N-[(4-(thiazol-2-yl)-sulfamoylphenyl)]-5-(1,2-dithiolan-3-yl)pentanamide | 1085925-72-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二硫杂环戊烷
• 英文名称: N-[(4-(thiazol-2-yl)-sulfamoylphenyl)]-5-(1,2-dithiolan-3-yl)pentanamide
• 英文别名: 5-(dithiolan-3-yl)-N-[4-(1,3-thiazol-2-ylsulfamoyl)phenyl]pentanamide
• CAS: 1085925-72-9
• 化学式: C₁₇H₂₁N₃O₃S₄
• 分子量: 443.636
• InChiKey: RSUUDTZDZJCLRB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  27
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  175
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  N-[(4-(thiazol-2-yl)-sulfamoylphenyl)]-5-(1,2-dithiolan-3-yl)pentanamide 、 四氯金酸水合物 在 sodium tetrahydroborate 作用下， 以 二甲基亚砜 为溶剂， 生成 Au201(tiopronin)85
  参考文献：
  名称：

  Carbonic Anhydrase Inhibitor Coated Gold Nanoparticles Selectively Inhibit the Tumor-Associated Isoform IX over the Cytosolic Isozymes I and II

  摘要：

  An approach for the synthesis of carbonic anhydrase (CA, EC 4.2.1.1) inhibitor coated gold nanoparticles is reported. This nanomaterial selectively inhibited the tumor-associated isoform CA IX overexpressed in hypoxic cancers over the ubiquitous, cytosolic housekeeping isozymes CA I and II and was membrane impermeant. As CA IX has an extracellular active site, the new nanomaterial which is confined to the extracellular space may be useful for imaging and treatment of hypoxic tumors.

  DOI：

  10.1021/ja805558k
• 作为产物：
  描述：

  磺胺噻唑 、 Thioctic acid 在 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 反应 3.0h， 以78%的产率得到N-[(4-(thiazol-2-yl)-sulfamoylphenyl)]-5-(1,2-dithiolan-3-yl)pentanamide
  参考文献：
  名称：

  Carbonic Anhydrase Inhibitor Coated Gold Nanoparticles Selectively Inhibit the Tumor-Associated Isoform IX over the Cytosolic Isozymes I and II

  摘要：

  An approach for the synthesis of carbonic anhydrase (CA, EC 4.2.1.1) inhibitor coated gold nanoparticles is reported. This nanomaterial selectively inhibited the tumor-associated isoform CA IX overexpressed in hypoxic cancers over the ubiquitous, cytosolic housekeeping isozymes CA I and II and was membrane impermeant. As CA IX has an extracellular active site, the new nanomaterial which is confined to the extracellular space may be useful for imaging and treatment of hypoxic tumors.

  DOI：

  10.1021/ja805558k

文献信息

• Carbonic Anhydrase Inhibitor Coated Gold Nanoparticles Selectively Inhibit the Tumor-Associated Isoform IX over the Cytosolic Isozymes I and II
  作者：Maamar Stiti、Alessandro Cecchi、Marouan Rami、Mohamed Abdaoui、Véronique Barragan-Montero、Andrea Scozzafava、Yannick Guari、Jean-Yves Winum、Claudiu T. Supuran

  DOI：10.1021/ja805558k

  日期：2008.12.3

  An approach for the synthesis of carbonic anhydrase (CA, EC 4.2.1.1) inhibitor coated gold nanoparticles is reported. This nanomaterial selectively inhibited the tumor-associated isoform CA IX overexpressed in hypoxic cancers over the ubiquitous, cytosolic housekeeping isozymes CA I and II and was membrane impermeant. As CA IX has an extracellular active site, the new nanomaterial which is confined to the extracellular space may be useful for imaging and treatment of hypoxic tumors.