2-amino-4-(4-chlorophenyl)-6-[4-(2-oxo-2H-chromen-4-ylamino)phenyl]nicotinonitrile | 1375462-00-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-amino-4-(4-chlorophenyl)-6-[4-(2-oxo-2H-chromen-4-ylamino)phenyl]nicotinonitrile
• 英文别名: 2-Amino-4-(4-chlorophenyl)-6-[4-[(2-oxochromen-4-yl)amino]phenyl]pyridine-3-carbonitrile；2-amino-4-(4-chlorophenyl)-6-[4-[(2-oxochromen-4-yl)amino]phenyl]pyridine-3-carbonitrile
• CAS: 1375462-00-2
• 化学式: C₂₇H₁₇ClN₄O₂
• 分子量: 464.911
• InChiKey: OPDYGBGGVQXNQR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  34
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  101
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  4-(4-acetylphenylamino)chromen-2-one 在 ammonium acetate 、 potassium hydroxide 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 2-amino-4-(4-chlorophenyl)-6-[4-(2-oxo-2H-chromen-4-ylamino)phenyl]nicotinonitrile
  参考文献：
  名称：

  In vitro antimicrobial and antimycobacterial activity of some chalcones and their derivatives

  摘要：

  In this study, novel series of chalcone derivatives, namely, 4-[4-(3-phenyl-acryloyl)-phenylamino]-chromen-2-one (5a-k) have been synthesized from the intermediate 4-(4-acetyl-phenylamino)-chromen-2-one (4). Cyclization reaction of chalcone (5a-k) with hydrazine hydrate, guanidine nitrate, and malononitrile gives the corresponding 4-[4-(1-acetyl-5-phenyl-4,5-dihydro-1H-pyrazol-3-yl)-phenylamino]-chromen-2-one (6a-k), 4-[4-(2-amino-6-phenyl-pyrimidin-4-yl)-phenylamino]-chromen-2-one (7a-k), and 2-amino-6-[4-(2-oxo-2H-chromen-4-ylamino)-phenyl]-4-phenyl-nicotinonitrile (8a-k) derivatives were synthesized. The newly synthesized compounds were evaluated for their antimycobacterial activity and antimicrobial activity against eight bacteria (S. aureus, B. cereus, E. coli, P. aeruginosa, K. pneumoniae, S. typhi, P. vulgaris, and S. flexneri) and four fungi (A. niger, C. albicans, A. fumigatus, and A. clavatus).

  DOI：

  10.1007/s00044-012-0073-3

文献信息

• In vitro antimicrobial and antimycobacterial activity of some chalcones and their derivatives
  作者：Divyesh Patel、Premlata Kumari、Navin B. Patel

  DOI：10.1007/s00044-012-0073-3

  日期：2013.2

  In this study, novel series of chalcone derivatives, namely, 4-[4-(3-phenyl-acryloyl)-phenylamino]-chromen-2-one (5a-k) have been synthesized from the intermediate 4-(4-acetyl-phenylamino)-chromen-2-one (4). Cyclization reaction of chalcone (5a-k) with hydrazine hydrate, guanidine nitrate, and malononitrile gives the corresponding 4-[4-(1-acetyl-5-phenyl-4,5-dihydro-1H-pyrazol-3-yl)-phenylamino]-chromen-2-one (6a-k), 4-[4-(2-amino-6-phenyl-pyrimidin-4-yl)-phenylamino]-chromen-2-one (7a-k), and 2-amino-6-[4-(2-oxo-2H-chromen-4-ylamino)-phenyl]-4-phenyl-nicotinonitrile (8a-k) derivatives were synthesized. The newly synthesized compounds were evaluated for their antimycobacterial activity and antimicrobial activity against eight bacteria (S. aureus, B. cereus, E. coli, P. aeruginosa, K. pneumoniae, S. typhi, P. vulgaris, and S. flexneri) and four fungi (A. niger, C. albicans, A. fumigatus, and A. clavatus).