ethyl thio>ethyl>guanidino>phosphonate hydrobromide | 70385-43-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磷酸及其衍生物
• 英文名称: ethyl thio>ethyl>guanidino>phosphonate hydrobromide
• 英文别名: ethoxy-N-[N'-methyl-N-[2-[(5-methyl-1H-imidazol-4-yl)methylsulfanyl]ethyl]carbamimidoyl]phosphonamidic acid;hydrobromide
• CAS: 70385-43-2
• 化学式: BrH*C₁₁H₂₂N₅O₃PS
• 分子量: 416.279
• InChiKey: FHFZHZCJZOGQSF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.83
• 重原子数：
  22
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  137
• 氢给体数：
  5
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  1-[ethoxy(phenylmethoxy)phosphoryl]-2-methyl-3-[2-[(5-methyl-1H-imidazol-4-yl)methylsulfanyl]ethyl]guanidine 在 氢溴酸 作用下， 以 甲醇 、 丙酮 为溶剂， 反应 18.0h， 以75%的产率得到ethyl thio>ethyl>guanidino>phosphonate hydrobromide
  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of the H2 receptor histamine antagonist cimetidine have been synthesized in which the dipolar cyanoguanidine group has been replaced by a number of zwitterionic moieties.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

• Amidines, their preparation and pharmaceutical compositions containing them.
  申请人：SMITH KLINE & FRENCH LABORATORIES LIMITED

  公开号：EP0007326A1

  公开（公告）日：1980-02-06

  Amidine phosphonate compounds have the structure in which Het is a 5- or 6- membered unsaturated nitrogen heterocycle, Z is sulphur or methylene, n is 2 or 3, R' is hydrogen, lower alkyl or Het-CH2Z(CH2)n2-, p is 0 or 1, R2 is hydrogen or lower alkyl, or R' and R2 together form a (CH2)2 or(CH2)3 group, R'is lower alkyl, aryl or aryl-(lower alkyl), and R4 is hydrogen when p is 0 and hydrogen, lower alkyl, aryl or aryl (lower alkyl) when p is 1. Those compounds where R4 is other than hydrogen are intermediates for the preparation of the compounds where R4 is hydrogen, which have histamine H2-antagonist activity and are the active ingredients of pharmaceutical compositions. The compounds are prepared by primary amine coupling reactions, phosphonylation and hydrolysis.

  膦酸脒化合物的结构如下 其中 Het 是 5 或 6 位不饱和氮杂环，Z 是硫或亚甲基，n 是 2 或 3，R'是氢、低级烷基或 Het- Z(CH2)n2-，p 是 0 或 1，R2 是氢或低级烷基、或 R' 和 R2 共同形成 ( )2 或 ( )3 基团，R'为低级烷基、芳基或芳基（低级烷基），当 p 为 0 时，R4 为氢，当 p 为 1 时，R4 为氢、低级烷基、芳基或芳基（低级烷基）。R4不是氢的化合物是制备R4是氢的化合物的中间体，这些化合物具有组胺H2-拮抗剂活性，是药物组合物的活性成分。这些化合物是通过伯胺偶联反应、膦酰化反应和水解反应制备的。
• US4190664A
  申请人：——

  公开号：US4190664A

  公开（公告）日：1980-02-26
• US4282213A
  申请人：——

  公开号：US4282213A

  公开（公告）日：1981-08-04