3-(2-(4-isopropylphenyl)hydrazineylidene)indolin-2-one

• 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: 3-(2-(4-isopropylphenyl)hydrazineylidene)indolin-2-one
• 化学式: C₁₇H₁₇N₃O
• 分子量: 279.341
• InChiKey: GYQOHOXFUDBBRY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.58
• 重原子数：
  21.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  53.49
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  3-diazo-indolin-2-one 、 1-(4-异丙基苯基)肼 在 indium(III) triflate 作用下， 以 氟苯 为溶剂， 反应 6.0h， 以87%的产率得到3-(2-(4-isopropylphenyl)hydrazineylidene)indolin-2-one
  参考文献：
  名称：

  Indium(iii)-catalyzed efficient synthesis of 3-arylhydrazonoindolin-2-ones and their fluorescent metal sensing studies

  摘要：

  研发了一种以In(iii)为催化剂的策略，用于从3-重氮吲哚制备3-芳基肼基吲哚啉-2-酮，并用于Fe3+和Hg2+离子传感。

  DOI：

  10.1039/d1nj05715d

文献信息

• Visible-light-absorbing C–N cross-coupling for the synthesis of hydrazones involving C(sp²)–H/C(sp³)–H functionalization
  作者：Ambuj Kumar Kushwaha、Suresh Kumar Maury、Arsala Kamal、Himanshu Kumar Singh、Shikha Pandey、Sundaram Singh

  DOI：10.1039/d2cc07001d

  日期：——

  An efficient C–N cross-coupling approach for the synthesis of hydrazones was developed through C(sp2)–H and C(sp3)–H functionalization of indole and methylarene under visible light irradiation using photocatalyst eosin Y, ethanol:water as a green solvent and atmospheric air as an oxidant. With the aid of eosin Y, the C–H bonds of indole and methylarenes were activated followed by coupling with arylhydrazines

  通过 C(sp 2 )–H 和 C(sp 3)–H 功能化吲哚和甲基芳烃在可见光照射下使用光催化剂曙红 Y，乙醇：水作为绿色溶剂和大气空气作为氧化剂。在曙红 Y 的帮助下，吲哚和甲基芳烃的 C-H 键被激活，然后与芳基肼偶联。该程序适用于具有良好官能团相容性的各种底物，提供了一种创造性的方法，可以用廉价且易于获得的原材料制造腙。没有金属、低成本、环境友好、绿色溶剂、无毒、易于处理以及利用可见光等可再生能源是该方法的一些主要优势。
• Synthesis and biophysical evaluation of arylhydrazono-1H-2-indolinones as β-amyloid aggregation inhibitors
  作者：Francesco Campagna、Marco Catto、Rosa Purgatorio、Cosimo D. Altomare、Angelo Carotti、Angelo De Stradis、Gerardo Palazzo

  DOI：10.1016/j.ejmech.2010.11.015

  日期：2011.1

  A series of isatin-3-arylhydrazones were synthesized and evaluated in vitro as inhibitors of A beta(1-40) aggregation using a thioflavin T fluorescence method. An exploration of the effects on A beta(1-40) aggregation of a number of diverse substituents at phenylhydrazone group and 5,6- positions of the indolinone nucleus led us to single out some new anti-aggregating compounds with IC50 values in the low micromolar range. The most active compounds carry methoxy- or hydroxy- substituents in the indolinone 5,6-positions and lipophilic groups such as iPr and Cl at 4'- and 3'-position, respectively, of the phenylhydrazone moiety. Two derivatives are noteworthy, namely 18 (IC50 = 0.4 mu M) and 42 (IC50 = 1.1 mu M). The in vitro effects of the highly active, water soluble, compound 42 on the temporal evolution of A beta(1-40) fibrils formation were further investigated by circular dichroism spectroscopy, transmission electron microscopy and dynamic light scattering studies, which clearly showed that this compound delayed and lowered the amyloid fibril formation. (C) 2010 Elsevier Masson SAS. All rights reserved.
• Indium(<scp>iii</scp>)-catalyzed efficient synthesis of 3-arylhydrazonoindolin-2-ones and their fluorescent metal sensing studies
  作者：Shreedhar Devkota、Sonaimuthu Mohandoss、Yong Rok Lee

  DOI：10.1039/d1nj05715d

  日期：——

  In(iii)-catalyzed strategy for the preparation of 3-arylhydrazonoindolin-2-ones from 3-diazoindoles is developed and used for Fe³⁺ and Hg²⁺ ion sensing.

  研发了一种以In(iii)为催化剂的策略，用于从3-重氮吲哚制备3-芳基肼基吲哚啉-2-酮，并用于Fe3+和Hg2+离子传感。