2,3-dihydro-3-methyl-2,4-dioxo-4H-<1,3,4>thiadiazolo<3,2-a><1,3,5>triazine-7-sulfonamide | 109907-76-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2,3-dihydro-3-methyl-2,4-dioxo-4H-<1,3,4>thiadiazolo<3,2-a><1,3,5>triazine-7-sulfonamide
• 英文别名: 2,3-dihydro-3-methyl-2,4-dioxo-4H-[1,3,4]thiadiazolo[3,2-a][1,3,5]triazine-7-sulfonamide；6-Methyl-5,7-dioxo-[1,3,4]thiadiazolo[3,2-a][1,3,5]triazine-2-sulfonamide
• CAS: 109907-76-8
• 化学式: C₅H₅N₅O₄S₂
• 分子量: 263.258
• InChiKey: PVBUEFHZYWJBIN-UHFFFAOYSA-N

物化性质

• 沸点：
  443.3±28.0 °C(Predicted)
• 密度：
  2.34±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.8
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  159
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  光气 、 5-(N'-methylureido)-1,3,4-thiadiazole-2-sulfonamide 以 乙酸乙酯 为溶剂， 反应 0.5h， 以72%的产率得到2,3-dihydro-3-methyl-2,4-dioxo-4H-<1,3,4>thiadiazolo<3,2-a><1,3,5>triazine-7-sulfonamide
  参考文献：
  名称：

  Synthesis and physicochemical properties of thiadiazolo[3,2-a]pyrimidinesulfonamides and thiadiazolo[3,2-a]triazinesulfonamides as candidates for topically effective carbonic anhydrase inhibitors

  摘要：

  A series of bicyclic 1,3,4-thiadiazolo[3,2-a]pyrimidine- and 1,3,4-thiadiazolo[3,2-a]triazine-7-sulfonamides were synthesized from 5-amino-1,3,4-thiadiazole-2-sulfonamide and evaluated for topical efficacy as ocular hypotensive agents. The compounds were tested for the physicochemical properties of sulfonamide pKa, free acid water solubility, CHCl3/buffer partition, and transcorneal penetration (kin), as well as for activity against carbonic anhydrase (I50). A number of these compounds exhibited lower sulfonamide pKa and higher water solubility than those of acetazolamide (1) and methazolamide (2), and one, 12, brought about a small reduction in IOP in the normal rabbit eye.

  DOI：

  10.1021/jm00394a021

文献信息

• KATRITZKY, ALAN R.;CASTER, KENNETH C.;MAREN, THOMAS H.;CONROY, CURTIS W.;+, J. MED. CHEM., 30,(1987) N 11, 2058-2062
  作者：KATRITZKY, ALAN R.、CASTER, KENNETH C.、MAREN, THOMAS H.、CONROY, CURTIS W.、+

  DOI：——

  日期：——