5-[1,3]dioxolan-2-yl-4-[4-(2-(methoxymethyl)-phenyl)-buta-1,3-diynyl]-thiophene-2-carboxylic acid methyl ester | 1041857-81-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 5-[1,3]dioxolan-2-yl-4-[4-(2-(methoxymethyl)-phenyl)-buta-1,3-diynyl]-thiophene-2-carboxylic acid methyl ester
• CAS: 1041857-81-1
• 化学式: C₂₁H₁₈O₅S
• 分子量: 382.437
• InChiKey: KBOQBUNHKCGAQR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.13
• 重原子数：
  27.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  53.99
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  5-[1,3]dioxolan-2-yl-4-[4-(2-(methoxymethyl)-phenyl)-buta-1,3-diynyl]-thiophene-2-carboxylic acid methyl ester 在 水 、 4-甲基苯磺酸吡啶 作用下， 以 丙酮 为溶剂， 反应 41.0h， 以95%的产率得到5-formyl-4-[4-(2-(methoxymethyl)-phenyl)-buta-1,3-diynyl]-thiophene-2-carboxylic acid methyl ester
  参考文献：
  名称：

  Synthesis and DNA cleaving activity of water-soluble non-conjugated thienyl tetraynes

  摘要：

  Water-soluble non-conjugated thienyl tetraynes (3-6) were synthesized and their DNA cleaving activity was evaluated using electrophoresis, atomic force microscopy (AFM) and Escherichia coli ( E. coli) transformation techniques. The amino-functionalized compound 4 was shown to possess an activity to cleave plasmid DNA by both electrophoresis and E. coli transformation techniques. AFM also showed a cleavage of the circular DNA into a linear form with a formation of burst-star-shaped architectures, which were envisaged to be cross-linked DNA oligomers. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.04.009
• 作为产物：
  描述：

  2-{3-[4-(2-(methoxymethyl)-phenyl)-buta-1,3-diynyl]-thiophen-2-yl}-[1,3]dioxolane 、 氯甲酸甲酯 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 0.67h， 以80%的产率得到5-[1,3]dioxolan-2-yl-4-[4-(2-(methoxymethyl)-phenyl)-buta-1,3-diynyl]-thiophene-2-carboxylic acid methyl ester
  参考文献：
  名称：

  Synthesis and DNA cleaving activity of water-soluble non-conjugated thienyl tetraynes

  摘要：

  Water-soluble non-conjugated thienyl tetraynes (3-6) were synthesized and their DNA cleaving activity was evaluated using electrophoresis, atomic force microscopy (AFM) and Escherichia coli ( E. coli) transformation techniques. The amino-functionalized compound 4 was shown to possess an activity to cleave plasmid DNA by both electrophoresis and E. coli transformation techniques. AFM also showed a cleavage of the circular DNA into a linear form with a formation of burst-star-shaped architectures, which were envisaged to be cross-linked DNA oligomers. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.04.009