N-<2-<<(4-methyl-5-imidazolyl)methyl>thio>ethyl>-4-hydroxybenzamidine | 57785-50-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: N-<2-<<(4-methyl-5-imidazolyl)methyl>thio>ethyl>-4-hydroxybenzamidine
• 英文别名: 4-hydroxy-N-[2-(5-methyl-1(3)H-imidazol-4-ylmethylsulfanyl)-ethyl]-benzamidine；N-<2-(5-Methyl-4-imidazolylmethylthio)-ethyl>-4-hydroxybenzamidin；N-[2-(5-Methyl-4-imidazolylmethylthio)ethyl]-4-hydroxybenzamidine；4-hydroxy-N'-[2-[(5-methyl-1H-imidazol-4-yl)methylsulfanyl]ethyl]benzenecarboximidamide
• CAS: 57785-50-9
• 化学式: C₁₄H₁₈N₄OS
• 分子量: 290.389
• InChiKey: YQWSPFUBXXZRMF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  113
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-<2-<<(4-methyl-5-imidazolyl)methyl>thio>ethyl>-4-hydroxybenzamidine 、 tetraphosphorus decasulfide 以 吡啶 为溶剂， 反应 0.75h， 生成 N-[2-(5-Methyl-4-imidazolylmethylthio)ethyl]-4-mercaptobenzamidine
  参考文献：
  名称：

  Pharmacologically active compounds

  摘要：

  这些化合物是烷基胍基的N-(杂环甲基硫代烷基)衍生物，C-烷基和C-芳基酰胺和S-烷基异硫脲。这些化合物可能还具有N'-低烷基或N'-(杂环甲基硫代烷基)取代基。该发明的三种化合物是S-甲基-N-[2-(5-甲基-4-咪唑甲基硫基)乙基]异硫脲，N,N'-双-[2-(5-甲基-4-咪唑甲基硫基)乙基]乙酰胍和N,N'-双-[2-(5-甲基-4-咪唑甲基硫基)乙基]N''-甲基胍。该发明的化合物是组胺H.sub.2 -拮抗剂。

  公开号：

  US04107319A1
• 作为产物：
  描述：

  4-羟基苯甲亚胺酸乙酯盐酸盐 、 2-(((5-甲基-1H-咪唑-4-基)甲基)硫代)乙胺 在 potassium carbonate 作用下， 以 乙醚 、 乙醇 为溶剂， 反应 168.0h， 生成 N-<2-<<(4-methyl-5-imidazolyl)methyl>thio>ethyl>-4-hydroxybenzamidine
  参考文献：
  名称：

  Zwitterionic analogs of cimetidine as H2 receptor antagonists

  摘要：

  A series of analogues of the H2 receptor histamine antagonist cimetidine have been synthesized in which the dipolar cyanoguanidine group has been replaced by a number of zwitterionic moieties. Although none of the compounds is more effective than cimetidine in blocking histamine-stimulated tachycardia on the isolated guinea pig atrium, the activities of most of the compounds possessing rigid dipoles can be accounted for on the basis of dipole orientation relative to the common side chain and by considering the active species in each case to be the zwitterion. These findings are in general agreement with those found for analogues having conjugated groups as dipoles.

  DOI：

  10.1021/jm00390a006

文献信息

• Heterocyclic-methylthioalkyl-guanidines
  申请人：Smith Kline & French Laboratories Limited

  公开号：US04170652A1

  公开（公告）日：1979-10-09

  The compounds are N-(heterocyclomethylthioalkyl)derivatives of alkylguanidines, C-alkyl and C-aryl amidines and S-alkylisothioureas. The compounds may also have N'-lower alkyl or N'-(heterocyclomethylthioalkyl)substituents. Three compounds of the invention are S-methyl-N-[2-(5-methyl-4-imidazolylmethylthio)ethyl]isothiourea, N,N'-bis-[2-(5-methyl-4-imidazolylmethylthio)ethyl]acetamidine, N,N'-bis-[2-(5-methyl-4-imidazolylmethylthio)ethyl]N"-methylguanidine. The compounds of this invention are histamine H.sub.2 -antagonists.

  这些化合物是烷基胍基的N-(杂环甲基硫代烷基)衍生物、C-烷基和C-芳基酰胺和S-烷基异硫脲。这些化合物也可能具有N'-低烷基或N'-(杂环甲基硫代烷基)取代基。该发明的三种化合物是S-甲基-N-[2-(5-甲基-4-咪唑甲基硫基)乙基]异硫脲、N,N'-双-[2-(5-甲基-4-咪唑甲基硫基)乙基]乙酰胺和N,N'-双-[2-(5-甲基-4-咪唑甲基硫基)乙基]N''-甲基胍。该发明的化合物是组胺H.sub.2 -拮抗剂。
• Isothiourea compounds and pharmacological use
  申请人：Smith Kline & French Laboratories Limited

  公开号：US04191769A1

  公开（公告）日：1980-03-04

  The compounds are N-(heterocyclomethylthioalkyl) derivatives of alkylguanidines, C-alkyl and C-aryl amidines and S-alkylisothioureas. The compounds may also have N'-lower alkyl or N'(heterocyclomethylthioalkyl) substituents. Three compounds of the invention are S-methyl-N-[2-(5-methyl-4-imidazolylmethylthio)ethyl]isothiourea, N,N'-bis-[2-(5-methyl-4-imidazolylmethylthio)ethyl]acetamidine, N,N'-bis-[2-(5-methyl-4-imidazolylmethylthio)ethyl]N"-methylguanidine. The compounds of this invention are histamine H.sub.2 -antagonists.

  这些化合物是烷基胍基衍生物的N-(杂环甲基硫代烷基)衍生物，C-烷基和C-芳基酰胺基和S-烷基异硫脲。这些化合物还可能具有N'-低烷基或N'(杂环甲基硫代烷基)取代基。该发明的三种化合物是S-甲基-N-[2-(5-甲基-4-咪唑甲基硫基)乙基]异硫脲、N,N'-双-[2-(5-甲基-4-咪唑甲基硫基)乙基]乙酰胺基和N,N'-双-[2-(5-甲基-4-咪唑甲基硫基)乙基]N''-甲基胍。该发明的这些化合物是组胺H.sub.2 -拮抗剂。
• Amidino compounds
  申请人：Smith Kline & French Laboratories Limited

  公开号：US04036971A1

  公开（公告）日：1977-07-19

  The compounds are N-(heterocyclomethylthioalkyl)derivatives of alkylguanidines, C-alkyl and C-aryl amidines and S-alkyl-isothioureas. The compounds may also have N'-lower alkyl or N'-(heterocyclomethylthioalkyl)substituents. Three compounds of the invention are S-methyl-N-[2-(5-methyl-4-imidazolylmethylthio)ethyl]isothiourea, N,N'-bis-[2-(5-methyl-4-imidazolylmethylthio)ethyl]acetamidine, N,N'-bis-[2-(5-methyl-4-imidazolylmethylthio)ethyl]N"-methylguanidine. The compounds of this invention are histamine H.sub.2 -antagonists.

  这些化合物是烷基胍基的N-(杂环甲基硫代烷基)衍生物、C-烷基和C-芳基酰胺和S-烷基异硫脲。这些化合物也可能具有N'-低烷基或N'-(杂环甲基硫代烷基)取代基。本发明的三种化合物是S-甲基-N-[2-(5-甲基-4-咪唑甲基硫基)乙基]异硫脲、N,N'-双-[2-(5-甲基-4-咪唑甲基硫基)乙基]乙酰胺和N,N'-双-[2-(5-甲基-4-咪唑甲基硫基)乙基]N''-甲基胍。这些化合物是组胺H.sub.2 -拮抗剂。
• Pharmacologically active compounds
  申请人：Smith Kline & French Laboratories Limited

  公开号：US04107319A1

  公开（公告）日：1978-08-15

  The compounds are N-(heterocyclomethylthioalkyl)derivatives of alkylguanidines, C-alkyl and C-aryl amidines and S-alkylisothioureas. The compounds may also have N'-lower alkyl or N'-(heterocyclomethylthioalkyl)substituents. Three compounds of the invention are S-methyl-N-[2-(5-methyl-4-imidazolylmethylthio)ethyl]isothiourea, N,N'-bis-[2-(5-methyl-4-imidazolylmethylthio)ethyl]acetamidine, N,N'-bis-[2-(5-methyl-4-imidazolylmethylthio)ethyl]N"-methylguanidine. The compounds of this invention are histamine H.sub.2 -antagonists.

  这些化合物是烷基胍基的N-(杂环甲基硫代烷基)衍生物，C-烷基和C-芳基酰胺和S-烷基异硫脲。这些化合物可能还具有N'-低烷基或N'-(杂环甲基硫代烷基)取代基。该发明的三种化合物是S-甲基-N-[2-(5-甲基-4-咪唑甲基硫基)乙基]异硫脲，N,N'-双-[2-(5-甲基-4-咪唑甲基硫基)乙基]乙酰胍和N,N'-双-[2-(5-甲基-4-咪唑甲基硫基)乙基]N''-甲基胍。该发明的化合物是组胺H.sub.2 -拮抗剂。
• Heterocyclic-methylthioalkyl-amidines
  申请人：Smith Kline & French Laboratories Limited

  公开号：US04118496A1

  公开（公告）日：1978-10-03

  The compounds are N-(heterocyclomethylthioalkyl)derivatives of alkylguanidines, C-alkyl and C-aryl amidines and S-alkyl-isothioureas. The compounds may also have N'-lower alkyl or N'-(heterocyclomethylthioalkyl)substituents. Three compounds of the invention are S-methyl-N-[2-(5-methyl-4-imidazolyl-methylthio)ethyl]isothiourea, N,N'-bis-[2-(5-methyl-4-imidazolylmethylthio)ethyl]acetamidine, N,N'-bis-[2-(5-methyl-4-imidazolylmethylthio)ethyl]N"-methylguanidine. The compounds of this invention are histamine H.sub.2 -antagonists.

  这些化合物是烷基胍基的N-(杂环甲基硫代烷基)衍生物，C-烷基和C-芳基酰胺和S-烷基异硫脲。这些化合物还可以具有N'-较低烷基或N'-(杂环甲基硫代烷基)取代基。本发明的三种化合物为S-甲基-N-[2-(5-甲基-4-咪唑甲基硫基)乙基]异硫脲，N,N'-双[2-(5-甲基-4-咪唑甲基硫基)乙基]乙酰胺和N,N'-双[2-(5-甲基-4-咪唑甲基硫基)乙基]N"-甲基胍。本发明的化合物是组胺H.sub.2 -拮抗剂。