4-Chloro-5-(4-chloro-phenyl)-2-dimethylamino-7-ethoxy-pyrido[2,3-d]pyrimidine-6-carbonitrile | 197646-02-9

• 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: 4-Chloro-5-(4-chloro-phenyl)-2-dimethylamino-7-ethoxy-pyrido[2,3-d]pyrimidine-6-carbonitrile
• CAS: 197646-02-9
• 化学式: C₁₈H₁₅Cl₂N₅O
• 分子量: 388.256
• InChiKey: NFESRJHEFVDEQK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.33
• 重原子数：
  26.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  74.93
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  4-Chloro-5-(4-chloro-phenyl)-2-dimethylamino-7-ethoxy-pyrido[2,3-d]pyrimidine-6-carbonitrile 、 4-哌嗪苯乙酮 以 乙醇 为溶剂， 反应 36.0h， 以66%的产率得到4-[4-(4-Acetyl-phenyl)-piperazin-1-yl]-5-(4-chloro-phenyl)-2-dimethylamino-7-ethoxy-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：

  N'-[4-(4-chlorophenyl)-3,5-dicyano-6-ethoxypyridin-2-yl]-N,N-dimethylcarbamimidoyl chloride 在 盐酸 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 96.0h， 以78%的产率得到4-Chloro-5-(4-chloro-phenyl)-2-dimethylamino-7-ethoxy-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