2-(3,4-dihydroxybenzoylmethylsulfanyl)-4-(5-methylfuran-2-yl)-5,6,7,8-tetrahydroquinoline-3-carbonitrile | 313704-90-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(3,4-dihydroxybenzoylmethylsulfanyl)-4-(5-methylfuran-2-yl)-5,6,7,8-tetrahydroquinoline-3-carbonitrile
• 英文别名: 2-{[2-(3,4-Dihydroxyphenyl)-2-oxoethyl]sulfanyl}-4-(5-methylfuran-2-yl)-5,6,7,8-tetrahydroquinoline-3-carbonitrile；2-[2-(3,4-dihydroxyphenyl)-2-oxoethyl]sulfanyl-4-(5-methylfuran-2-yl)-5,6,7,8-tetrahydroquinoline-3-carbonitrile
• CAS: 313704-90-4
• 化学式: C₂₃H₂₀N₂O₄S
• mdl: MFCD02047820
• 分子量: 420.489
• InChiKey: MXVABMLZCFTALY-UHFFFAOYSA-N

物化性质

• 熔点：
  171-173 °C(Solv: acetic acid (64-19-7))
• 沸点：
  677.6±55.0 °C(Predicted)
• 密度：
  1.43±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  133
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  1-吗啉基-1-环己烯 、 2,6-diamino-4-(5-methylfuran-2-yl)-4H-thiopyran-3,5-dicarbonitrile 、 3,4-二羟基-2'-氯苯乙酮 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 反应 6.0h， 以80%的产率得到2-(3,4-dihydroxybenzoylmethylsulfanyl)-4-(5-methylfuran-2-yl)-5,6,7,8-tetrahydroquinoline-3-carbonitrile
  参考文献：
  名称：

  Synthesis of 4-alkyl(aryl, hetaryl)-2-thioxo-5,6,7,8-tetrahydroquinoline-3-carbonitriles and their derivatives by cross-recyclization of 4-alkyl(aryl, hetaryl)-2,6-diamino-4H-thiopyran-3,5-dicarbonitriles with 4-(cyclohex-1-en-1-yl)-morpholine, alkyl halides, and cyclohexanone

  摘要：

  4-取代的2,6-二氨基-4H-噻吡啶-3,5-二腈与4-(环己烯-1-基)吗啉、烷基卤化物和环己酮进行交叉重环化反应，得到了相应的取代2-硫代-1,2,5,6,7,8-六氢喹啉-3-腈、2-烷基硫代-5,6,7,8-四氢喹啉-3-腈、3-氨基-5,6,7,8-四氢噻吡啶[2,3-b]喹啉-2-氨基甲酸酯，以及4-氧-2,2-戊五烯-1,2,3,4,7,8,9,10-八氢嘧啶[4′,5′:4,5]噻吡啶[2,3-b]喹啉。3-(4-溴苯基)-2,2-戊五烯-11-(2-噻吡啶基)-1,2,3,4,7,8,9,10-八氢嘧啶[4′,5′:4,5]噻吡啶[2,3-b]喹啉的结构通过X射线分析得到了证明。

  DOI：

  10.1134/s1070428008030172

文献信息

• Compositions and Methods for Inhibiting Tumor Growth
  申请人：Baldwin Amy

  公开号：US20120208204A1

  公开（公告）日：2012-08-16

  The invention provides methods and compositions for inhibiting p53-inactivated cancers. Cancer cells are preferentially inhibited compared to normal cells by inhibiting tumor survival kinases that are required for growth of tumor cells but not normal cells.
• Synthesis of 4-alkyl(aryl, hetaryl)-2-thioxo-5,6,7,8-tetrahydroquinoline-3-carbonitriles and their derivatives by cross-recyclization of 4-alkyl(aryl, hetaryl)-2,6-diamino-4H-thiopyran-3,5-dicarbonitriles with 4-(cyclohex-1-en-1-yl)-morpholine, alkyl halides, and cyclohexanone
  作者：V. D. Dyachenko、A. D. Dyachenko

  DOI：10.1134/s1070428008030172

  日期：2008.3

  Cross recyclization of 4-substituted 2,6-diamino-4H-thiopyran-3,5-dicarbonitriles with 4-(cyclohex-1-en-1-yl)morpholine, alkyl halides, and cyclohexanone gave the corresponding substituted 2-thioxo-1,2,5,6,7,8-hexahydroquinoline-3-carbonitriles, 2-alkylsulfanyl-5,6,7,8-tetrahydroquinoline-3-carbonitriles, 3-amino-5,6,7,8-tetrahydrothieno[2,3-b]quinoline-2-carboxamides, and 4-oxo-2,2-pentamethylene-1,2,3,4,7,8,9,10-octahydropyrimido[4′,5′:4,5]thieno[2,3-b]quinolines. The structure of 3-(4-bromophenyl)-2,2-pentamethylene-11-(2-thienyl)-1,2,3,4,7,8,9,10-octahydropyrimido[4′,5′:4,5]thieno[2,3-b]quinoline was proved by X-ray analysis.

  4-取代的2,6-二氨基-4H-噻吡啶-3,5-二腈与4-(环己烯-1-基)吗啉、烷基卤化物和环己酮进行交叉重环化反应，得到了相应的取代2-硫代-1,2,5,6,7,8-六氢喹啉-3-腈、2-烷基硫代-5,6,7,8-四氢喹啉-3-腈、3-氨基-5,6,7,8-四氢噻吡啶[2,3-b]喹啉-2-氨基甲酸酯，以及4-氧-2,2-戊五烯-1,2,3,4,7,8,9,10-八氢嘧啶[4′,5′:4,5]噻吡啶[2,3-b]喹啉。3-(4-溴苯基)-2,2-戊五烯-11-(2-噻吡啶基)-1,2,3,4,7,8,9,10-八氢嘧啶[4′,5′:4,5]噻吡啶[2,3-b]喹啉的结构通过X射线分析得到了证明。