methyl 2-(2-(biphenyl-4-yl)-4-phenylquinolin-3-ylthio)acetate | 1454705-89-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: methyl 2-(2-(biphenyl-4-yl)-4-phenylquinolin-3-ylthio)acetate
• 英文别名: Methyl 2-[4-phenyl-2-(4-phenylphenyl)quinolin-3-yl]sulfanylacetate；methyl 2-[4-phenyl-2-(4-phenylphenyl)quinolin-3-yl]sulfanylacetate
• CAS: 1454705-89-5
• 化学式: C₃₀H₂₃NO₂S
• 分子量: 461.584
• InChiKey: RCXZVHJNBSKVLC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.5
• 重原子数：
  34
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  64.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl 2-(2-(biphenyl-4-yl)-4-phenylquinolin-3-ylthio)acetate 、 水杨醛 在 哌啶 作用下， 以 乙醇 为溶剂， 反应 0.42h， 以81%的产率得到3-[4-Phenyl-2-(4-phenylphenyl)quinolin-3-yl]sulfanylchromen-2-one
  参考文献：
  名称：

  Synthesis, antimicrobial, and cytotoxicity studies of novel sulfur-linked quinoline–coumarin bisheterocycles

  摘要：

  A series of sulfur attached quinolines and quinoline-coumarin bisheterocycles have been synthesized by the Friedlander reaction of methyl 2-[(2,4-diaryl-3-quinolyl)sulfanyl]acetate and subsequent reaction with salicylaldehyde. These compounds were screened for their in vitro antimicrobial activity against Gram-positive, Gram-negative bacteria, and fungal pathogen. Among the 19 compounds screened, preliminary results indicated that many of the compounds demonstrated moderate to good antimicrobial activities. The cytotoxic effects against mouse fibroblasts (NIH 3T3) in vitro were evaluated for the most active compound, which displayed no toxic effects.

  DOI：

  10.1007/s00044-013-0761-7
• 作为产物：
  描述：

  [2-(4-Biphenylyl)-2-oxo-ethylthio]acetic acid methyl ester 、 2-氨基二苯甲酮 在 aluminum (III) chloride 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以83%的产率得到methyl 2-(2-(biphenyl-4-yl)-4-phenylquinolin-3-ylthio)acetate
  参考文献：
  名称：

  Synthesis, antimicrobial, and cytotoxicity studies of novel sulfur-linked quinoline–coumarin bisheterocycles

  摘要：

  A series of sulfur attached quinolines and quinoline-coumarin bisheterocycles have been synthesized by the Friedlander reaction of methyl 2-[(2,4-diaryl-3-quinolyl)sulfanyl]acetate and subsequent reaction with salicylaldehyde. These compounds were screened for their in vitro antimicrobial activity against Gram-positive, Gram-negative bacteria, and fungal pathogen. Among the 19 compounds screened, preliminary results indicated that many of the compounds demonstrated moderate to good antimicrobial activities. The cytotoxic effects against mouse fibroblasts (NIH 3T3) in vitro were evaluated for the most active compound, which displayed no toxic effects.

  DOI：

  10.1007/s00044-013-0761-7

文献信息

• Synthesis, antimicrobial, and cytotoxicity studies of novel sulfur-linked quinoline–coumarin bisheterocycles
  作者：Nidhin Paul、Shanmugam Muthusubramanian

  DOI：10.1007/s00044-013-0761-7

  日期：2014.3

  A series of sulfur attached quinolines and quinoline-coumarin bisheterocycles have been synthesized by the Friedlander reaction of methyl 2-[(2,4-diaryl-3-quinolyl)sulfanyl]acetate and subsequent reaction with salicylaldehyde. These compounds were screened for their in vitro antimicrobial activity against Gram-positive, Gram-negative bacteria, and fungal pathogen. Among the 19 compounds screened, preliminary results indicated that many of the compounds demonstrated moderate to good antimicrobial activities. The cytotoxic effects against mouse fibroblasts (NIH 3T3) in vitro were evaluated for the most active compound, which displayed no toxic effects.