2-氨基-3-(3-氰基苯基)丙酸甲酯 | 164648-62-8

• 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: 2-氨基-3-(3-氰基苯基)丙酸甲酯
• 英文名称: Methyl 2-amino-3-(3-cyanophenyl)propanoate
• CAS: 164648-62-8
• 化学式: C₁₁H₁₂N₂O₂
• 分子量: 204.228
• InChiKey: MTEFGBPISYQHIK-UHFFFAOYSA-N

物化性质

• 沸点：
  333.1±27.0 °C(Predicted)
• 密度：
  1.17±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  76.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-氨基-3-(3-氰基苯基)丙酸甲酯 在 palladium on activated charcoal 氢气 、 乙酸肼 、 碳酸氢钠 、 sodium carbonate 、 1-羟基苯并三唑 、 溶剂黄146 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 N,N-二异丙基乙胺 作用下， 以 1,4-二氧六环 、 甲醇 、 氯仿 为溶剂， 生成 2-(3-Amino-propionylamino)-3-[3-(tert-butoxycarbonylamino-methyl)-phenyl]-propionic acid methyl ester
  参考文献：
  名称：

  Bivalent inhibition of β-Tryptase: distance scan of neighboring subunits by dibasic inhibitors

  摘要：

  Based on bifunctional diketopiperazines as templates and m-aminomethyl-phenylalanine as arginine mimetic, we have synthesized a new class of structurally related dibasic tryptase inhibitors with systematically increasing spacer length. These compounds were used to scan the distance between the active sites of two neighboring subunits of the beta-tryptase tetramer. The K-i-values obtained are a function of the distance between the terminal amino groups and indicate optimal binding of inhibitors with 29-31 bonds between the amino groups. These experimental data are in full agreement with predictions derived from a novel modeling program that allows the docking of bivalent ligands. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00063-x
• 作为产物：
  描述：

  甲醇 、 3-氰基苯丙氨酸 在 氯化亚砜 作用下， 生成 2-氨基-3-(3-氰基苯基)丙酸甲酯
  参考文献：
  名称：

  Bivalent inhibition of β-Tryptase: distance scan of neighboring subunits by dibasic inhibitors

  摘要：

  Based on bifunctional diketopiperazines as templates and m-aminomethyl-phenylalanine as arginine mimetic, we have synthesized a new class of structurally related dibasic tryptase inhibitors with systematically increasing spacer length. These compounds were used to scan the distance between the active sites of two neighboring subunits of the beta-tryptase tetramer. The K-i-values obtained are a function of the distance between the terminal amino groups and indicate optimal binding of inhibitors with 29-31 bonds between the amino groups. These experimental data are in full agreement with predictions derived from a novel modeling program that allows the docking of bivalent ligands. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00063-x

文献信息

• Transition‐Metal‐Free Deaminative Vinylation of Alkylamines
  作者：Jiefeng Hu、Bo Cheng、Xianyu Yang、Teck‐Peng Loh

  DOI：10.1002/adsc.201900576

  日期：2019.11.5

  reactivity is the utilization of pyridinium salt‐activated alkylamines, with a base as a promoter. The transformation exhibits good functional group compatibility, and includes inexpensive primary amine feedstocks and amino acids. The proposed method can serve as a powerful synthetic method for late‐stage modification of complex compounds. Mechanistic experiments suggest that free radical processes are

  氨基是天然产物和合成化学品中最基本的结构基序之一。然而，胺在有机合成中作为有效烷基化剂的潜力仍然是有问题的。在无催化剂的条件下，已经建立了通过C-N键活化烷基胺与乙烯基硼酸的脱氨基乙烯基化的统一策略。高反应性的关键是利用吡啶盐活化的烷基胺（以碱为促进剂）。该转化表现出良好的官能团相容性，并且包括廉价的伯胺原料和氨基酸。所提出的方法可以作为复杂化合物后期修饰的有力合成方法。机理实验表明该系统涉及自由基过程。
• Factor xa inhibitors with aryl-amidines and derivatives, and prodrugs thereof
  申请人：——

  公开号：US20030065176A1

  公开（公告）日：2003-04-03

  The present invention relates to a compound with aryl-amidines, particularly amidinoaryl-cyclopropanes, amidinoarylmethyl-pyrroles, amidinoaryl-benzenes, amidinoaryl-pyridines, or amindonoaryl-alanines, represented by formula (1), a pharmaceutically acceptable salt, a prodrug, a hydrate, a solvate or an isomer thereof, which are inhibitors of coagulation enzyme, factor Xa (FXa). The present invention also relates to a pharmaceutical composition containing the compound, and a method of using the same as an anticoagulant agent for treatment and prevention of thrombosis disorders.

  本发明涉及一种具有芳基胺基的化合物，特别是表示为式（1）的芳基胺基环丙烷，芳基胺基甲基吡咯烷，芳基胺基苯，芳基胺基吡啶或芳基胺基丙氨酸的化合物，其为凝血酶Xa（FXa）的抑制剂，包括药用盐、前药、水合物、溶剂合物或其异构体。本发明还涉及含有该化合物的药物组合物，以及将其用作抗凝血剂治疗和预防血栓症障碍的方法。
• FACTOR Xa INHIBITORS WITH ARYL-AMIDINES AND DERIVATIVES, AND PRODRUGS THEREOF
  申请人：LG Chem Investment, Ltd.

  公开号：EP1254136A1

  公开（公告）日：2002-11-06
• EP1254136A4
  申请人：——

  公开号：EP1254136A4

  公开（公告）日：2005-06-01
• [EN] FACTOR Xa INHIBITORS WITH ARYL-AMIDINES AND DERIVATIVES, AND PRODRUGS THEREOF<br/>[FR] INHIBITEURS DU FACTEUR Xa CONTENANT DES ARYLAMIDINES ET DES DERIVES, ET PROMEDICAMENTS OBTENUS A PARTIR DESDITS INHIBITEURS
  申请人：LG CHEM INVESTMENT LTD

  公开号：WO2001055146A1

  公开（公告）日：2001-08-02

  The present invention relates to a compound with aryl-amidines, particularly amidinoaryl-cyclopropanes, amidinoarylmethyl-pyrroles, amidinoaryl-benzenes, amidinoaryl-pyridines, or amindonoaryl-alanines, represented by formula (1), a pharmaceutically acceptable salt, a prodrug, a hydrate, a solvate or an isomer thereof, which are inhibitors of coagulation enzyme, factor Xa (FXa). The present invention also relates to a pharmaceutical composition containing the compound, and a method of using the same as an anticoagulant agent for treatment and prevention of thrombosis disorders.