N-[6-(Imidazo[1,2-d][1,2,4]thiadiazol-3-ylamino)hexyl]-2-methylbenzene-sulfonamide

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-[6-(Imidazo[1,2-d][1,2,4]thiadiazol-3-ylamino)hexyl]-2-methylbenzene-sulfonamide
• 英文别名: N-[6-(imidazo[1,2-d][1,2,4]thiadiazol-3-ylamino)hexyl]-2-methylbenzenesulfonamide；N-[6-(Imidazo[1,2-d][1,2,4]thiadiazol-3-ylamino)-hexyl]-2-methyl-benzenesulfonamide
• 化学式: C₁₇H₂₃N₅O₂S₂
• 分子量: 393.534
• InChiKey: SHCHYVBWWCFVCO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  26
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  125
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  1,6-己二胺 在 potassium carbonate 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 生成 N-[6-(Imidazo[1,2-d][1,2,4]thiadiazol-3-ylamino)hexyl]-2-methylbenzene-sulfonamide
  参考文献：
  名称：

  3-Substituted Imidazo[1,2-d][1,2,4]-thiadiazoles:  A Novel Class of Factor XIIIa Inhibitors

  摘要：

  A new class of selective FXIIIa inhibitors with a bicyclic [1,2,4]-thiadiazole pharmacophore is described. At 160 mu M, compound 8 caused 50% reduction in fibrin gamma-chain cross-linking and suppressed the polymerization of a chains in platelet-depleted human plasma clots. Fibrinolysis rates in response to tissue plasminogen activator were directly proportional to the concentration of 8 in plasma at the time of clotting.

  DOI：

  10.1021/jm049221w

文献信息

• Sulfonamide derivatives of 3-substituted imidazol[1,2-d]-1,2,4-thiadiazoles and 3-substituted-[1,2,4] thiadiazolo[4,5-a] benzimidazole as inhibitors of fibrin cross-linking and transglutaminases
  申请人：Apotex Inc.

  公开号：US20030225007A1

  公开（公告）日：2003-12-04

  A method of inhibiting the activity of transglutaminases containing a cysteine residue comprising administering to a mammal an effective amount of a sulfonamide derivative of imidazo[1,2-d]-1,2,4-thiadiazoles sufficient to inhibit the activity.

  抑制含有半胱氨酸残基的转谷氨酰胺酶活性的方法包括向哺乳动物投予足够抑制活性的噻唑[1,2-d]-1,2,4-噻二唑磺胺衍生物的有效量。
• Sulfonamide derivatives of 3-substituted imidazo[1,2-D]-1,2,4-thiadiazoles and 3-substituted-[1,2,4]thiadiazolo[4,5-A]benzimidazole as inhibitors of fibrin cross-linking and transglutaminases
  申请人：Apotex Inc.

  公开号：EP1348710A1

  公开（公告）日：2003-10-01

  A method of inhibiting the activity of transglutaminases containing a cysteine residue comprising administering to a mammal an effective amount of a sulfonamide derivative of imidazo[1,2-d]-1,2,4-thiadiazoles sufficient to inhibit the activity.

  抑制含有半胱氨酸残基的转谷氨酰胺酶活性的方法包括向哺乳动物施用足够抑制活性的噻唑并嗪[1,2-d]-1,2,4-噻二唑磺酰胺衍生物的有效量。
• 3-Substituted Imidazo[1,2-<i>d</i>][1,2,4]-thiadiazoles:  A Novel Class of Factor XIIIa Inhibitors
  作者：Regis Leung-Toung、Tim F. Tam、Jolanta M. Wodzinska、Yanqing Zhao、Jayme Lowrie、Craig D. Simpson、Khashayar Karimian、Michael Spino

  DOI：10.1021/jm049221w

  日期：2005.4.1

  A new class of selective FXIIIa inhibitors with a bicyclic [1,2,4]-thiadiazole pharmacophore is described. At 160 mu M, compound 8 caused 50% reduction in fibrin gamma-chain cross-linking and suppressed the polymerization of a chains in platelet-depleted human plasma clots. Fibrinolysis rates in response to tissue plasminogen activator were directly proportional to the concentration of 8 in plasma at the time of clotting.