3-dimethylamino-5-benzoyl-1,2,4-thiadiazole | 1446029-75-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-dimethylamino-5-benzoyl-1,2,4-thiadiazole
• 英文别名: [3-(Dimethylamino)-1,2,4-thiadiazol-5-yl]-phenylmethanone
• CAS: 1446029-75-9
• 化学式: C₁₁H₁₁N₃OS
• 分子量: 233.294
• InChiKey: FDEKZZBDABHFKM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  74.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  苯甲酰腈 、 5-dimethylamino-1,3,4-oxathiazol-2-one 以 N,N-二甲基甲酰胺 为溶剂， 以3.4%的产率得到3-dimethylamino-5-benzoyl-1,2,4-thiadiazole
  参考文献：
  名称：

  New Cytotoxic 1,2,4-Thiadiazole Alkaloids from the Ascidian Polycarpa aurata

  摘要：

  Two new alkaloids, polycarpathiamines A and B (1 and 2), were isolated from the ascidian Polycarpa aurata. Their structures were unambiguously determined by 1D, 2D NMR, and HRESIMS measurements and further confirmed by comparison with a closely related analogue, 3-dimethylamino-5-benzoy1-1,2,4-thiadiazole (4), that was prepared by chemical synthesis. Compounds 1 and 2 both feature an uncommon 1,2,4-thiadiazole ring whose biosynthetic origin is proposed. Compound 1 showed significant cytotoxic activity against L5178Y murine lymphoma cells (IC50 0.41 mu M).

  DOI：

  10.1021/ol400791n