N-(2-hydroxyethyl)pent-4-ynamide | 259667-83-9

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N-(2-hydroxyethyl)pent-4-ynamide
• 英文别名: N-hydroxyethyl-4-pentynamide
• CAS: 259667-83-9
• 化学式: C₇H₁₁NO₂
• 分子量: 141.17
• InChiKey: SEXUFPCPLXJPQO-UHFFFAOYSA-N

物化性质

• 沸点：
  351.7±27.0 °C(Predicted)
• 密度：
  1.075±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.6
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-叠氮基萘 、 N-(2-hydroxyethyl)pent-4-ynamide 在 tetrakis(actonitrile)copper(I) hexafluorophosphate 、 THPTA 作用下， 以 水 、 叔丁醇 为溶剂， 反应 16.0h， 以39%的产率得到
  参考文献：
  名称：

  CalFluors：可见光谱范围内荧光叠氮化物探针的通用基序

  摘要：

  整个可见光谱的荧光生物正交智能探针将使生物系统中代谢标记分子的敏感可视化成为可能。在这里，我们提出了一种基于光诱导电子转移原理的统一设计，以访问一组高荧光叠氮探针，这些探针通过点击化学转化为相应的三唑而被激活。这些探针被称为 CalFluors，具有从绿色到远红色波长范围的发射最大值，并且能够在免清洗条件下实现灵敏的生物分子检测。我们使用 CalFluor 探针对细胞中各种炔标记的生物分子（聚糖、DNA、RNA 和蛋白质）进行成像，开发斑马鱼和小鼠脑组织切片。

  DOI：

  10.1021/jacs.5b02383
• 作为产物：
  描述：

  炔丙基脲 在 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 为溶剂， 反应 21.08h， 生成 N-(2-hydroxyethyl)pent-4-ynamide
  参考文献：
  名称：

  Fluorogenic Azidofluoresceins for Biological Imaging

  摘要：

  Fluorogenic probes activated by bioorthogonal chemical reactions can enable biomolecule imaging in situations where it is not possible to wash away unbound probe. One challenge for the development of such probes is the a priori identification of structures that will undergo a dramatic fluorescence enhancement by virtue of the chemical transformation. With the aid of density functional theory calculations reported previously by Nagano and co-workers, we identified azidofluorescein derivatives that were predicted to undergo an increase in fluorescence quantum yield upon Cu-catalyzed or Cu-free cycloaddition with linear or cyclic alkynes, respectively. Four derivatives were experimentally verified in model reactions, and one, a 4-azidonaphthylfluorescein analogue, was further shown to label alkyne-functionalized proteins in vitro and glycoproteins on cells with excellent selectivity. The azidofluorescein derivative also enabled cell imaging under no-wash conditions with good signal above background. This work establishes a platform for the rational design of fluorogenic azide probes with spectral properties tailored for biological imaging.

  DOI：

  10.1021/ja308203h

文献信息

• ALKYNE-ACTIVATED FLUOROGENIC AZIDE COMPOUNDS AND METHODS OF USE THEREOF
  申请人：The Regents of the University of California

  公开号：US20150276752A1

  公开（公告）日：2015-10-01

  The present disclosure provides fluorogenic azide compounds. Also provided are methods of using the subject compounds for labelling a target biomolecule that includes an alkyne. In some embodiments, the method includes contacting the biomolecule with a fluorogenic azide compound, wherein the contacting results in covalent linkage of the compound with the alkyne moiety of the target biomolecule.

  本公开提供了荧光偶氮化物化合物。还提供了使用该化合物标记包含炔基的目标生物分子的方法。在某些实施例中，该方法包括将生物分子与荧光偶氮化物化合物接触，其中接触导致化合物与目标生物分子的炔基部分形成共价键合。
• [EN] OXINDOLE DERIVATIVES AS GROWTH HORMONE RELEASERS<br/>[FR] DERIVES OXINDOLES EN TANT QU'AGENTS DE LIBERATION DE L'HORMONE DE CROISSANCE
  申请人：SUMITOMO PHARMA

  公开号：WO2000010975A1

  公开（公告）日：2000-03-02

  An oxindole of Formula (1) or a prodrug thereof, or a pharmaceutically acceptable salt thereof is useful for growth hormone releaser wherein R?1, R2, R3, and R4¿ are independently hydrogen, optionally substituted alkyl, etc; R5 is optionally substituted aryl or optionally substituted heteroaryl; Z is -O- or -NH-; one of W?1 and W2¿ is hydrogen, alkyl or -Y-CON(R10)R11; the other of W?1 and W2¿ is (a); n is 1, 2 or 3; m is 0, 1, 2 or 3; Y is single bond or C¿1?-C3 alkylene; R?6 and R7¿ are independently hydrogen, optionally substituted alkyl, etc; R?8 and R9¿ are independently hydrogen, optionally substituted alkyl, etc; R?10 and R11¿ are independently hydrogen, alkyl etc.

  公式（1）的氧吲哚或其前药，或其药学上可接受的盐，可用作生长激素释放剂，其中R?1、R2、R3和R4¿独立地为氢、可选地取代的烷基等；R5为可选地取代的芳基或可选地取代的杂芳基；Z为-O-或-NH-；W?1和W2¿中的一个为氢、烷基或-Y-CON（R10）R11；W?1和W2¿中的另一个为（a）；n为1、2或3；m为0、1、2或3；Y为单键或C¿1?-C3烷基；R?6和R7¿独立地为氢、可选地取代的烷基等；R?8和R9¿独立地为氢、可选地取代的烷基等；R?10和R11¿独立地为氢、烷基等。
• Oxindole derivative
  申请人：Sumitomo Pharmaceuticals Co., Ltd.

  公开号：US06576656B1

  公开（公告）日：2003-06-10

  An oxindole of Formula 1 or a prodrug thereof, or a pharmaceutically acceptable salt thereof is useful for growth hormone releaser: wherein R1, R2, R3 and R4 are independently hydrogen, optionally substituted alkyl etc; R5 is optionally substituted aryl or optionally substituted heteroaryl; Z is —O— or —NH—; one of W1 and W2 is hydrogen, alkyl or —Y—CON(R10)R11; the other of W1 and W2 is n is 1, 2 or 3; m is 0, 1, 2 or 3; Y is single bond or C1-C3 alkylene; R6 and R7 are independently hydrogen, optionally substituted alkyl etc; R8 and R9 are independently hydrogen, optionally substituted alkyl etc; R10 and R11 are independently hydrogen, alkyl etc.

  公式1中的氧杂吲哌或其前药或其药学上可接受的盐对生长激素释放剂是有用的： 其中， R1，R2，R3和R4独立地为氢、可选择取代的烷基等； R5为可选择取代的芳基或可选择取代的杂芳基； Z为—O—或—NH—； W1和W2中的一个为氢、烷基或—Y—CON(R10)R11； 另一个为氢，n为1、2或3；m为0、1、2或3； Y为单键或C1-C3烷基； R6和R7独立地为氢、可选择取代的烷基等； R8和R9独立地为氢、可选择取代的烷基等； R10和R11独立地为氢、烷基等。
• OXINDOLE DERIVATIVES AS GROWTH HORMONE RELEASERS
  申请人：Sumitomo Pharmaceuticals Company, Limited

  公开号：EP1105376A1

  公开（公告）日：2001-06-13
• US6576656B1
  申请人：——

  公开号：US6576656B1

  公开（公告）日：2003-06-10