2-甲基-3,4,5,6,7,8-六氢苯并[4,5]噻吩并[2,3-d]嘧啶-4-硫酮 | 23922-04-5

• 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
• 中文名称: 2-甲基-3,4,5,6,7,8-六氢苯并[4,5]噻吩并[2,3-d]嘧啶-4-硫酮
• 中文别名: 2-甲基-3,4,5,6,7,8-六氢化苯并[4,5]噻吩并[2,3-D]嘧啶-4-硫酮
• 英文名称: 2-methyl-5,6,7,8-tetrahydro-3H-benzo[4,5]thieno[2,3-d]pyrimidine-4-thione
• 英文别名: 2-Methyl-5,6,7,8-tetrahydro[1]benzothieno[2,3-d]pyrimidine-4-thiol；2-methyl-5,6,7,8-tetrahydro-3H-[1]benzothiolo[2,3-d]pyrimidine-4-thione
• CAS: 23922-04-5
• 化学式: C₁₁H₁₂N₂S₂
• mdl: MFCD03960520
• 分子量: 236.362
• InChiKey: YLQYIQCHQZYLQB-UHFFFAOYSA-N

物化性质

• 熔点：
  >250℃
• 沸点：
  420.9±55.0 °C(Predicted)
• 密度：
  1.51±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.454
• 拓扑面积：
  84.7
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2934999090

反应信息

• 作为反应物：
  描述：

  2-甲基-3,4,5,6,7,8-六氢苯并[4,5]噻吩并[2,3-d]嘧啶-4-硫酮 在 水 、 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 0.5h， 生成 3-[(2-methyl-5,6,7,8-tetrahydro[1]benzothieno[2,3-d]pyrimidin-4-yl)thio]propanoic acid
  参考文献：
  名称：

  Synthesis and biological evaluation of substituted (thieno[2,3-d]pyrimidin-4-ylthio)carboxylic acids as inhibitors of human protein kinase CK2

  摘要：

  A novel series of substituted (thieno[2,3-d]pyrimidin-4-ylthio)carboxylic acids has been synthesized and tested in vitro towards human protein kinase CK2. It was revealed that the most active compounds inhibiting CK2 are 3-{[5-(4-methylphenyl)thieno[2,3-d]pyrimidin-4-yl]thio}propanoic acid and 3-{[5-(4-ethoxyphenyl)thieno[2,3-d]pyrimidin-4-yl]thio}propanoic acid (IC50 values are 0.1 mu M and 0.125 mu M, respectively). Structure activity relationships of 28 tested thienopyrimidine derivatives have been studied and binding mode of this chemical class has been predicted. Evaluation of the inhibitors on seven protein kinases revealed considerable selectivity towards CK2. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.12.025
• 作为产物：
  描述：

  2-methyl-5,6,7,8-tetrahydro-3-oxa-9-thia-1-aza-fluoren-4-one 在 氨 作用下， 以 甲醇 为溶剂， 生成 2-甲基-3,4,5,6,7,8-六氢苯并[4,5]噻吩并[2,3-d]嘧啶-4-硫酮
  参考文献：
  名称：

  Leistner; Gutschow; Wagner, Pharmazie, 1986, vol. 41, # 2, p. 96 - 98

  摘要：

  DOI：

文献信息

• Synthesis of thieno- and furo-pyrimidinethiones
  作者：M. S. Manhas、V. V. Rao、P. A. Seetharaman、D. Succardi、J. Pazdera

  DOI：10.1039/j39690001937

  日期：——

  Substituted thiophens carrying adjacent amino- and cyano-groups have been converted into the corresponding pyrimidinethione derivatives in 30–70% yield by condensation with thioamides. Acylation of the thiophen followed by cyclisation in acidic solution gave the corresponding pyrimidones. The same reactions were used successfully with analogous furan compounds.

  通过与硫酰胺缩合，具有相邻氨基和氰基的取代噻吩已以30-70％的产率转化为相应的嘧啶硫酮衍生物。噻吩酰化，然后在酸性溶液中环化，得到相应的嘧啶酮。相同的反应已成功用于类似的呋喃化合物。
• LEISTNER, S.;GUETSCHOW, M.;WAGNER, G., PHARMAZIE, 1986, 41, N 2, 96-98
  作者：LEISTNER, S.、GUETSCHOW, M.、WAGNER, G.

  DOI：——

  日期：——
• Synthesis and biological evaluation of substituted (thieno[2,3-d]pyrimidin-4-ylthio)carboxylic acids as inhibitors of human protein kinase CK2
  作者：Andriy G. Golub、Volodymyr G. Bdzhola、Nadiia V. Briukhovetska、Anatoliy O. Balanda、Olexander P. Kukharenko、Igor M. Kotey、Olga V. Ostrynska、Sergiy M. Yarmoluk

  DOI：10.1016/j.ejmech.2010.12.025

  日期：2011.3

  A novel series of substituted (thieno[2,3-d]pyrimidin-4-ylthio)carboxylic acids has been synthesized and tested in vitro towards human protein kinase CK2. It was revealed that the most active compounds inhibiting CK2 are 3-[5-(4-methylphenyl)thieno[2,3-d]pyrimidin-4-yl]thio}propanoic acid and 3-[5-(4-ethoxyphenyl)thieno[2,3-d]pyrimidin-4-yl]thio}propanoic acid (IC50 values are 0.1 mu M and 0.125 mu M, respectively). Structure activity relationships of 28 tested thienopyrimidine derivatives have been studied and binding mode of this chemical class has been predicted. Evaluation of the inhibitors on seven protein kinases revealed considerable selectivity towards CK2. (C) 2011 Elsevier Masson SAS. All rights reserved.
• Leistner; Gutschow; Wagner, Pharmazie, 1986, vol. 41, # 2, p. 96 - 98
  作者：Leistner、Gutschow、Wagner

  DOI：——

  日期：——