2-<2-<<(5-dimethylamino)methyl-2-furanyl>methylthio>ethylamino>-5-<2-methoxypyrid-4-ylmethyl>-4-pyrimidone | 72716-90-6

• 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-dimethylamino)methyl-2-furanyl>methylthio>ethylamino>-5-<2-methoxypyrid-4-ylmethyl>-4-pyrimidone
• 英文别名: 2-[2-(5-dimethylaminomethyl-2-furylmethylthio)ethylamino]-5-(2-methoxy-4-pyridylmethyl)-4-pyrimidone；2-[2-(5-dimethylaminomethyl-furan-2-ylmethylthio)ethylamino]-5-(2-methoxy-pyridin-4-ylmethyl)-4-pyrimidone；2-[2-[[5-[(dimethylamino)methyl]furan-2-yl]methylsulfanyl]ethylamino]-5-[(2-methoxypyridin-4-yl)methyl]-1H-pyrimidin-6-one
• CAS: 72716-90-6
• 化学式: C₂₁H₂₇N₅O₃S
• 分子量: 429.543
• InChiKey: MHSWHIYRYDYAEI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  30
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  117
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-<2-<<(5-dimethylamino)methyl-2-furanyl>methylthio>ethylamino>-5-<2-methoxypyrid-4-ylmethyl>-4-pyrimidone 生成 多利替定
  参考文献：
  名称：

  Pyrimidine compounds

  摘要：

  这些化合物是取代嘧啶化合物，是组胺H.sub.2 -拮抗剂。本发明的一种特定化合物是2-[2-(5-二甲氨基甲基)-2-呋喃甲硫基)乙基氨基]-5-(3-吡啶甲基)-4-嘧啶酮。

  公开号：

  US04649141A1
• 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 、 溶剂黄146 为溶剂， 反应 80.5h， 生成 2-<2-<<(5-dimethylamino)methyl-2-furanyl>methylthio>ethylamino>-5-<2-methoxypyrid-4-ylmethyl>-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

• Pyrimidine compounds
  申请人：Smith Kline & French Laboratories Limited

  公开号：US04234588A1

  公开（公告）日：1980-11-18

  The compounds are substituted pyrimidine compounds which are histamine H.sub.2 -antagonists. A specific compound of the present invention is 2-[2-(5-dimethylaminomethyl)-2-furylmethylthio)ethylamino]-5-(3-pyridylmet hyl)-4-pyrimidone.

  这些化合物是被取代的嘧啶化合物，它们是组胺H.sub.2-拮抗剂。本发明的一种特定化合物是2-[2-(5-二甲胺甲基)-2-呋喃甲硫基)乙基氨基]-5-(3-吡啶甲基)-4-嘧啶酮。
• Chemical process
  申请人：SMITH KLINE & FRENCH LABORATORIES LIMITED

  公开号：EP0141560A2

  公开（公告）日：1985-05-15

  A process for preparing 2-(2-(5-dimethylaminomethyl- furan-2-ylmethylthio)ethylamino)-5-(2-methoxypyrid-4-yl- methyl)pyrimidin-4-one which comprises reacting 2-(2-(furan-2-ylmethylthio)ethylamino)-5-(2-methoxypyrid-4-ylmethyl)pyrimidin-4-one with a organic solution of bis-(dimethylamino)methane at a pH of about 1.3 to about 2.5. The product is an H2-antagonist and also is of value in forming 2-(2-(5-dimethylaminomethylfuran-2-yl- methylthio)ethylaminol-5-(2-hydroxypyrid-4-ylmethyl)-pyrimidin-4-one by deprotecting.

  一种制备 2-(2-(5-二甲基氨基甲基-呋喃-2-基甲硫基)乙基氨基)-5-(2-甲氧基吡啶-4-基甲基)嘧啶-4-酮的工艺，包括在 pH 值约为 1.3 至约 2.5 的条件下使 2-(2-(呋喃-2-基甲硫基)乙基氨基)-5-(2-甲氧基吡啶-4-基甲基)嘧啶-4-酮与双(二甲基氨基)甲烷的有机溶液反应。3至约2.5。该产物是一种 H2-拮抗剂，还具有通过脱保护形成 2-(2-(5-二甲基氨基甲基呋喃-2-基-甲硫基)乙基氨基醇-5-(2-羟基吡啶-4-基甲基)-嘧啶-4-酮的价值。
• Pyrimidones, processes for their preparation and pharmaceutical compositions containing them
  申请人：SMITH KLINE & FRENCH LABORATORIES LIMITED

  公开号：EP0003677B1

  公开（公告）日：1981-11-11
• US4234588A
  申请人：——

  公开号：US4234588A

  公开（公告）日：1980-11-18
• US4539207A
  申请人：——

  公开号：US4539207A

  公开（公告）日：1985-09-03