2-methylquinoline-3-carbohydrazide | 134340-92-4

• 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
• 英文名称: 2-methylquinoline-3-carbohydrazide
• 英文别名: 2-methyl-quinoline-3-carboxylic acid hydrazide；2-Methyl-chinolin-3-carbonsaeure-hydrazid
• CAS: 134340-92-4
• 化学式: C₁₁H₁₁N₃O
• mdl: MFCD00510999
• 分子量: 201.228
• InChiKey: ULXALUYCOVLIQY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  68
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-methylquinoline-3-carbohydrazide 在 sodium acetate 、 溶剂黄146 作用下， 以 1,4-二氧六环 为溶剂， 反应 6.0h， 生成 N'-[2-(二丁基氨基)乙酰基]-2-甲基喹啉-3-碳酰肼
  参考文献：
  名称：

  Synthesis of 2-methylquinoline- and 2-arylamino-5,6,7,8-tetrahydroquinoline-3-carboxylic acid β-dialkalylaminoacetylhydrazides and their biological activity

  摘要：

  DOI：

  10.1007/bf00766562
• 作为产物：
  描述：

  N-(2-硝基苯亚甲基)对甲苯胺 在 哌啶 、 sodium sulfide 、 乙醇 作用下， 生成 2-methylquinoline-3-carbohydrazide
  参考文献：
  名称：

  Borsche et al., Chemische Berichte, 1943, vol. 76, p. 1099,1102

  摘要：

  DOI：

文献信息

• Design, diversity-oriented synthesis and structure activity relationship studies of quinolinyl heterocycles as antimycobacterial agents
  作者：Venkatesham Rachakonda、Manjula Alla、Sudha Sravanti Kotipalli、Ramesh Ummani

  DOI：10.1016/j.ejmech.2013.10.034

  日期：2013.12

  heterocyclic frameworks thus obtained were evaluated for their antimycobacterial activity. The active scaffolds were further explored by a parallel library generation in order to establish SAR. Further, low cytotoxicity against A549 cell line enhances the potential of the synthesized molecules as promising antimycobacterial agents.

  当前的研究报道了以共同的2-甲基，C-4未取代的喹啉部分为中心关键杂环的新型双杂环的设计和面向多样性的合成。采用基于试剂的骨骼多样性方法；已经完成了在喹啉部分的C-3位具有不同杂环的双杂环的简便合成。评价由此获得的广泛范围的杂环框架的抗分枝杆菌活性。通过建立平行文库进一步研究活性支架以建立SAR。此外，针对A549细胞系的低细胞毒性增强了合成分子作为有前景的抗分枝杆菌剂的潜力。
• Inhibitors of VEGF receptors-1 and -2 based on the 2-((pyridin-4-yl)ethyl)pyridine template
  作者：Alexander S. Kiselyov、Marina Semenova、Victor V. Semenov、Daniel Milligan

  DOI：10.1016/j.bmcl.2005.12.090

  日期：2006.4

  We have developed a series of novel potent ((pyridin-4-yl)ethyl)pyridine derivatives active against kinases VEGFR-1 and -2. Both specific and dual ATP-competitive inhibitors of VEGFR-2 were identified. Kinase selectivity could be controlled by varying the arylamino substituent at the 1,3,4-oxadiazole ring. The most specific molecules displayed >10-fold selectivity for VEGFR-2 over VEGFR-1. Compound activities in vitro and in cell-based assays (IC50 < 100 nM) were similar to those of reported clinical and development candidates, including PTK787 (Vatalanib(TM)). High permeability of active compounds across the Caco-2 cell monolayer (>30 x 10(-5) cm/min) is indicative of their potential for intestinal absorption upon oral administration. (C) 2006 Elsevier Ltd. All rights reserved.
• Maddela, Srinubabu; Venugopal, Muralidharan; Maddela, Rambabu, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2015, vol. 54B, # 7, p. 930 - 935
  作者：Maddela, Srinubabu、Venugopal, Muralidharan、Maddela, Rambabu、Ajitha, Makula

  DOI：——

  日期：——
• YXOB, S. V.;GAVRILOV, M. YU.;NIKULINA, S. N.;KOLLA, V. EH.;KONSHIN, M. E., XIM.-FARMATS. ZH., 25,(1991) N, S. 20-21
  作者：YXOB, S. V.、GAVRILOV, M. YU.、NIKULINA, S. N.、KOLLA, V. EH.、KONSHIN, M. E.

  DOI：——

  日期：——