2-氨基-4-(2-氯苯基)-6-乙氧基吡啶-3,5-二甲腈 | 30464-17-6

• 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
• 中文名称: 2-氨基-4-(2-氯苯基)-6-乙氧基吡啶-3,5-二甲腈
• 英文名称: 2-amino-4-(2-chlorophenyl)-6-ethoxypyridine-3,5-dicarbonitrile
• 英文别名: 2-Amino-4-(2-chlorophenyl)-3,5-dicyano-6-ethoxypyridine
• CAS: 30464-17-6
• 化学式: C₁₅H₁₁ClN₄O
• 分子量: 298.732
• InChiKey: RFVAETOBPYCSPX-UHFFFAOYSA-N

物化性质

• 沸点：
  509.1±50.0 °C(Predicted)
• 密度：
  1.38±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  95.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-氨基-4-(2-氯苯基)-6-乙氧基吡啶-3,5-二甲腈 在 盐酸 作用下， 以 乙醇 、 1,2-二氯乙烷 为溶剂， 反应 152.0h， 生成 5-(2-Chloro-phenyl)-2-dimethylamino-7-ethoxy-4-(4-methyl-piperazin-1-yl)-pyrido[2,3-d]pyrimidine-6-carbonitrile
  参考文献：
  名称：

  Synthesis and antihistaminic activity of 2-guanadino-3-cyanopyridines and pyrido[2,3-d]-pyrimidines

  摘要：

  2-Guanadino-3-cyanopyridines 8-33 and pyrido[2,3-d]-pyrimidines 35-52 were synthesized by nucleophilic displacement and cyclization of the chloroamidines 6a-d easily obtained by reaction of 2-aminocyanopyridines 5a-d with phosgene iminium chloride and their action on the release of histamine by mast cells examined under immunological and chemical stimulus, with and without pre-incubation. Several 2-guanadino-3-cyanopyridines and pyrido[2,3-d]-pyrimidines are shown to be inhibitors of the release of histamine when stimulated with ovoalbumin as antigen or with polymer 48/80 as chemical stimulus. Guanadino-3-cyanopyridine 30 and pyrido[2,3-d]-pyrimidine 49 are the more active of all, inhibiting the release of histamine in all the conditions tested (30-60% inhibition). Guanadinocyanopyridines 15, 17, and 19 are very potent stimulators of the release of histamine (150-300%) while pyrido[2,3-d]-pyrimidines are mostly inactive. Compounds 28 and 14 present moderate in vitro cytotoxic activity against P-388, A-549, HT-29, and MEL-28 cell lines. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0968-0896(97)00108-9
• 作为产物：
  描述：

  乙醇 、 2-氯苯甲醛 、 丙二腈 在 Ce-V loaded alumina 作用下， 以 水 为溶剂， 反应 1.0h， 以91%的产率得到2-氨基-4-(2-氯苯基)-6-乙氧基吡啶-3,5-二甲腈
  参考文献：
  名称：

  用于绿色介质中取代吡啶的多组分合成的可重复使用Ce-V负载氧化铝催化剂

  摘要：

  Ce-V / Al2O3是一种有效的非均相催化剂，是通过一种简单的技术合成的。通过粉末X射线衍射，SEM，TEM和BET表面积分析来鉴定催化剂。该催化剂可完全回收利用，并可多次使用，以保持其高活性。Ce-V / Al2O3的催化活性是通过在较短的反应时间内通过简单的单锅多组分反应以良好的产率或优异的产率合成一系列多取代的吡啶来描述的。

  DOI：

  10.1002/jhet.2430

文献信息

• Synthesis and antihistaminic activity of 2-guanadino-3-cyanopyridines and pyrido[2,3-d]-pyrimidines
  作者：JoséM. Quintela、Carlos Peinador、Luis Botana、Manuel Estévez、Ricardo Riguera

  DOI：10.1016/s0968-0896(97)00108-9

  日期：1997.8

  2-Guanadino-3-cyanopyridines 8-33 and pyrido[2,3-d]-pyrimidines 35-52 were synthesized by nucleophilic displacement and cyclization of the chloroamidines 6a-d easily obtained by reaction of 2-aminocyanopyridines 5a-d with phosgene iminium chloride and their action on the release of histamine by mast cells examined under immunological and chemical stimulus, with and without pre-incubation. Several 2-guanadino-3-cyanopyridines and pyrido[2,3-d]-pyrimidines are shown to be inhibitors of the release of histamine when stimulated with ovoalbumin as antigen or with polymer 48/80 as chemical stimulus. Guanadino-3-cyanopyridine 30 and pyrido[2,3-d]-pyrimidine 49 are the more active of all, inhibiting the release of histamine in all the conditions tested (30-60% inhibition). Guanadinocyanopyridines 15, 17, and 19 are very potent stimulators of the release of histamine (150-300%) while pyrido[2,3-d]-pyrimidines are mostly inactive. Compounds 28 and 14 present moderate in vitro cytotoxic activity against P-388, A-549, HT-29, and MEL-28 cell lines. (C) 1997 Elsevier Science Ltd.
• Reusable Ce-V Loaded Alumina Catalyst for Multicomponent Synthesis of Substituted Pyridines in Green Media
  作者：Suresh Maddila、Surya N. Maddila、Sreekantha B. Jonnalagadda、Palakondu Lavanya

  DOI：10.1002/jhet.2430

  日期：2016.3

  as an effective heterogeneous catalyst is synthesized by a simple technique. The catalyst was identified by powder X‐ray diffraction, SEM, TEM, and BET surface area analysis. The catalyst is fully recyclable and reusable for several runs preserving its high activity. The catalytic activity of Ce‐V/Al2O3 is described by synthesis of a series of multisubstituted pyridines in good to excellent yields via

  Ce-V / Al2O3是一种有效的非均相催化剂，是通过一种简单的技术合成的。通过粉末X射线衍射，SEM，TEM和BET表面积分析来鉴定催化剂。该催化剂可完全回收利用，并可多次使用，以保持其高活性。Ce-V / Al2O3的催化活性是通过在较短的反应时间内通过简单的单锅多组分反应以良好的产率或优异的产率合成一系列多取代的吡啶来描述的。