3-(Thiolan-1-ium-1-yl)propanoic acid;chloride | 92063-02-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 硫杂环戊烷
• 英文名称: 3-(Thiolan-1-ium-1-yl)propanoic acid;chloride
• CAS: 92063-02-0
• 化学式: C₇H₁₃O₂S*Cl
• 分子量: 196.698
• InChiKey: KWISYOQJKNFFDL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.12
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(Thiolan-1-ium-1-yl)propanoic acid;chloride 在 磷酸 、 吡啶盐酸盐 、 三氯化磷 作用下， 反应 4.0h， 以460 mg的产率得到C₇H₁₆O₇P₂S
  参考文献：
  名称：

  Activity of Sulfonium Bisphosphonates on Tumor Cell Lines

  摘要：

  We investigated three series of sulfonium bisphosphonates for their activity in inhibiting the growth of three human tumor cell lines. The first series consisted of 6 cyclic sulfonium bisphosphonates, the most active species having an (average) IC50 of 89,mu M. The second consisted of 10 phenylalkyl and phenylalkoxy bisphosphonates, the most active species having an IC50 of 18,mu M. The third series consisted of 17 n-alkyl sulfonium bisphosphonates, the most active species having an IC50 of similar to 240 nM. Three QSAR models showed that the experimental cell growth inhibition results could be well predicted. We also determined the structures of one sulfonium bisphosphonate bound to farnesyl diphosphate synthase, finding that it binds exclusively to the dimethylallyl diphosphate binding site. These results are of interest since they show that sulfonium bisphosphonates can have potent activity against a variety of tumor cell lines, the most active species having IC50 values much lower than conventional nitrogen-containing bisphosphonates.

  DOI：

  10.1021/jm700991k
• 作为产物：
  描述：

  四氢噻吩 、 丙烯酸 在 盐酸 作用下， 以 水 为溶剂， 反应 2.0h， 以54%的产率得到3-(Thiolan-1-ium-1-yl)propanoic acid;chloride
  参考文献：
  名称：

  Marine bacteria from the Roseobacter clade produce sulfur volatiles via amino acid and dimethylsulfoniopropionate catabolism

  摘要：

  二甲基硫丙酸（DMSP）是一种多用途的硫源，海洋细菌中的红杆菌分支利用它来生产含硫次级代谢物。通过合成34S标记的DMSP和半胱氨酸以及几种含修饰S-烷基团的DMSP衍生物，并进行饲喂实验，深入了解了这些细菌产生硫挥发物的生物合成途径。

  DOI：

  10.1039/c4ob00719k