N-acetyl propargylamine | 910232-64-3

• 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: N-acetyl propargylamine
• 英文别名: N-(but-3-yn-1-yl)acetamide；N-but-3-ynylacetamide
• CAS: 910232-64-3
• 化学式: C₆H₉NO
• 分子量: 111.144
• InChiKey: ODVZOLHCWVKMBM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  8
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-acetyl propargylamine 在 劳森试剂 作用下， 以 四氢呋喃 、 1,2-二氯乙烷 为溶剂， 反应 9.0h， 生成
  参考文献：
  名称：

  Acetate/Acetic Acid-Assisted One-Pot Synthesis of (Diarylmethylene)imidazolone from Amide or Thioamide

  摘要：

  DOI：

  10.3987/com-20-14396
• 作为产物：
  描述：

  1-氨基-3-丁炔 、 乙酸酐 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以92%的产率得到N-acetyl propargylamine
  参考文献：
  名称：

  包含天然大环元素的DNA编码化学文库。

  摘要：

  在这里，我们展示了在DNA上进行DNA编码的大环文库（DEML）的七步化学合成。受聚酮化合物和肽-聚酮化合物混合天然产物的启发，该文库旨在整合丰富的骨架多样性。但是，要实现这种多样性，就要以双功能构件块库的定制合成为代价。这项研究概述了在DNA编码文库中仔细进行逆向合成设计的重要性，同时揭示了需要新的DNA合成方法的领域。

  DOI：

  10.1002/anie.201902513

文献信息

• Synthesis of Exo- and Endocyclic Enamides Through Copper-Catalyzed Regioselective Intramolecular <i>N</i> -Halovinylation
  作者：Nicolas Gilbert、Simon Ricard、Jodrey Bergeron、Pierre Lambolez、Benoit Daoust

  DOI：10.1002/ejoc.202000137

  日期：2020.5.10

  copper‐catalyzed cross‐coupling of 1,2‐dihaloalkenes and amides leads to cyclic β‐haloenamides, which can participate in a second cross‐coupling reaction to efficiently synthesize highly functionalized cyclic enamides. The selectivity of the intramolecular coupling between exo‐ and endocyclic regioisomers is a crucial synthetic factor and can be influenced by the structure of the substrate and the reaction conditions

  1,2-二卤代烯烃与酰胺的分子内铜催化交叉偶联反应生成环状β-卤代烯酰胺，后者可参与第二次交叉偶联反应以有效合成高度官能化的环状酰胺。外环和内环区域异构体之间分子内偶联的选择性是至关重要的合成因素，并受底物结构和反应条件的影响。
• A convergent synthesis of new β-turn mimics by click chemistry
  作者：Keunchan Oh、Zhibin Guan

  DOI：10.1039/b606185k

  日期：——

  Alkyne-azide cycloaddition ("click" chemistry) between two peptide strands derivatized with terminal azide and alkyne, respectively, provides an efficient convergent synthesis of triazole ring-based new beta-turn mimics.

  分别用末端叠氮化物和炔烃衍生的两条肽链之间的炔-叠氮化物环加成（“点击”化学反应）提供了基于三唑环的新的β-turn模拟物的有效收敛合成。
• 신규한 트리아졸 유도체, 이의 제조방법 및 이를 유효성분으로 함유하는 오로라 키나제 관련 약학적 조성물
  申请人：Ewha University - Industry Collaboration Foundation 이화여자대학교 산학협력단(220040083301) BRN ▼110-82-10456

  公开号：KR101723881B1

  公开（公告）日：2017-04-07

  본 발명은 신규한 트리아졸 유도체, 이의 제조방법 및 이를 유효성분으로 함유하는 오로라 키나제 관련 약학적 조성물에 관한 것으로, 본 발명에 따른 신규한 트리아졸 유도체, 이의 광학 이성질체, 또는 이의 약학적으로 허용 가능한 염은, 오로라 키나제로써 나노몰 단위의 우수한 저해활성을 나타내며, 이를 함유하는 약학적 조성물로써 다양한 암 또는 종양의 치료에 유용한 효과가 있다.

  本发明涉及一种新的三唑衍生物，其制备方法及其作为有效成分包含在含有Aurora激酶相关药物的制剂中，根据本发明的新三唑衍生物，其光学异构体或其药学上可接受的盐，通过Aurora激酶表现出优异的纳摩尔单位的抑制活性，并且作为含有该化合物的药学制剂在治疗各种癌症或肿瘤方面具有有益效果。
• Identification of potent and selective oxytocin antagonists. Part 1: indole and benzofuran derivatives
  作者：Paul G Wyatt、Michael J Allen、Josie Chilcott、Alison Foster、David G Livermore、Jackie E Mordaunt、Jan Scicinski、Patrick M Woollard

  DOI：10.1016/s0960-894x(02)00159-2

  日期：2002.5

  novel, potent and selective oxytocin antagonists are reported. Combinatorial libraries designed to find novel replacements of fragments of oxytocin antagonist L-371,257, identified pyrimidine, thiazole, indole and benzofuran as potential alternatives to the benzoic acid moiety of L-371,257. Additional investigations identified indole and benzofuran derivatives with potent oxytocin antagonist activity

  报道了发现新颖，有效和选择性催产素拮抗剂的研究。设计用于寻找催产素拮抗剂L-371,257片段的新型替代物的组合文库，将嘧啶，噻唑，吲哚和苯并呋喃确定为L-371,257苯甲酸部分的潜在替代物。进一步的研究确定了具有有效催产素拮抗剂活性的吲哚和苯并呋喃衍生物。
• Design, synthesis, and evaluation of hinge-binder tethered 1,2,3-triazolylsalicylamide derivatives as Aurora kinase inhibitors
  作者：Yunkyung Jeong、Jooyeon Lee、Jae-Sang Ryu

  DOI：10.1016/j.bmc.2016.03.042

  日期：2016.5

  A series of hinge-binder tethered 1,2,3-triazolylsalicylamide derivatives were designed, synthesized, and evaluated for the Aurora kinase inhibitory activities. The novel hinge-binder tethered 1,2,3-triazolylsalicylamide scaffold was effectively assembled by Cu(I)-catalyzed azide-alkyne 1,3-dipolar cycloaddition (CuAAC). A variety of alkynes with hinge binders were used to search proper structures-binding relationship to the hinge region. The synthesized 1,2,3-triazolylsalicylamide derivatives showed significant Aurora kinase inhibitory activity. In particular, 8a inhibited Aurora A kinase with an IC50 value of 0.284 mu M, whereas 8m inhibited Aurora B kinase with an IC50 value of 0.364 mu M. (C) 2016 Elsevier Ltd. All rights reserved.