2-amino-7,7-dimethyl-5-oxo-4-(2-phenyl-1H-indol-3-yl)-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile | 1351939-81-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 2-amino-7,7-dimethyl-5-oxo-4-(2-phenyl-1H-indol-3-yl)-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile
• 英文别名: 2-Amino-7,7-dimethyl-5-oxo-4-(2-phenyl-1h-indol-3-yl)-5,6,7,8-tetrahydro-4h-chromene-3-carbonitrile；2-amino-7,7-dimethyl-5-oxo-4-(2-phenyl-1H-indol-3-yl)-6,8-dihydro-4H-chromene-3-carbonitrile
• CAS: 1351939-81-5
• 化学式: C₂₆H₂₃N₃O₂
• 分子量: 409.488
• InChiKey: YNNWBYLUBUWJJM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  31
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  91.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N-(1-phenylethylidene)phenylhydrazine 在 4-二甲氨基吡啶 、 三氯氧磷 作用下， 以 乙醇 为溶剂， 生成 2-amino-7,7-dimethyl-5-oxo-4-(2-phenyl-1H-indol-3-yl)-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile
  参考文献：
  名称：

  Microwave-assisted synthesis of 3′-indolyl substituted 4H-chromenes catalyzed by DMAP and their antimicrobial activity

  摘要：

  A new series of indole-based chromene derivatives 4a-4p has been synthesized by one pot cyclocondensation reaction of 2-phenyl-1H-indole-3-carbaldehyde 1a-1h; malononitrile 2; and 1,3-cyclohexanedione/dimedone 3a/b under microwave irradiation catalyzed by an organocatalyst 4-(N,N-dimethylamino) pyridine. Easy experimental procedure, high yield, selectivity, and shorter reaction time are the imperative features of this method. All the compounds were screened against a representative panel of bacteria and fungi. Some of the compounds are found to be equipotent or more potent than that of standard drugs as evident from SAR study.

  DOI：

  10.1007/s00044-011-9861-4

文献信息

• Synthesis of Some Indolyl Derivatives under Solvent Free Conditions, Their Cytotoxicity, and DNA Cleavage Studies
  作者：A. S. Rathod、J. S. Biradar

  DOI：10.1134/s1070363220010211

  日期：2020.1

  green, and efficient method of synthesis of pyran fused indolyl and 1,3-dicarbonyl analogs has been carried out under the conventional and also solvent-free conditions involving MW irradiation. The structures of products have been confirmed by spectral data. All products have been tested for DNA cleavage and in vitro cytotoxicity against three tumor cell lines. Some products are characterized by high

  已经在涉及MW辐射的常规且也是无溶剂的条件下进行了一种锅法，快速，简便，绿色且有效的吡喃稠合吲哚基和1，3-二羰基类似物的合成方法。产品的结构已通过光谱数据证实。所有产品均已针对三种肿瘤细胞系进行了DNA切割和体外细胞毒性测试。一些产品具有高活性的特点。
• Microwave-assisted synthesis of 3′-indolyl substituted 4H-chromenes catalyzed by DMAP and their antimicrobial activity
  作者：Harshad G. Kathrotiya、Manish P. Patel

  DOI：10.1007/s00044-011-9861-4

  日期：2012.11

  A new series of indole-based chromene derivatives 4a-4p has been synthesized by one pot cyclocondensation reaction of 2-phenyl-1H-indole-3-carbaldehyde 1a-1h; malononitrile 2; and 1,3-cyclohexanedione/dimedone 3a/b under microwave irradiation catalyzed by an organocatalyst 4-(N,N-dimethylamino) pyridine. Easy experimental procedure, high yield, selectivity, and shorter reaction time are the imperative features of this method. All the compounds were screened against a representative panel of bacteria and fungi. Some of the compounds are found to be equipotent or more potent than that of standard drugs as evident from SAR study.