methyl 1-allyl-2'-amino-1'-(isonicotinamido)-7',7'-dimethyl-2,5'-dioxo-1,1',2,4',5',6',7',8'-octahydro-3,4'-biquinoline-3'-carboxylate | 1448248-79-0

• 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: methyl 1-allyl-2'-amino-1'-(isonicotinamido)-7',7'-dimethyl-2,5'-dioxo-1,1',2,4',5',6',7',8'-octahydro-3,4'-biquinoline-3'-carboxylate
• 英文别名: methyl 4-(1-allyl-2-oxo-3-quinolyl)-2-amino-7,7-dimethyl-5-oxo-1-(pyridine-4-carbonylamino)-6,8-dihydro-4H-quinoline-3-carboxylate；methyl 2-amino-7,7-dimethyl-5-oxo-4-(2-oxo-1-prop-2-enylquinolin-3-yl)-1-(pyridine-4-carbonylamino)-6,8-dihydro-4H-quinoline-3-carboxylate
• CAS: 1448248-79-0
• 化学式: C₃₁H₃₁N₅O₅
• 分子量: 553.618
• InChiKey: KHWMFBQIEQMQIK-UHFFFAOYSA-N

物化性质

• 熔点：
  220-222 °C
• 密度：
  1.37±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  41
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  135
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  1,2-二氢-2-氧代喹啉-3-甲醛 在 哌啶 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 methyl 1-allyl-2'-amino-1'-(isonicotinamido)-7',7'-dimethyl-2,5'-dioxo-1,1',2,4',5',6',7',8'-octahydro-3,4'-biquinoline-3'-carboxylate
  参考文献：
  名称：

  Design and synthesis of biquinolone–isoniazid hybrids as a new class of antitubercular and antimicrobial agents

  摘要：

  Twenty four biquinolone-isoniazid hybrids were designed based on molecular hybridization technique and synthesized via multicomponent cyclocondensation (MCC) approach. All the newly synthesized compounds were screened for their antimicrobial and antitubercular activities. The brine shrimp bioassay was carried out to study the cytotoxicity of the synthesized compounds. Hybrids 7f (MIC = 25 mu g/mL); 7a, 7e and 7m (MIC = 50 mu g/mL); 7g, 7h and 7k (MIC = 62.5 mu g/mL) exhibited excellent antimicrobial activity as compared with standard drugs. Hybrids 71 and 7j displayed 99% inhibition against Mycobacterium tuberculosis bacteria with better LC50 values 35.39 and 34.59 mu g/mL, respectively. These results indicate that the synthesized compounds can act as leads for the development of newer antimicrobial and antitubercular compounds. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.05.003

文献信息

• Design and synthesis of biquinolone–isoniazid hybrids as a new class of antitubercular and antimicrobial agents
  作者：Hardik H. Jardosh、Manish P. Patel

  DOI：10.1016/j.ejmech.2013.05.003

  日期：2013.7

  Twenty four biquinolone-isoniazid hybrids were designed based on molecular hybridization technique and synthesized via multicomponent cyclocondensation (MCC) approach. All the newly synthesized compounds were screened for their antimicrobial and antitubercular activities. The brine shrimp bioassay was carried out to study the cytotoxicity of the synthesized compounds. Hybrids 7f (MIC = 25 mu g/mL); 7a, 7e and 7m (MIC = 50 mu g/mL); 7g, 7h and 7k (MIC = 62.5 mu g/mL) exhibited excellent antimicrobial activity as compared with standard drugs. Hybrids 71 and 7j displayed 99% inhibition against Mycobacterium tuberculosis bacteria with better LC50 values 35.39 and 34.59 mu g/mL, respectively. These results indicate that the synthesized compounds can act as leads for the development of newer antimicrobial and antitubercular compounds. (C) 2013 Elsevier Masson SAS. All rights reserved.