6-cyanomethyl-2-(α-bromoacetyl)pyridine | 1026809-13-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6-cyanomethyl-2-(α-bromoacetyl)pyridine
• 英文别名: 2-[6-(2-Bromoacetyl)pyridin-2-yl]acetonitrile
• CAS: 1026809-13-1
• 化学式: C₉H₇BrN₂O
• 分子量: 239.071
• InChiKey: ZYULYPCIAAQJIC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  53.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-cyanomethyl-2-(α-bromoacetyl)pyridine 在 盐酸 作用下， 以 氯仿 、 丙酮 为溶剂， 反应 4.0h， 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
• 作为产物：
  描述：

  1-[6-(氯甲基)吡啶-2-基]乙酮 在 氢溴酸 、 溴 、 溶剂黄146 作用下， 以 甲醇 为溶剂， 反应 2.0h， 生成 6-cyanomethyl-2-(α-bromoacetyl)pyridine
  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

• Thiazole derivatives
  申请人：Otsuka Pharmaceutical Co., Ltd.

  公开号：US05639770A1

  公开（公告）日：1997-06-17

  A thiazole derivative of the general formula: ##STR1## The thiazole derivatives have an excellent inhibitory activity for superoxide radical.

  一种通式为##STR1##的噻唑衍生物。这些噻唑衍生物对超氧自由基具有出色的抑制活性。
• THIAZOLE DERIVATIVE
  申请人：OTSUKA PHARMACEUTICAL CO., LTD.

  公开号：EP0600092A1

  公开（公告）日：1994-06-08

  A thiazole derivative which is excellent in an active oxygen inhibitory effect, represented by general formula (I), wherein R¹ represents phenyl which may be substituted by 1 to 3 lower alkoxy groups, and R² represents an optionally substituted pyridylcarbonyl group, a 5- to 15-membered mono-, di- or tricyclic heterocyclic group bearing 1 to 3 nitrogen, oxygen or sulfur atoms, or a substituted phenyl group.

  一种活性氧抑制效果极佳的噻唑衍生物，由通式（I）表示，其中 R¹ 代表可被 1 至 3 个低级烷氧基取代的苯基，R² 代表任选取代的吡啶羰基、含有 1 至 3 个氮、氧或硫原子的 5 至 15 元单环、二环或三环杂环基团或取代的苯基。
• US5639770A
  申请人：——

  公开号：US5639770A

  公开（公告）日：1997-06-17
• Studies on antiulcer drugs. 7. 2-Guanidino-4-pyridylthiazoles as histamine H2-receptor antagonists with potent gastroprotective effects against nonsteroidal antiinflammatory drug-induced injury
  作者：Yousuke Katsura、Yoshikazu Inoue、Tetsuo Tomishi、Hirohumi Ishikawa、Hisashi Takasugi

  DOI：10.1021/jm00027a007

  日期：1994.1

  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.