2-<2-(5-methyl-4-imidazolylmethylthio)ethylamino>-5-(3-methoxybenzyl)pyrimidin-4-one | 70311-37-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-<2-(5-methyl-4-imidazolylmethylthio)ethylamino>-5-(3-methoxybenzyl)pyrimidin-4-one
• 英文别名: 5-(3-methoxy-benzyl)-2-[2-(5-methyl-1(3)H-imidazol-4-ylmethylsulfanyl)-ethylamino]-3H-pyrimidin-4-one；2-[2-(5-Methyl-4-imidazolylmethylthio)ethylamino]-5-(3-methoxybenzyl)-4-pyrimidone；5-[(3-methoxyphenyl)methyl]-2-[2-[(5-methyl-1H-imidazol-4-yl)methylsulfanyl]ethylamino]-1H-pyrimidin-6-one
• CAS: 70311-37-4
• 化学式: C₁₉H₂₃N₅O₂S
• 分子量: 385.49
• InChiKey: JJGIHBJLNFAPHS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  27
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  117
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-<2-(5-methyl-4-imidazolylmethylthio)ethylamino>-5-(3-methoxybenzyl)pyrimidin-4-one 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 以28%的产率得到2-<2-(5-methyl-4-imidazolylmethylthio)ethylamino>-5-(3-hydroxybenzyl)pyrimidin-4-one dihydrochloride
  参考文献：
  名称：

  Isocytosine H2-receptor histamine antagonists I. Oxmetidine and related compounds

  摘要：

  DOI：

  10.1016/0223-5234(88)90167-5

文献信息

• 4-Pyrimidone compounds
  申请人：Smith Kline & French Laboratories Limited

  公开号：US04145546A1

  公开（公告）日：1979-03-20

  The compounds are substituted isocytosines which are histamine H.sub.2 -antagonists. Two specific compounds of the present invention are 2-\x9b2-(5-methyl-4-imidazolylmethylthio)-ethylamino!-5-(3-methoxybenzyl)-4-p\n' yrimidone and 2-\x9b2-(5-methyl-4-imidazolylmethylthio)ethylamino!-5-benzyloxy-4-pyrimidone\n' .

  这些化合物是取代的异胞嘧啶，它们是组胺H.sub.2-拮抗剂。本发明的两种特定化合物是2-\x9b2-(5-甲基-4-咪唑甲基硫基)-乙基氨基!-5-(3-甲氧基苯基)-4-嘧啶酮和2-\x9b2-(5-甲基-4-咪唑甲基硫基)乙基氨基!-5-苄氧基-4-嘧啶酮。
• 4-Pyrimidones compositions, and methods of use
  申请人：SmithKline & French Laboratories Limited

  公开号：US04159329A1

  公开（公告）日：1979-06-26

  The compounds are substituted isocytosines which are histamine H.sub.2 -antagonists. Two specific compounds of the present invention are 2-[2-(5-methyl-4-imidazolylmethylthio)-ethylamino]-5-(3-methoxybenzyl)-4-p yrimidone and 2-[2-(5-methyl-4-imidazolylmethylthio)ethylamino]-6-benzyloxy-4-pyrimidone .

  这些化合物是取代的异胞嘧啶，它们是组胺H.sub.2-拮抗剂。本发明的两种具体化合物是2-[2-(5-甲基-4-咪唑基甲硫基)-乙基氨基]-5-(3-甲氧基苯基)-4-嘧啶酮和2-[2-(5-甲基-4-咪唑基甲硫基)乙基氨基]-6-苄氧基-4-嘧啶酮。
• Substituted 4-pyrimidone compounds, compositions and methods of use
  申请人：Smith Kline & French Laboratories Limited

  公开号：US04218452A1

  公开（公告）日：1980-08-19

  The compounds are substituted isocytosines which are histamine H.sub.2 -antagonists. Two specific compounds of the present invention are 2-[2-(5-methyl-4-imidazolylmethylthio)ethylamino]-5-(3-methoxybenzyl)-4-py rimidone and 2-[2-(5-methyl-4-imidazolylmethylthio)ethylamino]-5-benzyloxy-4-pyrimidone .

  这些化合物是取代的异胞嘧啶，是组胺H.sub.2-拮抗剂。本发明的两种特定化合物是2-[2-(5-甲基-4-咪唑甲基硫基)乙基氨基]-5-(3-甲氧基苯基)-4-吡咯酮和2-[2-(5-甲基-4-咪唑甲基硫基)乙基氨基]-5-苄氧基-4-吡咯酮。
• A process for preparing pyrimidones
  申请人：SMITH KLINE & FRENCH LABORATORIES LIMITED

  公开号：EP0024873A1

  公开（公告）日：1981-03-11

  A process is disclosed for preparing compounds of formula (1) : and acid addition salts thereof where Het is an optionally substituted 5-or6- membered fully unsaturated nitrogen containing heterocyclic group where the substituents (which can be the same or different) are one or more C1-4 alkyl, trifluoromethyl, halogen, hydroxy, C1-4 alkoxy or amino groups; n is 2 or 3; Z is hydrogen or C1-4 alkyl; A is C1-5 alkylene optionally interrupted with oxygen or sulphur and B is hydrogen, methyl, C3-6 cycloalkyl, an optionally substituted heteroaryl group where the substituents (which can be the same or different) are one or more C1-4 alkyl, C1-4 alkoxy or hydroxy groups; or B is a naphthyl, 5- or 6-(2,3-dihydro-1, 4-benzodioxinyl) or a 4- or 5-(1,3-benzodioxolyl) group or an optionally substituted phenyl group where the substituents (which can be the same or different) are one or more C1-4 alkyl, C1-4 alkoxy, halogen, aryl-(C1-4 alkoxy), hydroxy, C1-4 alkoxy-C1-4 alkoxy, trifluoromethyl, di(C1-4 alkyl) amino, phenoxy, halophenyl, or C1-4 alkoxyphenyl groups which comprises reacting a compound of formula (4) :- or an acid addition salt thereof where Het is as defined with reference to formula 11) provided that any substituents which interfere with the reaction are protected and L is a group displacable with thiol with a compound of formula (3) :- or an acid addition salt thereof where n, Z, A and B are as defined with reference to formula (1) provided that any phenolic hydroxy groups within B are optionally protected, and thereafter removing any protecting groups.

  本发明公开了一种制备式 (1) ： 及其酸加成盐 其中 Het 是任选取代的 5 或 6 位元完全不饱和含氮杂环基团，取代基（可以相同或不同）是一个或多个 C1-4 烷基、三氟甲基、卤素、羟基、C1-4 烷氧基或氨基；n 是 2 或 3；Z 是氢或 C1-4 烷基；A 是任选用氧或硫间断的 C1-5 亚烷基，B 是氢、甲基、C3-6 环烷基、任选取代的杂芳基，其中取代基（可以相同或不同）是一个或多个 C1-4 烷基、C1-4 烷氧基或羟基；或 B 是萘基、5-或 6-(2,3-二氢-1,4-苯并二氧杂环戊基)或 4-或 5-(1,3-苯并二氧杂环戊基)基团或任选取代的苯基，其中取代基（可以相同或不同）是一个或多个 C1-4 烷基、C1-4 烷氧基、卤素或羟基、- 或其酸加成盐，其中 Het 如参照式 11 所定义），条件是任何干扰反应的取代基均被保护，且 L 为可与硫醇置换的基团，与式 (3) 化合物：- 反应 或其酸加成盐 其中 n、Z、A 和 B 如参照式（1）所定义，但 B 中的任何酚羟基可选择被保护，然后去除任何保护基团。
• 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