2-[2-(5-Methyl-4-imidazolylmethylthio)ethylamino]-5-(2-methoxy-4-pyridylmethyl)-4-pyrimidone | 72830-35-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 2-[2-(5-Methyl-4-imidazolylmethylthio)ethylamino]-5-(2-methoxy-4-pyridylmethyl)-4-pyrimidone
• 英文别名: 5-[(2-methoxypyridin-4-yl)methyl]-2-[2-[(5-methyl-1H-imidazol-4-yl)methylsulfanyl]ethylamino]-1H-pyrimidin-6-one
• CAS: 72830-35-4
• 化学式: C₁₈H₂₂N₆O₂S
• 分子量: 386.478
• InChiKey: AMGNSOJDRCRSKJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  27
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  130
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-[2-(5-Methyl-4-imidazolylmethylthio)ethylamino]-5-(2-methoxy-4-pyridylmethyl)-4-pyrimidone 生成 2-[2-[(5-methyl-1H-imidazol-4-yl)methylsulfanyl]ethylamino]-5-[(2-oxo-1H-pyridin-4-yl)methyl]-1H-pyrimidin-6-one;trihydrochloride
  参考文献：
  名称：

  BROVN, TH.;DURANT, G. J.;CANELLIN, CH. R.;IFE, R. J.

  摘要：

  DOI：
• 作为产物：
  描述：

  4-氰基-2-甲氧基吡啶 在 palladium on activated charcoal 、 镍 哌啶 、 吡啶 、 盐酸 、 聚合甲醛 、 氢气 、 sodium methylate 、 盐酸氨基脲 、 sodium acetate 、 sodium hydride 作用下， 以 甲醇 、 乙二醇二甲醚 、 乙醇 为溶剂， 反应 62.5h， 生成 2-[2-(5-Methyl-4-imidazolylmethylthio)ethylamino]-5-(2-methoxy-4-pyridylmethyl)-4-pyrimidone
  参考文献：
  名称：

  Isocytosine H2-receptor histamine antagonists. IV. The synthesis and biological activity of donetidine (SK&F 93574) and related compounds

  摘要：

  The synthesis and biological activity of some novel 2-amino-4-pyrimidone derivatives is described. Side-chains associated with H-2-antagonist activity am attached through the 2-amino group, whilst a range of 2-hydroxypyridine containing moieties are substituted at the 5-position of the pyrimidone ring. Good H-2-receptor histamine antagonist activity is observed with all the series and the majority of the compounds are selective for the H-2-receptor. High aqueous solubility and iv potency coupled with an extended duration of biological activity in animal models led to compound 16c, 2-[2-(5-dimethylaminomethyl-2-furanylmethyl-thio)ethylamino]-5-(2-hydroxypyrid-4-ylmethyl)-4-pyrimidone (donetidine, SK&F 93574) being selected for clinical investigation as a potential parenterally administered therapeutic agent.

  DOI：

  10.1016/0223-5234(93)90091-r

文献信息

• 5-(Hydroxypyridylalkyl)-4-pyrimidones
  申请人：Smith Kline & French Laboratories Limited

  公开号：US04255428A1

  公开（公告）日：1981-03-10

  The compounds are substituted 2-amino-4-pyrimidones with a 5-(hydroxypyridylalkyl) substituent which are histamine H.sub.2 -antagonists. Two specific compounds are 2-[2-(3-bromo-2-pyridylmethylthio)ethylamino]-5-(2-hydroxy-4-pyridylmethyl )-4-pyrimidone and 2-[4-(3-methoxy-2-pyridyl)butylamino]-5-(2-hydroxy-4-pyridylmethyl)-4-pyri midone.

  这些化合物是2-氨基-4-嘧啶酮衍生物，带有5-(羟基吡啶基烷基)取代基，它们是组胺H.sub.2-拮抗剂。两种特定的化合物是2-[2-(3-溴-2-吡啶甲硫基)乙基氨基]-5-(2-羟基-4-吡啶甲基)-4-嘧啶酮和2-[4-(3-甲氧基-2-吡啶基)丁基氨基]-5-(2-羟基-4-吡啶甲基)-4-嘧啶酮。
• 2-nitro aminopyrimidone derivatives, a process for their preparation and their use to prepare 2-aminopyrimidone derivatives which have histamine H2-antagonist activity
  申请人：SMITH KLINE & FRENCH LABORATORIES LIMITED

  公开号：EP0004793B1

  公开（公告）日：1981-12-30
• BROVN, TH.;DURANT, G. J.;CANELLIN, CH. R.;IFE, R. J.
  作者：BROVN, TH.、DURANT, G. J.、CANELLIN, CH. R.、IFE, R. J.

  DOI：——

  日期：——
• Pyrimidone derivatives, process for preparing them and pharmaceutical compositions containing them
  申请人：SMITH KLINE & FRENCH LABORATORIES LIMITED

  公开号：EP0017680B1

  公开（公告）日：1982-04-21
• US4255428A
  申请人：——

  公开号：US4255428A

  公开（公告）日：1981-03-10