2-(10-Benzenesulfonyl-deca-2,8-diynyloxy)-tetrahydro-pyran | 170877-05-1

• 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: 2-(10-Benzenesulfonyl-deca-2,8-diynyloxy)-tetrahydro-pyran
• 英文别名: 2-[10-(Benzenesulfonyl)deca-2,8-diynoxy]oxane
• CAS: 170877-05-1
• 化学式: C₂₁H₂₆O₄S
• 分子量: 374.501
• InChiKey: MQSWSLYRTQEIAT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  61
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(10-Benzenesulfonyl-deca-2,8-diynyloxy)-tetrahydro-pyran 在 4-甲基苯磺酸吡啶 作用下， 以 甲醇 为溶剂， 反应 24.0h， 以85%的产率得到10-Benzenesulfonyl-deca-2,8-diyn-1-ol
  参考文献：
  名称：

  Synthesis, reaction, and cytotoxicity of novel propargylic sulfones

  摘要：

  Propargylic sulfones 1 and 2 have been synthesized for their potent interactions with DNA. The crown ether conjugate 8 was also prepared from 1 under carefully established reaction conditions. The synthesized propargylic sulfones 2, 5, and 8 exhibited high reactivity toward sulfur-, nitrogen-, and oxygen-containing nucleophiles. Compound 1 showed an IC50 of 5.3x10(-6) M against KB/P cancer cells comparable with that of the clinically used agent 5-FU.

  DOI：

  10.1016/0040-4039(95)01169-i
• 作为产物：
  描述：

  2-(10-Phenylsulfanyl-deca-2,8-diynyloxy)-tetrahydro-pyran 在 间氯过氧苯甲酸 作用下， 以76%的产率得到2-(10-Benzenesulfonyl-deca-2,8-diynyloxy)-tetrahydro-pyran
  参考文献：
  名称：

  Synthesis, reaction, and cytotoxicity of novel propargylic sulfones

  摘要：

  Propargylic sulfones 1 and 2 have been synthesized for their potent interactions with DNA. The crown ether conjugate 8 was also prepared from 1 under carefully established reaction conditions. The synthesized propargylic sulfones 2, 5, and 8 exhibited high reactivity toward sulfur-, nitrogen-, and oxygen-containing nucleophiles. Compound 1 showed an IC50 of 5.3x10(-6) M against KB/P cancer cells comparable with that of the clinically used agent 5-FU.

  DOI：

  10.1016/0040-4039(95)01169-i