2-chloro-4-furan-2'-yl-6-thien-2''-ylpyrimidine | 131022-79-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 2-chloro-4-furan-2'-yl-6-thien-2''-ylpyrimidine
• 英文别名: 2-chloro-4-(2'-furanyl)-6-(2"-thienyl)pyrimidine；2-Chloro-4-(2-furanyl)-6-(2-thienyl)pyrimidine；2-chloro-4-(furan-2-yl)-6-thiophen-2-ylpyrimidine
• CAS: 131022-79-2
• 化学式: C₁₂H₇ClN₂OS
• 分子量: 262.719
• InChiKey: GUNKNWNBSOHEDF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  67.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-甲胺乙硫醇盐酸盐 、 2-chloro-4-furan-2'-yl-6-thien-2''-ylpyrimidine 在 sodium ethanolate 作用下， 以 乙醇 为溶剂， 反应 10.0h， 生成 MC-241
  参考文献：
  名称：

  Quantitative structure-activity relationship analysis of cation-substituted polyaromatic compounds as potentiators (amplifiers) of bleomycin-mediated degradation of DNA

  摘要：

  A set of 21 polyheteroaromatic compounds substituted with flexible cationic groups and of similar molecular size has been analyzed for binding with DNA and for effects on the bleomycin-mediated degradation of the DNA double helix. Increases in apparent rates of the DNA digestion were observed in all cases under the experimental conditions of noncompetitive binding of these compounds and bleomycin to DNA. Surprisingly, the quantitative structure-activity relationship analysis revealed two distinct correlations despite close structural similarities for the set of bleomycin amplifiers. These unusual results are explained in terms of the formation of two stereochemically different ternary complexes of activated bleomycin-DNA-amplifier. The relevance of this finding for the design of new bleomycin amplifiers is discussed.

  DOI：

  10.1021/jm00106a017
• 作为产物：
  描述：

  2-氯-4-(2-呋喃基)嘧啶 在 正丁基锂 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 2.0h， 生成 2-chloro-4-furan-2'-yl-6-thien-2''-ylpyrimidine
  参考文献：
  名称：

  Strekowski, Lucjan; Harden, Donald B.; Grubb, William B., Journal of Heterocyclic Chemistry, 1990, vol. 27, # 5, p. 1393 - 1400

  摘要：

  DOI：

文献信息

• Structure-Activity Relationship Studies of CNS Agents, Part 25: 4,6-Di(heteroaryl)-2-(N-methylpiperazino)pyrimidines as New, Potent 5-HT2A Receptor Ligands: A Verification of the Topographic Model
  作者：Maria J. Mokrosz、Lucjan Strekowski、Wei Xing Kozak、Beata Duszyńska、Andrzej J. Bojarski、Aleksandra Kłodzinska、Agnieszka Czarny、Marek T. Cegła、Anna Dereń-Wesołek、Ewa Chojnacka-Wójcik、Stefan Dove、Jerzy L. Mokrosz

  DOI：10.1002/ardp.19953280906

  日期：——

  A series of new 4,6‐di(heteroaryl)pyrimidines containing an N‐methylpiperazino group (6–13) or an ethylenediamine chain (15–20) in position 2 were synthesized and their 5‐HT1A and 5‐HT2A receptor affinities were determined. It was shown that the substituent effects on the 5‐HT2A affinity are additive and could be described quantitatively. In a behavioral model it was also demonstrated that 6–11 are

  合成了一系列新的 4,6-二（杂芳基）嘧啶，在 2 位含有一个 N-甲基哌嗪基（6-13）或乙二胺链（15-20），它们的 5-HT1A 和 5-HT2A 受体亲和力为决定。结果表明，对 5-HT2A 亲和力的取代效应是相加的，可以定量描述。在行为模型中，还证明 6-11 是 5-HT2A 受体拮抗剂。分子模拟结果表明，碱性氮原子和两个芳香中心之间的距离（d1 = 5.2-8.4 Å，d2 = 5.7-8.5 Å，d3 = 4.6-7.3 Å）定义了 5-HT2A 的分子形貌正在研究的受体拮抗剂。
• STREKOWSKI, LUCJAN;WILSON, W. DAVID;MOKROSZ, JERZY L.;MOKROSZ, MARIA J.;H+, J. MEC. CHEM., 34,(1991) N, C. 580-588
  作者：STREKOWSKI, LUCJAN、WILSON, W. DAVID、MOKROSZ, JERZY L.、MOKROSZ, MARIA J.、H+

  DOI：——

  日期：——
• Quantitative structure-activity relationship analysis of cation-substituted polyaromatic compounds as potentiators (amplifiers) of bleomycin-mediated degradation of DNA
  作者：Lucjan Strekowski、W. David Wilson、Jerzy L. Mokrosz、Maria J. Mokrosz、Donald B. Harden、Farial A. Tanious、Roman L. Wydra、Sidney A. Crow

  DOI：10.1021/jm00106a017

  日期：1991.2

  A set of 21 polyheteroaromatic compounds substituted with flexible cationic groups and of similar molecular size has been analyzed for binding with DNA and for effects on the bleomycin-mediated degradation of the DNA double helix. Increases in apparent rates of the DNA digestion were observed in all cases under the experimental conditions of noncompetitive binding of these compounds and bleomycin to DNA. Surprisingly, the quantitative structure-activity relationship analysis revealed two distinct correlations despite close structural similarities for the set of bleomycin amplifiers. These unusual results are explained in terms of the formation of two stereochemically different ternary complexes of activated bleomycin-DNA-amplifier. The relevance of this finding for the design of new bleomycin amplifiers is discussed.
• Strekowski, Lucjan; Harden, Donald B.; Grubb, William B., Journal of Heterocyclic Chemistry, 1990, vol. 27, # 5, p. 1393 - 1400
  作者：Strekowski, Lucjan、Harden, Donald B.、Grubb, William B.、Patterson, Steven E.、Czarny, Agnieszka、et al.

  DOI：——

  日期：——