thio>ethyl>amidino>sulfonic acid | 71543-51-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: thio>ethyl>amidino>sulfonic acid
• 英文别名: [N-methyl-N'-(2-{[(4-methyl-5-imidazolyl)methyl]thio}ethyl)amidino]sulfonic acid；N-Methyl-N'[2-(5-methyl-4-imidazolylmethylthio)ethyl]-amidinosulphonic acid；[2-[(5-methyl-1H-imidazol-4-yl)methylsulfanyl]ethylamino]-methyliminomethanesulfonic acid
• CAS: 71543-51-6
• 化学式: C₉H₁₆N₄O₃S₂
• 分子量: 292.383
• InChiKey: DWCGBWKDTJZHQT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  141
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  1-(Methylimonio)-1-(methylthio)-methansulfonat 、 2-(((5-甲基-1H-咪唑-4-基)甲基)硫代)乙胺 以 乙腈 为溶剂， 反应 1.0h， 以19%的产率得到thio>ethyl>amidino>sulfonic acid
  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of the H2 receptor histamine antagonist cimetidine have been synthesized in which the dipolar cyanoguanidine group has been replaced by a number of zwitterionic moieties.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

• Amidinosulphonic acid derivatives
  申请人：Smith Kline & French Laboratories Limited

  公开号：US04210658A1

  公开（公告）日：1980-07-01

  Amidinosulphonic acid derivatives carrying an unsaturated nitrogen heterocycle-containing substituent, representative of which are N-methyl-N'[2-(5-methyl-4-imidazolylmethylthio)-ethyl]amidinosulphonic acid and N-methyl-N'[2-(3-chloropyrid-2-ylmethylthio) ethyl]amidinosulphonic acid, are histamine H.sub.2 -receptor antagonists.

  携带不饱和氮杂环取代基的氨基磺酸衍生物，代表性物质为N-甲基-N'[2-(5-甲基-4-咪唑基甲硫基)-乙基]氨基磺酸和N-甲基-N'[2-(3-氯吡啶-2-基甲硫基)乙基]氨基磺酸，是组胺H.sub.2-受体拮抗剂。
• Amidinosulphonic acid derivatives, process for their preparation and pharmaceutical compositions containing these derivatives
  申请人：SMITH KLINE & FRENCH LABORATORIES LIMITED

  公开号：EP0009061A1

  公开（公告）日：1980-04-02

  Amidino sulphonic acid compounds of the formula where Het is a nitrogen-containing 5 or 6 membered heterocyclic group, Z is sulphur or methylene, n is 2 or 3 and R is hydrogen, lower alkyl or Het CH2Z(CH2)n have activity as histamine H2-receptor antagonists and are the ingredients of pharmaceutical compositions. The compounds are prepared by primary amine coupling reactions. Compounds of the invention where Z is a methylene group can also be prepared by reacting the corresponding thiourea or sulphinic acid with an oxidising agent.

  式中的脒基磺酸化合物 其中 Het 是含氮的 5 或 6 位杂环基团，Z 是硫或亚甲基，n 是 2 或 3，R 是氢、低级烷基或 Het CH2Z(CH2)n 具有组胺 H2 受体拮抗剂的活性，是药物组合物的成分。这些化合物是通过伯胺偶联反应制备的。 Z 为亚甲基的本发明化合物也可通过相应的硫脲或亚硫酸与氧化剂反应制备。
• US4210658A
  申请人：——

  公开号：US4210658A

  公开（公告）日：1980-07-01
• US4265896A
  申请人：——

  公开号：US4265896A

  公开（公告）日：1981-05-05
• US4375472A
  申请人：——

  公开号：US4375472A

  公开（公告）日：1983-03-01