烯丙基1H-吲哚-3-乙酸酯 | 128550-27-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 中文名称: 烯丙基1H-吲哚-3-乙酸酯
• 英文名称: allyl 1H-indole-3-acetate
• 英文别名: prop-2-enyl 2-(1H-indol-3-yl)acetate
• CAS: 128550-27-6
• 化学式: C₁₃H₁₃NO₂
• mdl: MFCD24388375
• 分子量: 215.252
• InChiKey: XTKFJRWDSCONFZ-UHFFFAOYSA-N

物化性质

• 沸点：
  380.2±22.0 °C(Predicted)
• 密度：
  1.177±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.153
• 拓扑面积：
  42.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  烯丙基1H-吲哚-3-乙酸酯 在 4-二甲氨基吡啶 、 四(三苯基膦)钯 、 三苯基膦 、 sodium 2-ethylhexanoic acid 作用下， 以 二氯甲烷 、 乙酸乙酯 、 乙腈 为溶剂， 反应 1.25h， 生成 1-Boc-吲哚-3-乙酸
  参考文献：
  名称：

  Jasys, V. John; Kelbaugh, Paul B.; Nason, Deane M., Journal of the American Chemical Society, 1990, vol. 112, # 18, p. 6696 - 6704

  摘要：

  DOI：
• 作为产物：
  描述：

  3-吲哚乙酸 生成 烯丙基1H-吲哚-3-乙酸酯
  参考文献：
  名称：

  JASYS, V. JOHN;KELBAUGH, PAUL R.;NASON, DEANE M.;PHILLIPS, DOUGLAS;ROSNAC+, J. AMER. CHEM. SOC., 112,(1990) N8, C. 6696-6704

  摘要：

  DOI：

文献信息

• Development and Application of a Recyclable High-Load Magnetic Co/C Hybrid ROMP-Derived Benzenesulfonyl Chloride Reagent and Utility of Corresponding Analogues
  作者：Saqib Faisal、Qin Zang、Pradip K. Maity、Agnes Brandhofer、Patrick C. Kearney、Oliver Reiser、Robert N. Grass、Diana Stoianova、Paul R. Hanson

  DOI：10.1021/acs.orglett.7b00792

  日期：2017.5.5

  ROMP-derived benzenesulfonyl chloride and analogues is reported. The regeneration and utility of these reagents in the methylation/alkylation of various carboxylic acids is demonstrated via efficient retrieval of the magnetic reagent with a neodymium magnet. Additional reactions employing the analogue sulfonic acid and in situ generated magnetic benzenesulfonyl azide are also reported.

  报道了高负载，可循环利用的磁性Co / C杂化ROMP衍生的苯磺酰氯及其类似物的开发和应用。这些试剂在各种羧酸的甲基化/烷基化中的再生和实用性通过使用钕磁铁对磁性试剂的有效回收来证明。还报道了使用类似磺酸和原位生成的磁性苯磺酰基叠氮化物的其他反应。
• Facile chemoselective rhodium carbenoid N–H insertion reactions: synthesis of 3-arylamino- or 3-heteroarylpiperidin-2-ones
  作者：Sengodagounder Muthusamy、Pandurangan Srinivasan

  DOI：10.1016/j.tetlet.2004.12.108

  日期：2005.2

  Rhodium(II) acetate catalyzed reactions of various substituted 3-diazopiperidin-2-ones with a range of aromatic amines, indoles, and benzotriazole yield exclusively the corresponding N–H insertion products despite competing C-H or O-H insertions. This strategy provides an example of a facile chemoselective N–H insertion reaction delivering a library of 3-arylamino and 3-heteroarylpiperidin-2-one derivatives

  尽管存在竞争性的CH或OH插入，但乙酸铑（II）催化的各种取代的3-重氮哌啶-2-酮与一系列芳族胺，吲哚和苯并三唑的反应仅产生相应的N–H插入产物。此策略提供了一个简便的化学选择性N–H插入反应实例，该反应以高收率提供了3-芳基氨基和3-杂芳基哌啶-2-酮衍生物的文库。
• SUBSTITUTED 2-(5-HYDROXY-2-METHYL-1H-INDOLE-3-YL)ACETIC ACIDS AND ETHERS THEREOF AND THE USE OF SAME TO TREAT VIRAL DISEASES
  申请人：Ivashchenko Andrey Alexandrovich

  公开号：US20110230524A1

  公开（公告）日：2011-09-22

  The present invention relates to novel substituted 2-(5-hydroxy-2-methyl-1H-indol-3-yl)acetic acids, to novel antiviral active ingredients, pharmaceutical compositions, antiviral medicaments, methods for prophylaxis and treatment of viral diseases particularly caused by influenza viruses and infectious hepatisis C (HCV) viruses. Novel substituted 2-(5-hydroxy-2-methyl-1H-indol-3-yl)acetic acids, their esters of the general formula 1 and pharmaceutically acceptable salts and/or hydrates thereof have been disclosed wherein: R 1 represents amino group substituent selected from hydrogen, optionally substituted C 1 -C 5 alkyl, acyl or sulfonyl; R 2 and R 4 independently of each other represent alkyl substituent selected from hydrogen, halogen, optionally substituted C 1 -C 3 alkyl, optionally substituted hydroxyl, optionally substituted amino group, optionally substituted aminomethyl, substituted mercapto group; R 3 represents hydrogen, optionally substituted lower C 1 -C 5 alkyl; R 5 represents cyclic system substituent selected from hydrogen, fluorine, trifluoromethyl, carboxy group, alkyloxycarbonyl, possibly substituted aryl, heterocyclyl, optionally substituted aminomethyl, cyano group; R 6 represents hydroxyl group substituent selected from hydrogen, optionally substituted C 1 -C 5 alkyl, acyl.

  本发明涉及新的取代2-(5-羟基-2-甲基-1H-吲哚-3-基)乙酸，新的抗病毒活性成分，制药组合物，抗病毒药物，以及用于预防和治疗由流感病毒和丙型肝炎病毒（HCV）引起的病毒性疾病的方法。已经披露了新的取代2-(5-羟基-2-甲基-1H-吲哚-3-基)乙酸，其酯具有一般式1和其药用可接受的盐和/或水合物其中：R1代表氨基取代基，可选地取代的C1-C5烷基，酰基或磺酰基；R2和R4独立地代表氢，卤素，可选地取代的C1-C3烷基，可选地取代的羟基，可选地取代的氨基基团，可选地取代的氨甲基，取代的巯基团；R3代表氢，可选地取代的较低C1-C5烷基；R5代表环系统取代基，选择自氢，氟，三氟甲基，羧基，烷氧羰基，可能取代的芳基，杂环烷基，可选地取代的氨甲基，氰基；R6代表羟基取代基，选择自氢，可选地取代的C1-C5烷基，酰基。
• Synthesis of some cyclic indolic peptoids as potential antibacterials
  作者：Vicki S. Au、John B. Bremner、Jonathan Coates、Paul A. Keller、Stephen G. Pyne

  DOI：10.1016/j.tet.2006.07.059

  日期：2006.10

  The synthesis of cyclic peptoids containing an indole hydrophobic scaffold has been realised through the ring-closing metathesis of diallylated precursors. The precursors and their cyclic counterparts possessed poor antibacterial activity in contrast to previously reported cyclic peptoids containing hydrophobic scaffolds.

  含有吲哚疏水骨架的环状类肽的合成已经通过二烯丙基化前体的闭环复分解实现。与先前报道的含有疏水性支架的环状类肽相反，该前体及其环状对应物具有较差的抗菌活性。
• [EN] INHIBITORS OF BACTERIAL NAD SYNTHETASE<br/>[FR] INHIBITEURS DE LA NAD SYNTHETASE BACTERIENNE
  申请人：UAB RESEARCH FOUNDATION

  公开号：WO2000010996A1

  公开（公告）日：2000-03-02

  The present invention provides methods of synthesizing and screening inhibitors of bacterial NAD synthetase enzyme, compounds thereof, and methods of treating bacterial and microbial infections with inhibitors of bacterial NAD synthetase enzyme.

  本发明提供了合成和筛选细菌NAD合成酶酶抑制剂的方法，以及这些化合物和利用细菌NAD合成酶酶抑制剂治疗细菌和微生物感染的方法。