1-(Benzenesulfonyl)-2-(3-phenyl-1,2,4-oxadiazol-5-yl)propan-2-ol | 1365025-46-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-(Benzenesulfonyl)-2-(3-phenyl-1,2,4-oxadiazol-5-yl)propan-2-ol
• CAS: 1365025-46-2
• 化学式: C₁₇H₁₆N₂O₄S
• 分子量: 344.391
• InChiKey: WGSIPOUGADGHES-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  102
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  α-hydroxy-β-phenylsulfanyl-isobutyric acid 在 1-羟基苯并三唑 、 1,2-二氯乙烷 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 、 甲苯 、 乙腈 为溶剂， 生成 1-(Benzenesulfonyl)-2-(3-phenyl-1,2,4-oxadiazol-5-yl)propan-2-ol
  参考文献：
  名称：

  1,2,4-Oxadiazoles: A new class of anti-prostate cancer agents

  摘要：

  Sulfide and sulfonyl derivatives of 1,2,4-oxadiazoles were synthesized and screened by MTT assay on the prostate cancer cells, DU-145. Six compounds were identified as potential anti-prostate cancer agents with IC50 values ranging from 0.5 to 5.1 mu M. These compounds exhibited good activity on the androgen independent cells PC-3, while the results were moderate on androgen dependent LNCaP cells, suggesting the possibility of a mechanism of action different from that of the bioisosteric bicalutamide. Also a very low cytotoxicity was observed on non-cancerous cells MCF-10A. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.01.059