11,14-Dithia-2,4,21,23-tetrazatetracyclo[22.2.2.05,10.015,20]octacosa-1(27),5,7,9,15,17,19,24(28),25-nonaene-3,22-dione | 1087160-66-4

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 11,14-Dithia-2,4,21,23-tetrazatetracyclo[22.2.2.05,10.015,20]octacosa-1(27),5,7,9,15,17,19,24(28),25-nonaene-3,22-dione
• CAS: 1087160-66-4
• 化学式: C₂₂H₂₀N₄O₂S₂
• 分子量: 436.558
• InChiKey: PRTBGBHWYVRNJD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  30
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  133
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2,2-(乙烯二硫代)二苯胺 、 对苯二异氰酸酯 以 四氢呋喃 为溶剂， 反应 95.0h， 以46%的产率得到11,14-Dithia-2,4,21,23-tetrazatetracyclo[22.2.2.05,10.015,20]octacosa-1(27),5,7,9,15,17,19,24(28),25-nonaene-3,22-dione
  参考文献：
  名称：

  Facile synthesis of dithiatetraaza-macrocycles of potential anti-inflammatory activity

  摘要：

  A facile synthetic approach towards dithiatetraaza-macrocycles 4a and b was achieved through reaction of 2,2'-[alkanediylbis(thio)]bisbenzenamines la and b with 1,4-phenylenediisocyanate. However, reaction of la and b with a variety of aryl-, alkylisocyanates or isothiocyanates 2a-f afforded the corresponding bisurea and their thio-analogues 3a-1. Anti-inflammatory activity of the prepared compounds (in a dose of 50 mg/kg body weight) using in vivo acute carrageenan-induced paw oedema in rats is studied. Compounds 3e and 4b reveal the best anti-inflammatory properties among all the tested compounds with potency (% oedema inhibition of the tested compounds regarding % oedema inhibition of indomethacin "which was used as a reference standard in a dose of 10 mg/kg body weight") 0.90 and 0.85, respectively. (C) 2007 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2007.12.010

文献信息

• Facile synthesis of dithiatetraaza-macrocycles of potential anti-inflammatory activity
  作者：Adel S. Girgis

  DOI：10.1016/j.ejmech.2007.12.010

  日期：2008.10

  A facile synthetic approach towards dithiatetraaza-macrocycles 4a and b was achieved through reaction of 2,2'-[alkanediylbis(thio)]bisbenzenamines la and b with 1,4-phenylenediisocyanate. However, reaction of la and b with a variety of aryl-, alkylisocyanates or isothiocyanates 2a-f afforded the corresponding bisurea and their thio-analogues 3a-1. Anti-inflammatory activity of the prepared compounds (in a dose of 50 mg/kg body weight) using in vivo acute carrageenan-induced paw oedema in rats is studied. Compounds 3e and 4b reveal the best anti-inflammatory properties among all the tested compounds with potency (% oedema inhibition of the tested compounds regarding % oedema inhibition of indomethacin "which was used as a reference standard in a dose of 10 mg/kg body weight") 0.90 and 0.85, respectively. (C) 2007 Elsevier Masson SAS. All rights reserved.