2-氨基-4,6-二甲基-5H-环戊[B]吡啶-3,7-二腈 | 17537-48-3

• 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-4,6-二甲基-5H-环戊[B]吡啶-3,7-二腈
• 英文名称: 1-Pyrindin
• 英文别名: 2-Amino-4,6-dimethyl-3,7-dicyan-5H-cyclopentapyridin；2-amino-4,6-dimethyl-5H-cyclopenta[b]pyridine-3,7-dicarbonitrile；2-amino-4,6-dimethyl-5H-[1]pyrindine-3,7-dicarbonitrile
• CAS: 17537-48-3
• 化学式: C₁₂H₁₀N₄
• mdl: MFCD01836075
• 分子量: 210.238
• InChiKey: WCYOGTRVPAABGO-UHFFFAOYSA-N

物化性质

• 沸点：
  451.6±45.0 °C(Predicted)
• 密度：
  1.29±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  86.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  对甲基苯甲醛 、 2-氨基-4,6-二甲基-5H-环戊[B]吡啶-3,7-二腈 在 哌啶 作用下， 以 乙醇 为溶剂， 反应 24.0h， 以31%的产率得到2-amino-4,6-dimethyl-5-(4-methylbenzylidene)-5H-cyclopenta[b]pyridine-3,7-dicarbonitrile
  参考文献：
  名称：

  5-Substituted [1]pyrindine derivatives with antiproliferative activity

  摘要：

  We report herein the synthesis of 5-substituted [1]pyrindine derivatives and the evaluation of their antiproliferative properties on HeLa cells, a. cervical carcinoma tumor cell line, and on the melanoma A2058 cell line. The most efficient compounds display cytotoxicity against tumor cells in the micromolar range but have interestingly no effect against the normal human fibroblasts CRL-2796. Generally, these pyrindines are active on both tumor cell lines. Compounds bearing large substituents with structural rigidity at position 5 such as phenyl-furyl show no inhibition of cell growth. (C) 2009 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2009.11.028
• 作为产物：
  描述：

  2,5-己二酮 、 丙二腈 在 哌啶 作用下， 以 乙醇 为溶剂， 以45%的产率得到2-氨基-4,6-二甲基-5H-环戊[B]吡啶-3,7-二腈
  参考文献：
  名称：

  5-Substituted [1]pyrindine derivatives with antiproliferative activity

  摘要：

  We report herein the synthesis of 5-substituted [1]pyrindine derivatives and the evaluation of their antiproliferative properties on HeLa cells, a. cervical carcinoma tumor cell line, and on the melanoma A2058 cell line. The most efficient compounds display cytotoxicity against tumor cells in the micromolar range but have interestingly no effect against the normal human fibroblasts CRL-2796. Generally, these pyrindines are active on both tumor cell lines. Compounds bearing large substituents with structural rigidity at position 5 such as phenyl-furyl show no inhibition of cell growth. (C) 2009 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2009.11.028

文献信息

• 5-Substituted [1]pyrindine derivatives with antiproliferative activity
  作者：Stéphanie Kolb、Mary-Lorène Goddard、Ali Loukaci、Odile Mondésert、Bernard Ducommun、Emmanuelle Braud、Christiane Garbay

  DOI：10.1016/j.ejmech.2009.11.028

  日期：2010.3

  We report herein the synthesis of 5-substituted [1]pyrindine derivatives and the evaluation of their antiproliferative properties on HeLa cells, a. cervical carcinoma tumor cell line, and on the melanoma A2058 cell line. The most efficient compounds display cytotoxicity against tumor cells in the micromolar range but have interestingly no effect against the normal human fibroblasts CRL-2796. Generally, these pyrindines are active on both tumor cell lines. Compounds bearing large substituents with structural rigidity at position 5 such as phenyl-furyl show no inhibition of cell growth. (C) 2009 Elsevier Masson SAS. All rights reserved.