methyl 2-(azidomethyl)acrylate | 218301-57-6

• 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-(azidomethyl)acrylate
• 英文别名: Methyl 2-(azidomethyl)prop-2-enoate
• CAS: 218301-57-6
• 化学式: C₅H₇N₃O₂
• 分子量: 141.129
• InChiKey: DMXOLLINKRYBOZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  40.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl 2-(azidomethyl)acrylate 在 sodium hypochlorite 、 亚磷酸三乙酯 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  Nonbenzamidine isoxazoline derivatives as factor Xa inhibitors

  摘要：

  Factor Xa (fXa) is an important serine protease in the blood coagulation cascade. Inhibition of fxa has emerged as an attractive target for potential therapeutic applications in the treatments of both arterial and venous thrombosis. Herein, we describe a series of non-benzamidine isoxazoline derivatives as fXa inhibitors. The chloroaniline group was found to be the most potent benzamidine mimic in this series. Chloroaniline 1 (ST368) has a K-i value of 1.5 nM against fXa and is highly selective for fXa relative to thrombin and trypsin. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00080-5
• 作为产物：
  描述：

  2-(溴甲基)丙烯酸甲酯 在 sodium azide 作用下， 以 水 、 丙酮 为溶剂， 反应 0.33h， 以98%的产率得到methyl 2-(azidomethyl)acrylate
  参考文献：
  名称：

  具有异恶唑啉核心的非编码 β2,2-氨基酸能够稳定通过前所未有的氢键折叠的肽

  摘要：

  制备了含有 β 2,2-异恶唑啉氨基酸 5-(氨基甲基)-3-苯基-4,5-二氢异恶唑-5-羧酸 (Isox-β 2,2 AA) 的新型肽模拟物，并通过 NMR 和理论计算。有趣的是，在短的三肽和六肽模型中插入R -Isox-β 2,2 AA，观察到意想不到的 α-转角样基序，这要归功于涉及 β 2异恶唑啉侧链的 C=N 的前所未有的强 H 键,2 AA。

  DOI：

  10.1002/ejoc.202200601

文献信息

• Guanidine mimics as factor Xa inhibitors
  申请人：DuPont Pharmaceuticals Company

  公开号：US06339099B1

  公开（公告）日：2002-01-15

  The present application describes nitrogen containing heteroaromatics and derivatives thereof of formula I: or pharmaceutically acceptable salt forms thereof, wherein rings D—E represent guanidine mimics, which are useful as inhibitors of factor Xa.

  本申请描述了含氮杂环化合物及其衍生物的化学式I：或其药用可接受的盐形式，其中环D—E代表胍嘧啶模拟物，这些化合物可作为凝血因子Xa的抑制剂。
• An efficient synthesis of some 6-substituted 4,8-diaza-3,3,9,9- tetramethylundeca-2,10-dione dioximes (propylene amine oximes, PnAOs): Ligands for 99mTc complexes used in structure distribution relationship (SDR) studies
  作者：Palaniappa Nanjappan、Natarajan Raju、Kondareddiar Ramalingam、David P. Nowotnik

  DOI：10.1016/s0040-4020(01)85336-9

  日期：1994.1

  Technetium complexes of the ligand PnAO [4,8-diaza-3,3,9,9-fetramethylundeca-2,10-dione dioximes (3)] are of interest as commercial radiopharmaceuticals. In general, PnAOs are synthesized by alkylation of a propylenediamine derivative with 3-chloro-3-methyl-2-nitrosobutane (2). This alkylation reaction proved to be low yielding. With modestly bulky substituents at the 2-position of 1,3-diaminopropane, little or none of the required PnAO was obtained. As a result, an alternative approach of the synthesis of PnAO was developed. This method involved the alkylation of the propylenediamine with 3-bromo-3-methylbutan-2-one (18) followed by oximation of the resulting diamine-diketone (19). By this method, PnAOs were prepared in goad yield, even with bulky C-2 substituents. Fourteen PnAO derivatives were prepared by this method. We also describe the syntheses of several new propylenediamine derivatives.