among these compounds, three pure chiral coordination polymers are obtained, owing to the inducement of chirality by the modified amino acids. This property makes them potential NLO materials.

  三种Phe和Tyr衍生物，2-氨基-3-（4-氨基苯基）-丙酸（AAP），3E- [5-（2-氨基-2-羧乙基）-2-甲氧基苯基]-丙烯酸（AMPA）和选择3-（4-氨基苯基）-2-（羧甲基-氨基）-丙酸（ACP）作为配体，以构建四种新颖的金属有机骨架（MOF）（五个结构）。这些结构为[Cd（II）（R）-AAP}（Py）（H（2）O）]（ClO（4）），（R）-1；[Cd（II）（S）-AAP}（H（2）O）（2）]（ClO（4）），（S）-2；[Zn（2）（II）（R，S）-AMPA}（H（2）O）]，（R，S）-3; [Zn（2）（II）（R）-ACP}（Py）（3）]（ClO（4））（2），（R）-4；和（R）-1的反转孪晶。调整配体“深度”和“宽度”的合理设计可以介导这些2D层的网格的大小和形状。此外，在这些化合物中，获得了三种纯手性配位聚合物，由于修饰的氨基酸诱导了手性。此属性使它们成为潜在的NLO材料。
• Novel synthesis of 1,2-diaza-1,3-dienes with potential biological activity from cinnamic acids and diazonium salts of anilines
  作者：Veronica Vida、Martina Minisini、Mario Mardirossian、Claudio Brancolini、Marco Scocchi、Cristina Forzato、Federico Berti

  DOI：10.1039/d2ra07515f

  日期：——

  beneficial effects on human health but are also interesting synthetic intermediates thanks to the presence of several reactive sites. While studying the reactivity of cinnamic acids with diazonium salts from aromatic amines, an unexpected reactivity has been discovered, leading to the formation of 1,2-diaza-1,3-dienes instead of traditional diazo-coupling products. The new compounds have been fully characterized

  肉桂酸是一类重要的酚类化合物，对人体健康有许多有益作用，但由于存在多个反应位点，它也是有趣的合成中间体。在研究肉桂酸与芳香胺重氮盐的反应性时，发现了一种意想不到的反应性，导致形成 1,2-二氮杂-1,3-二烯，而不是传统的重氮偶联产物。新化合物已通过单维和二维核磁共振光谱和质谱进行了全面表征。已经对这些化合物的生物活性进行了初步研究，测试了它们的抗菌和抗肿瘤活性，并取得了有希望的结果。
• DE2705816
  申请人：——

  公开号：——

  公开（公告）日：——
• FR2340729
  申请人：——

  公开号：——

  公开（公告）日：——
• Compositions Containing, Methods Involving, and Uses of Non-Natural Amino Acids and Polypeptides
  申请人：Miao Zhenwei

  公开号：US20080118464A1

  公开（公告）日：2008-05-22

  Disclosed herein are non-natural amino acids and polypeptides that include at least one non-natural amino acid, and methods for making such non-natural amino acids and polypeptides. The non-natural amino acids, by themselves or as a part of a polypeptide, can include a wide range of possible functionalities, but typical have at least one aromatic amine group. Also disclosed herein are non-natural amino acid polypeptides that are further modified post-translationally, methods for effecting such modifications, and methods for purifying such polypeptides. Typically, the modified non-natural amino acid polypeptides include at least one alkylated amine group. Further disclosed are methods for using such non-natural amino acid polypeptides and modified non-natural amino acid polypeptides, including therapeutic, diagnostic, and other biotechnology uses.