3-amino-6-ethyl-2-methylthieno[2,3-d]pyrimidin-4-one | 80381-61-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩并嘧啶酮衍生物
• 英文名称: 3-amino-6-ethyl-2-methylthieno[2,3-d]pyrimidin-4-one
• 英文别名: 3-amino-6-ethyl-2-methylthieno[2,3-d]pyrimidin-4(3H)-one
• CAS: 80381-61-9
• 化学式: C₉H₁₁N₃OS
• mdl: MFCD00296899
• 分子量: 209.272
• InChiKey: KIATWTCBALKJAP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.333
• 拓扑面积：
  86.9
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 危险等级：
  IRRITANT

反应信息

• 作为反应物：
  描述：

  3-amino-6-ethyl-2-methylthieno[2,3-d]pyrimidin-4-one 在 溶剂黄146 作用下， 生成
  参考文献：
  名称：

  Synthesis and antitumor activity of α-aminophosphonate derivatives containing thieno[2,3-d]pyrimidines

  摘要：

  Two series of thieno[2,3-d]pyrimidine derivatives were designed and synthesized, in which bioactive alpha-aminophosphonate subunits were introduced at the N3 position through an N-N bond connection. The in vitro cytotoxic activity of the novel compounds was tested against human esophageal carcinoma cells (EC109), human hepatocarcinoma cells (HepG2), human gastric carcinoma cells (MGC-803), respectively, by the MIT method. The evaluation results revealed that compounds 6mb, 6mf, 6mg, 6nd and 6nh exerted the most potent inhibition against HepG2, MGC-803 and EC109 cells, respectively. In particular, compound 6mg presented excellent inhibitory effect against HepG2 (91.2%) and MGC-803 (94.4%) cells. (C) 2015 Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences. Published by Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.cclet.2015.03.026
• 作为产物：
  描述：

  净司他丁 在 一水合肼 作用下， 以 乙醇 、 乙腈 为溶剂， 生成 3-amino-6-ethyl-2-methylthieno[2,3-d]pyrimidin-4-one
  参考文献：
  名称：

  Synthesis and antitumor activity of α-aminophosphonate derivatives containing thieno[2,3-d]pyrimidines

  摘要：

  Two series of thieno[2,3-d]pyrimidine derivatives were designed and synthesized, in which bioactive alpha-aminophosphonate subunits were introduced at the N3 position through an N-N bond connection. The in vitro cytotoxic activity of the novel compounds was tested against human esophageal carcinoma cells (EC109), human hepatocarcinoma cells (HepG2), human gastric carcinoma cells (MGC-803), respectively, by the MIT method. The evaluation results revealed that compounds 6mb, 6mf, 6mg, 6nd and 6nh exerted the most potent inhibition against HepG2, MGC-803 and EC109 cells, respectively. In particular, compound 6mg presented excellent inhibitory effect against HepG2 (91.2%) and MGC-803 (94.4%) cells. (C) 2015 Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences. Published by Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.cclet.2015.03.026

文献信息

• Functional derivatives of thiophen XX. Synthesis and antiviral activity of 3-aminothieno[2,3-d]pyrimidines
  作者：I. A. Kharizomenova、A. N. Grinev、N. V. Samsonova、E. K. Panisheva、N. V. Kaplina、I. S. Nikolaeva、T. V. Pushkina、G. N. Pershin

  DOI：10.1007/bf00760666

  日期：1981.9
• XARIZOMENOVA, I. A.;GRINEV, A. N.;SAMSONOVA, N. V.;PANISHEVA, E. K.;KAPLI+, XIM.-FARMATS. ZH., 1981, 15, N 9, 40-44
  作者：XARIZOMENOVA, I. A.、GRINEV, A. N.、SAMSONOVA, N. V.、PANISHEVA, E. K.、KAPLI+

  DOI：——

  日期：——
• Synthesis and antitumor activity of α-aminophosphonate derivatives containing thieno[2,3-d]pyrimidines
  作者：Yan-Chun Guo、Jing Li、Jiao-Li Ma、Zhi-Ran Yu、Hai-Wei Wang、Wen-Juan Zhu、Xin-Cheng Liao、Yu-Fen Zhao

  DOI：10.1016/j.cclet.2015.03.026

  日期：2015.6

  Two series of thieno[2,3-d]pyrimidine derivatives were designed and synthesized, in which bioactive alpha-aminophosphonate subunits were introduced at the N3 position through an N-N bond connection. The in vitro cytotoxic activity of the novel compounds was tested against human esophageal carcinoma cells (EC109), human hepatocarcinoma cells (HepG2), human gastric carcinoma cells (MGC-803), respectively, by the MIT method. The evaluation results revealed that compounds 6mb, 6mf, 6mg, 6nd and 6nh exerted the most potent inhibition against HepG2, MGC-803 and EC109 cells, respectively. In particular, compound 6mg presented excellent inhibitory effect against HepG2 (91.2%) and MGC-803 (94.4%) cells. (C) 2015 Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences. Published by Elsevier B.V. All rights reserved.