5-苯基噻吩并[2,3-d]嘧啶-4-硫醇 | 182198-89-6

• 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: 5-苯基噻吩并[2,3-d]嘧啶-4-硫醇
• 中文别名: 5-苯基-噻吩并[2,3-D]嘧啶-4-硫醇
• 英文名称: 5-Phenyl-thieno[2,3-d]pyrimidine-4-thiol
• 英文别名: 5-phenyl-3H-thieno[2,3-d]pyrimidine-4-thione
• CAS: 182198-89-6
• 化学式: C₁₂H₈N₂S₂
• mdl: MFCD01911682
• 分子量: 244.341
• InChiKey: LNOFOMVIGAWPSJ-UHFFFAOYSA-N

物化性质

• 沸点：
  410.7±47.0 °C(Predicted)
• 密度：
  1.41±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  84.7
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xi
• 海关编码：
  2934999090

反应信息

• 作为反应物：
  描述：

  5-苯基噻吩并[2,3-d]嘧啶-4-硫醇 在 水 、 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 0.08h， 生成 2-[(5-phenylthieno[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-氨基-4-苯基噻吩-3-羧酸乙酯 在 五氯化磷 、 硫脲 、 三氯氧磷 作用下， 以 甲醇 为溶剂， 反应 9.0h， 生成 5-苯基噻吩并[2,3-d]嘧啶-4-硫醇
  参考文献：
  名称：

  一些新型噻吩并嘧啶衍生物抗菌剂的合成与应用

  摘要：

  摘要 本文介绍了新型环系5-苯基噻吩并[2,3-d]嘧啶-4(3H)one(2)的合成。(2)用PCl5、POCl3氯化得到相应的4-氯衍生物(4)。已经合成了后一种化合物的几种衍生物并测试了其抗微生物活性。

  DOI：

  10.1080/00397919608003791

文献信息

• 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.
• Synthesis and Application of Some New Thienopyrimidine Derivatives as Antimicrobial Agents
  作者：Z.A. Hozien、F.M. Atta、Kh.M. Hassan、A.A. Abdel-Wahab、S.A. Ahmed

  DOI：10.1080/00397919608003791

  日期：1996.10

  Abstract The paper describes the synthesis of new ring system 5-phenylthieno[2,3-d]pyrimidine-4(3H)one (2). Chlorination of (2) with PCl5, POCl3 gave the corresponding 4-chloro derivative (4). Several derivatives of the latter compound have been synthesised and tested for antimicrobial activity.

  摘要 本文介绍了新型环系5-苯基噻吩并[2,3-d]嘧啶-4(3H)one(2)的合成。(2)用PCl5、POCl3氯化得到相应的4-氯衍生物(4)。已经合成了后一种化合物的几种衍生物并测试了其抗微生物活性。