N-({5-[(4-dimethylaminophenylmethylene)amino]-[1,3,4]thiadiazol-2-yl}-methyl)-[1,3,4]thiadiazino[6,5-b]indol-3-amine | 1093742-11-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: N-({5-[(4-dimethylaminophenylmethylene)amino]-[1,3,4]thiadiazol-2-yl}-methyl)-[1,3,4]thiadiazino[6,5-b]indol-3-amine
• 英文别名: N-[[5-[[4-(dimethylamino)phenyl]methylideneamino]-1,3,4-thiadiazol-2-yl]methyl]-[1,3,4]thiadiazino[6,5-b]indol-3-amine
• CAS: 1093742-11-0
• 化学式: C₂₁H₁₈N₈S₂
• 分子量: 446.56
• InChiKey: SUONEQYNSQBHAT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.47
• 重原子数：
  31.0
• 可旋转键数：
  6.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  92.08
• 氢给体数：
  1.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  N-({5-[(4-dimethylaminophenylmethylene)amino]-[1,3,4]thiadiazol-2-yl}-methyl)-[1,3,4]thiadiazino[6,5-b]indol-3-amine 、 巯基乙酸 在 zinc(II) chloride 作用下， 以 甲醇 为溶剂， 反应 10.0h， 以46%的产率得到2-[4-(dimethylamino)phenyl]-3-[5-[([1,3,4]thiadiazino[6,5-b]indol-3-ylamino)methyl]-1,3,4-thiadiazol-2-yl]-1,3-thiazolidin-4-one
  参考文献：
  名称：

  Synthesis of new substituted azetidinoyl and thiazolidinoyl-1,3,4-thiadiazino (6,5-b) indoles as promising anti-inflammatory agents

  摘要：

  Various N-({5-[(arylmethylene)amino]-1,3,4-thiadiazol-2-yl}methyl) [1,3,4] thiadiazino[6,5-b]indol-3-amine (6a-6h), 2-aryl-3-{5-[{[1,3,4] thiadiazino[6,5- b]indol-3-ylamino}methyl]-1,3,4-thiadiazol-2-yl}-1,3-thiazolidin-4-one (7a-7h), and 3-chloro-4-aryl-l-{5-[{[1,3,4]thiadiazino[6,5-b]indol-3-ylamino]methyl]- 1,3,4-thiadiazol-2-yl}azetidin-2-one (8a-8h) have been synthesized in the present study. The structure of these newly synthesized compounds were confirmed by their analytical and spectral data. These compounds were also evaluated for their anti-inflammatory, ulcerogenic and analgesic activities. Compound 8g has shown most active anti-inflammatory and analgesic activities with better ulcerogenic activity than phenylbutazone, while this compound was found to be associated with lesser degree of anti-inflammatory and analgesic activities as compared to indomethacin. (C) 2007 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2007.10.012
• 作为产物：
  描述：

  2-(5'-amino-[1,3,4]thiadiazol-2'-yl-methylamino)-[1,3,4]thiadiazino[6,5-b]indole 、 对二甲氨基苯甲醛 在 溶剂黄146 作用下， 以 甲醇 为溶剂， 反应 7.0h， 以51%的产率得到N-({5-[(4-dimethylaminophenylmethylene)amino]-[1,3,4]thiadiazol-2-yl}-methyl)-[1,3,4]thiadiazino[6,5-b]indol-3-amine
  参考文献：
  名称：

  Synthesis of new substituted azetidinoyl and thiazolidinoyl-1,3,4-thiadiazino (6,5-b) indoles as promising anti-inflammatory agents

  摘要：

  Various N-({5-[(arylmethylene)amino]-1,3,4-thiadiazol-2-yl}methyl) [1,3,4] thiadiazino[6,5-b]indol-3-amine (6a-6h), 2-aryl-3-{5-[{[1,3,4] thiadiazino[6,5- b]indol-3-ylamino}methyl]-1,3,4-thiadiazol-2-yl}-1,3-thiazolidin-4-one (7a-7h), and 3-chloro-4-aryl-l-{5-[{[1,3,4]thiadiazino[6,5-b]indol-3-ylamino]methyl]- 1,3,4-thiadiazol-2-yl}azetidin-2-one (8a-8h) have been synthesized in the present study. The structure of these newly synthesized compounds were confirmed by their analytical and spectral data. These compounds were also evaluated for their anti-inflammatory, ulcerogenic and analgesic activities. Compound 8g has shown most active anti-inflammatory and analgesic activities with better ulcerogenic activity than phenylbutazone, while this compound was found to be associated with lesser degree of anti-inflammatory and analgesic activities as compared to indomethacin. (C) 2007 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2007.10.012