(2-((2-iodophenyl)ethynyl)phenyl)(methyl)sulfane | 1609017-33-5

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: (2-((2-iodophenyl)ethynyl)phenyl)(methyl)sulfane
• 英文别名: 1-Iodo-2-[2-(2-methylsulfanylphenyl)ethynyl]benzene；1-iodo-2-[2-(2-methylsulfanylphenyl)ethynyl]benzene
• CAS: 1609017-33-5
• 化学式: C₁₅H₁₁IS
• 分子量: 350.223
• InChiKey: WLOJHRGWGZUZRP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.41
• 重原子数：
  17.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  (2-((2-iodophenyl)ethynyl)phenyl)(methyl)sulfane 在 tris-(dibenzylideneacetone)dipalladium(0) 、 caesium carbonate 、 4,5-双二苯基膦-9,9-二甲基氧杂蒽 、 copper(ll) bromide 作用下， 以 1,4-二氧六环 、 1,2-二氯乙烷 为溶剂， 反应 39.67h， 生成 6-[2-(Dimethylamino)ethyl]-[1]benzothiolo[3,2-c]isoquinolin-5-one
  参考文献：
  名称：

  COMPOUND COLLECTIONS, COMPOUNDS AND SYNTHESIS THEREOF

  摘要：

  Provided herein are collections of compounds of formula a) to u), and salts thereof, which have polycyclic aromatic scaffolds and thus have structures targeted towards binding polynucleotide therapeutic targets, including polynucleotide-protein complexes. Also provided are compounds and salts themselves, methods of synthesizing such compounds, methods of identifying compounds having activity against a polynucleotide target, use of the compounds as reference compounds in assays, and phenotypic methods of identifying a new polynucleotide target using the compounds.

  公开号：

  WO2024044825A1
• 作为产物：
  描述：

  trimethyl((2-(methylthio)phenyl)ethynyl)silane 在 copper(l) iodide 、 四(三苯基膦)钯 、 四丁基氟化铵 、 正丁胺 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 6.5h， 生成 (2-((2-iodophenyl)ethynyl)phenyl)(methyl)sulfane
  参考文献：
  名称：

  Transition Metal-Catalyzed Cascade Cyclization of Aryldiynes to Halogenated Benzo[b]naphtho[2,1-d]thiophene Derivatives

  摘要：

  Treatment of 2-(2-(2-(2-substituted ethynyl)phenyl)ethynyl)thioanisoles (1) with 5 mol % of Ph3PAuCl/AgSbF6 and 2 equiv of NIS at refluxing CH2Cl2 gave iodo-substituted benzo[b]naphtho[2,1-d]thiophene (6) in good yields. Chloro- and bromo-substituted benzo [b]naphtho [2,1-d] thiophene derivatives (8 and 9) were also generated by treating compound 1 with 5 mol % of PdX2 and 3 equiv of CuX2 at refluxing THF.

  DOI：

  10.1021/jo500377v

文献信息

• Alkyne Activation in the Diversity Oriented Synthesis of sp ² ‐Rich Scaffolds: A Biased Library Approach for Targeting Polynucleotides (DNA/RNA)
  作者：Shuqi Chen、Daniel L. Priebbenow、Julie Somkhit、Carmen V. Scullino、Keli Agama、Yves Pommier、Bernard L. Flynn

  DOI：10.1002/chem.202201925

  日期：2022.12.20

  The targeting of polynucleotide (RNA and DNA) topologies and their protein complexes by small molecules has enormous potential in the discovery of new therapeutics across a broad range of diseases (infectious, chronic and congenital). Polynucleotides are very different structures to proteins and have a much greater capacity to form strong π,π-interactions with suitably π-rich small molecules. To exploit

  小分子靶向多核苷酸（RNA 和 DNA）拓扑及其蛋白质复合物在发现广泛疾病（传染病、慢性和先天性）的新疗法方面具有巨大潜力。多核苷酸是与蛋白质非常不同的结构，并且具有更大的能力与适当富含 π 的小分子形成强 π,π 相互作用。为了利用这种差异，我们开发了一种面向多样性的合成方法，从一组常见的底物中合成富含 π 的支架。这种方法的效用已在新型拓扑异构酶 1 抑制剂的发现中得到例证。