5-(pyridin-4-ylmethyl)-2-methylthio-4-pyrimidone | 64107-41-1

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 5-(pyridin-4-ylmethyl)-2-methylthio-4-pyrimidone
• 英文别名: 2-methylsulfanyl-5-pyridin-4-ylmethyl-3H-pyrimidin-4-one；2-methylthio-5-(pyridin-4-ylmethyl)-4-pyrimidone；2-methylthio-5-(4-pyridylmethyl)-4-pyrimidone；5-(4-pyridylmethyl)-2-methylthio-4-pyrimidone；5-<4-Pyridylmethyl>-2-methylthio-4-pyrimidon；2-(Methylsulfanyl)-5-[(pyridin-4-yl)methyl]pyrimidin-4(3H)-one；2-methylsulfanyl-5-(pyridin-4-ylmethyl)-1H-pyrimidin-6-one
• CAS: 64107-41-1
• 化学式: C₁₁H₁₁N₃OS
• 分子量: 233.294
• InChiKey: CDXLMOHXDMHKOQ-UHFFFAOYSA-N

物化性质

• 熔点：
  174-175 °C(Solv: water (7732-18-5); ethanol (64-17-5))
• 密度：
  1.31±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  79.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(((5-二甲基氨基)甲基)-2-呋喃基)甲基)硫代乙胺 、 5-(pyridin-4-ylmethyl)-2-methylthio-4-pyrimidone 以 吡啶 为溶剂， 反应 24.0h， 生成 2-[2-[[5-[(dimethylamino)methyl]furan-2-yl]methylsulfanyl]ethylamino]-5-(pyridin-4-ylmethyl)-1H-pyrimidin-6-one
  参考文献：
  名称：

  Dérivés de l'isocytosine antagonistes des récepteurs H2 de l'histamine. III. Synthèse et activité biologique de la lupitidine (SK&F 93479) et de composés apparentés

  摘要：

  DOI：

  10.1016/0223-5234(90)90204-g
• 作为产物：
  描述：

  3-吡啶基-4-基丙酸乙酯 在 sodium hydroxide 、 sodium 作用下， 以 乙醚 、 乙醇 、 水 为溶剂， 反应 25.0h， 生成 5-(pyridin-4-ylmethyl)-2-methylthio-4-pyrimidone
  参考文献：
  名称：

  Isocytosine H2-receptor histamine antagonists II. Synthesis and evaluation of biological activity at histamine H1- and H2-receptors of 5-(heterocyclyl)methylisocytosines

  摘要：

  DOI：

  10.1016/0223-5234(89)90166-9

文献信息

• Pyridylaminoalkylaminopyrimidones useful as histamine H.sub.1
  申请人：Smith Kline & French Laboratories Limited

  公开号：US04548940A1

  公开（公告）日：1985-10-22

  Pyridine derivatives are disclosed which are useful as histamine H.sub.1 -antagonists.

  已披露用作组胺H.sub.1-拮抗剂的吡啶衍生物。
• Substituted isocytosines having histamine H.sub.2 -antagonist activity
  申请人：Smith Kline & French Laboratories Limited

  公开号：US04154834A1

  公开（公告）日：1979-05-15

  The compounds are substituted isocytosines which are histamine H.sub.2 -antagonists. Two specific compounds of the present inventon are 2-[2-(5-methyl-4-imidazolylmethylthio)ethylamino]-5-(3-pyridylmethyl)-4-py rimidone and 2-[2-(3-bromo-2-pyridylmethylthio)ethylamino]-5-(4-pyridylmethyl)-4-pyrimi done.

  这些化合物是取代的异胞嘧啶，是组织胺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-吡啶甲基)-4-吡咯酮和2-[2-(3-溴-2-吡啶甲硫基)乙基]氨基-5-(4-吡啶甲基)-4-吡咯酮。
• Pyridylaminoalkylamine intermediates
  申请人：Smith Kline & French Laboratories Limited

  公开号：US04652650A1

  公开（公告）日：1987-03-24

  Pyridine derivatives are disclosed which are useful as histamine H.sub.1 -antagonists.

  公开了一些吡啶衍生物，它们可用作组胺H.sub.1-拮抗剂。
• Heterocyclic alkyl 4-pyrimidones
  申请人：Smith Kline & French Laboratories Limited

  公开号：US04216318A1

  公开（公告）日：1980-08-05

  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-pyridylmethyl)-4-py rimidone and 2-[2-(3-bromo-2-pyridylmethylthio)-ethylamino]-5-(4-pyridylmethyl)-4-pyrim idone.

  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-[2-(5-甲基-4-咪唑基甲硫基)乙基氨基]-5-(3-吡啶甲基)-4-吡咯酮和2-[2-(3-溴-2-吡啶甲硫基)-乙基氨基]-5-(4-吡啶甲基)-4-吡咯酮。
• Iso(thio)ureas, processes for their preparation and compositions containing them
  申请人：SMITH KLINE & FRENCH LABORATORIES LIMITED

  公开号：EP0007232A1

  公开（公告）日：1980-01-23

  Isoureas and isothioureas which are histamine H2- antagonists and also have histamine H1-antagonist activity and antiinflammatory activity having the structure in which R' and R2 are hydrogen, lower alkyl, or together with the carbon and two nitrogen atoms shown form a dihydroimidazolyl or tetrahydropyrimidyl group, Y is sulphur or oxygen, n is from 3 to 8, X is oxygen or sulphur, Z is hydrogen or lower alkyl, A is C1-C3 alkylene or -(CH2)pW(CH2)q- where W is oxygen or sulphur and the sum of p and q is 1 to4, and B is methyl, cycloalkyl, heteroaryl, aryl or, when A is alkylene, hydrogen, are prepared by a process in which a compound of structure where D is HY- or a leaving group is reacted with: (a) when D is HY-, an isothiourea where A is lower alkyl or aryl (lower alkyl), or a cyanamide R1HNCN or a carbodiimide R1N=C=NR2 or (b) when D is a leaving group, a urea or thiourea or, when Y is oxyen a compound of structure where G is a lower alkylthio, chlorine, bromine or NO2NH-, is reacted with an isothiourea of Structure

  异脲类和异硫脲类是组胺 H2-拮抗剂，也具有组胺 H1-拮抗剂活性和抗炎活性，其结构为 其中 R' 和 R2 为氢、低级烷基或与所示的碳原子和两个氮原子一起形成二氢咪唑基或四氢嘧啶基，Y 为硫或氧，n 为 3 至 8，X 为氧或硫，Z 为氢或低级烷基、A 为 C1-C3 亚烷基或-(CH2)pW(CH2)q-，其中 W 为氧或硫，p 和 q 之和为 1 至 4，B 为甲基、环烷基、杂芳基、芳基或（当 A 为亚烷基时）氢，通过以下工艺制备结构如下的化合物 其中 D 为 HY- 或离去基团，并与之反应： (a) 当 D 为 HY- 时，异硫脲 其中 A 为低级烷基或芳基（低级烷基），或氰胺 R1HNCN 或碳化二亚胺 R1N=C=NR2 或 (b) 当 D 为离去基团时，脲或硫脲 或当 Y 为氧烯时，结构如下的化合物 其中 G 为低级烷硫基、氯、溴或 NO2NH- 时，与结构式如下的异硫脲反应