Methyl 2-[6-[2-(diaminomethylideneamino)-1,3-thiazol-4-yl]pyridin-2-yl]ethanimidate | 135451-20-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: Methyl 2-[6-[2-(diaminomethylideneamino)-1,3-thiazol-4-yl]pyridin-2-yl]ethanimidate
• CAS: 135451-20-6
• 化学式: C₁₂H₁₄N₆OS
• 分子量: 290.349
• InChiKey: YMQVFUBNELHLDX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  152
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Methyl 2-[6-[2-(diaminomethylideneamino)-1,3-thiazol-4-yl]pyridin-2-yl]ethanimidate 在 磺酰胺 作用下， 以 乙二醇甲醚 为溶剂， 反应 2.0h， 以27%的产率得到4-<6-<2-amino-2-<(aminosulfonyl)imino>ethyl>pyridin-2-yl>-2-guanidinothiazole
  参考文献：
  名称：

  Studies on antiulcer drugs. 7. 2-Guanidino-4-pyridylthiazoles as histamine H2-receptor antagonists with potent gastroprotective effects against nonsteroidal antiinflammatory drug-induced injury

  摘要：

  A series of 2-guanidino-4-pyridylthiazole derivatives were synthesized and evaluated for anti-aspirin-ulcer, gastric antisecretory, and histamine-H-2-receptor-antagonist activities. Several compounds showed superior anti-aspirin-ulcer activity to that of clinically used H-2-antagonists in the rat. Among them, 4-[6-(acetamidomethyl)pyridin-2-yl]-2-guanidinothiazole (8) demonstrated potent inhibitory activities against gastric lesions caused by two kinds of nonsteroidal antiinflammatory drugs, aspirin and indomethacin, respectively, in addition to strong antisecretory activity. Compound 8 possessed a preventable ability for the aspirin-induced reduction of the gastric mucosal blood flow at an intragastric administration of 32 mg/kg in the rat. On the other hand, famotidine (32 mg/kg) exhibited no significant effect and ranitidine (100 mg/kg) aggravated the blood flow in this system.

  DOI：

  10.1021/jm00027a007
• 作为产物：
  描述：

  1-[6-(氯甲基)吡啶-2-基]乙酮 在 盐酸 、 氢溴酸 、 溴 、 溶剂黄146 作用下， 以 甲醇 、 氯仿 、 丙酮 为溶剂， 反应 6.0h， 生成 Methyl 2-[6-[2-(diaminomethylideneamino)-1,3-thiazol-4-yl]pyridin-2-yl]ethanimidate
  参考文献：
  名称：

  Studies on antiulcer drugs. 7. 2-Guanidino-4-pyridylthiazoles as histamine H2-receptor antagonists with potent gastroprotective effects against nonsteroidal antiinflammatory drug-induced injury

  摘要：

  A series of 2-guanidino-4-pyridylthiazole derivatives were synthesized and evaluated for anti-aspirin-ulcer, gastric antisecretory, and histamine-H-2-receptor-antagonist activities. Several compounds showed superior anti-aspirin-ulcer activity to that of clinically used H-2-antagonists in the rat. Among them, 4-[6-(acetamidomethyl)pyridin-2-yl]-2-guanidinothiazole (8) demonstrated potent inhibitory activities against gastric lesions caused by two kinds of nonsteroidal antiinflammatory drugs, aspirin and indomethacin, respectively, in addition to strong antisecretory activity. Compound 8 possessed a preventable ability for the aspirin-induced reduction of the gastric mucosal blood flow at an intragastric administration of 32 mg/kg in the rat. On the other hand, famotidine (32 mg/kg) exhibited no significant effect and ranitidine (100 mg/kg) aggravated the blood flow in this system.

  DOI：

  10.1021/jm00027a007

文献信息

• US5364871A
  申请人：——

  公开号：US5364871A

  公开（公告）日：1994-11-15
• US5371097A
  申请人：——

  公开号：US5371097A

  公开（公告）日：1994-12-06