2-肼基-7-甲氧基-4-甲基喹啉 | 97892-65-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 中文名称: 2-肼基-7-甲氧基-4-甲基喹啉
• 英文名称: 7-methoxy-4-methyl-2-hydrazinoquinoline
• 英文别名: 4-methyl-7-methoxy-2-quinolylhydrazine；2-idrazino-4-metil-7-metossichinolina；2-Hydrazinyl-7-methoxy-4-methylquinoline；(7-methoxy-4-methylquinolin-2-yl)hydrazine
• CAS: 97892-65-4
• 化学式: C₁₁H₁₃N₃O
• mdl: MFCD00711758
• 分子量: 203.244
• InChiKey: YRWWBUSMACVAIC-UHFFFAOYSA-N

物化性质

• 沸点：
  344.6±52.0 °C(Predicted)
• 密度：
  1.24±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.181
• 拓扑面积：
  60.2
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  2-肼基-7-甲氧基-4-甲基喹啉 在 氢溴酸 、 溶剂黄146 作用下， 生成 5-Methyl-[1,2,4]triazolo[4,3-a]quinolin-8-ol
  参考文献：
  名称：

  1,2,4-三唑并[4,3-a]喹啉的合成及药理活性。

  摘要：

  描述了一系列1,2,4-三唑并[4,3-a]喹啉衍生物的合成。它们的结构通过1 H NMR和分析数据确定。在体内测试了这些新化合物的抗炎和镇痛活性，以及​​它们的致溃疡作用。某些测试的三唑在乙酸扭体测试中显示出止痛活性，在角叉菜胶爪水肿分析中显示出抗炎特性。

  DOI：

  10.1016/s0014-827x(01)01166-1
• 作为产物：
  描述：

  2-氯-7-甲氧基-4-甲基喹啉 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 10.0h， 生成 2-肼基-7-甲氧基-4-甲基喹啉
  参考文献：
  名称：

  Pellerano; Savini; Brizzi, Farmaco, Edizione Scientifica, 1985, vol. 40, # 7, p. 486 - 492

  摘要：

  DOI：

文献信息

• Pyrroloquinoxaline hydrazones as fluorescent probes for amyloid fibrils
  作者：Sandra Gemma、Laura Colombo、Gianluigi Forloni、Luisa Savini、Claudia Fracasso、Silvio Caccia、Mario Salmona、Margherita Brindisi、Bhupendra P. Joshi、Pierangela Tripaldi、Gianluca Giorgi、Orazio Taglialatela-Scafati、Ettore Novellino、Isabella Fiorini、Giuseppe Campiani、Stefania Butini

  DOI：10.1039/c1ob05288h

  日期：——

  Here we describe the identification and preliminary characterization of a new class of pyrrolo(imidazo)quinoxaline hydrazones as flurescent probes for Aβ1-42 fibrils. All the newly developed compounds were able to bind amyloid fibrils formed in vitro and some of them displayed an increase of their fluorescence upon binding. When tested on brain tissue preparations presenting Aβ deposits, the described hydrazones selectively stained amyloid structures and did not display aspecific binding. The hydrazones did not show antifibrillogenic activity and electron microscopy analysis revealed that they do not interfere with fibrils structure. The described pyrrolo(imidazo)quinoxalines could be useful for studying amyloid structures in vitro. Moreover, their experimentally proven ability to cross the blood–brain barrier in mouse opens the possibility of developing these compounds as potential amyloid imaging agents for in vivo applications.

  在此，我们介绍了一类新的吡咯（咪唑）喹喔啉肼类化合物作为 Aβ1-42 纤维的荧光探针的鉴定和初步表征。所有新开发的化合物都能与体外形成的淀粉样蛋白纤维结合，其中一些化合物在结合后荧光增强。在对出现 Aβ 沉积的脑组织制备物进行测试时，所述的酰肼类化合物可选择性地染色淀粉样蛋白结构，而不会显示出特异性结合。这些酰肼没有显示出抗纤维化活性，电子显微镜分析表明它们不会干扰纤维结构。所述吡咯（咪唑）喹喔啉类化合物可用于体外研究淀粉样蛋白结构。此外，实验证明它们能够穿过小鼠的血脑屏障，这为开发这些化合物作为体内应用的潜在淀粉样蛋白成像剂提供了可能。
• Pellerano; Savini; Massarelli, Farmaco, Edizione Scientifica, 1985, vol. 40, # 9, p. 645 - 654
  作者：Pellerano、Savini、Massarelli

  DOI：——

  日期：——
• Bartolucci; Cellai; Di Filippo, Il Farmaco, 1992, vol. 47, # 6, p. 945 - 952
  作者：Bartolucci、Cellai、Di Filippo、Brizzi、Pellerano、Savini、Benedetto、Elia

  DOI：——

  日期：——
• New α-(N)-heterocyclichydrazones: evaluation of anticancer, anti-HIV and antimicrobial activity
  作者：Luisa Savini、Luisa Chiasserini、Valter Travagli、Cesare Pellerano、Ettore Novellino、Sofia Cosentino、M.Barbara Pisano

  DOI：10.1016/j.ejmech.2003.09.012

  日期：2004.2

  A series of 3- and 5-methylthiophene-2-carboxaldehyde alpha-(N)-heterocyclichydrazones were synthesized and submitted to an in vitro investigation of their anticancer, anti-HIV and antimicrobial activities. Some of the newly synthesized compounds were found to possess antiproliferative properties, whereas no anti-HIV activity was seen: the most active of the series was the derivative 2i, which exhibited turnout Growth inhibition activity against all cell lines displaying Gl(50) values between 1.63 and 26.5 muM. The title compounds were generally ineffective against Grain-positive and Gram-negative bacteria, while showed a moderate antifungal activity against C. albicans and A.fumigatus. (C) 2003 Elsevier SAS. All rights reserved.
• Chelating agents as potential antitumorals. 2-quinolylhydrazones and bis-2-quinolylhydrazones. I
  作者：L Savini、P Massarelli、L Chiasserini、A Sega、C Pellerano、A Barzi、G Nocentini

  DOI：10.1016/0223-5234(96)88268-7

  日期：1995.1

  A number of pyruvic acid, methylpyruvate and pyruvic carboxaldehyde 2-quinolylhydrazones have been synthesized. Some bis-2-quinolylhydrazones were also obtained during the reaction with pyruvic carboxaldehyde. All these compounds have been evaluated for cytotoxicity and most display a significant in vitro activity against a variety of cell lines.