9-azidonon-1-yne | 1161847-75-1

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: 9-azidonon-1-yne
• CAS: 1161847-75-1
• 化学式: C₉H₁₅N₃
• 分子量: 165.238
• InChiKey: BQLMDWPPPVIMAL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.27
• 重原子数：
  12.0
• 可旋转键数：
  7.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  48.76
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  9-azidonon-1-yne 在 三苯基膦 、 水 作用下， 以 乙醚 为溶剂， 反应 5.0h， 生成 9-amino-1-nonyne
  参考文献：
  名称：

  Convergent synthesis of fluorescence-labeled probes of Annonaceous acetogenins and visualization of their cell distribution

  摘要：

  The convergent synthesis of fluorescence-labeled solamin, an antitumor Annonaceous acetogenin, was accomplished by two asymmetric alkynylations of 2,5-diformyl tetrahydrofuran with an alkyne tagged with fluorescent groups and another alkyne with an alpha,beta-unsaturated gamma-lactone. Assay for the growth inhibitory activity against human cancer cell lines revealed that the probe with the fluorescent groups at the end of the hydrocarbon chain may have the same mode of action as natural acetogenins. The merged fluorescence of dansyl-labeled solamin and MitoTracker Red suggests that Annonaceous acetogenins localize in the mitochondria. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.10.004
• 作为产物：
  描述：

  9‐iodonon‐1‐yne 在 sodium azide 作用下， 以 二甲基亚砜 为溶剂， 反应 3.0h， 以98%的产率得到9-azidonon-1-yne
  参考文献：
  名称：

  Convergent synthesis of fluorescence-labeled probes of Annonaceous acetogenins and visualization of their cell distribution

  摘要：

  The convergent synthesis of fluorescence-labeled solamin, an antitumor Annonaceous acetogenin, was accomplished by two asymmetric alkynylations of 2,5-diformyl tetrahydrofuran with an alkyne tagged with fluorescent groups and another alkyne with an alpha,beta-unsaturated gamma-lactone. Assay for the growth inhibitory activity against human cancer cell lines revealed that the probe with the fluorescent groups at the end of the hydrocarbon chain may have the same mode of action as natural acetogenins. The merged fluorescence of dansyl-labeled solamin and MitoTracker Red suggests that Annonaceous acetogenins localize in the mitochondria. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.10.004

文献信息

• Diethylzinc-Mediated Radical 1,2-Addition of Alkenes and Alkynes
  作者：Xin Li、Songtao He、Qiuling Song

  DOI：10.1021/acs.orglett.1c00669

  日期：2021.4.16

  A novel diethylzinc-mediated radical 1,2-addition of perfluoroalkyl iodides to unactivated alkenes and alkynes is presented, which demonstrates a novel way to generate an ethyl difluoroacetate radical. This method is highly efficient and gives full conversions of the substrates, high yields of the products, and negligible byproducts and requires no column chromatography purifications. The mild conditions

  提出了一种新颖的由二乙基锌介导的全氟烷基碘与非活化烯烃和炔烃进行的1,2-基自由基加成反应，这表明了一种生成二氟乙酸乙酯基团的新方法。该方法非常高效，可实现底物的完全转化，产物的高收率和可忽略的副产物，并且不需要柱色谱法纯化。温和的条件使该协议能够表现出出色的官能团兼容性。
• [EN] CDK2 DEGRADERS AND USES THEREOF<br/>[FR] AGENTS DE DÉGRADATION DE CDK2 ET LEURS UTILISATIONS
  申请人：KYMERA THERAPEUTICS INC

  公开号：WO2022236058A1

  公开（公告）日：2022-11-10

  The present invention provides compounds, compositions thereof, and methods of using the same.

  本发明提供了化合物、其组合物以及使用方法。
• Convergent Synthesis of Fluorescence Labeled Solamin
  作者：Tetsuaki Tanaka、Naoto Kojima、Takekuni Morioka、Masahiro Yano、Yuki Suga、Naoyoshi Maezaki

  DOI：10.3987/com-08-s(d)45

  日期：——

  The convergent synthesis of dansyl-labeled solamin, an antitumor Annonaceous acetogenin, has been achieved. The carbon skeleton was assembled from three fragments: the THF ring fragment, the fluorescent fragment, and the gamma-lactone fragment, by asymmetric alkynylation.