N-(4-Diethylaminobenzylideneamino)-N'-hydroxyguanidine tosylate

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(4-Diethylaminobenzylideneamino)-N'-hydroxyguanidine tosylate
• 英文别名: 2-[(E)-[4-(diethylamino)phenyl]methylideneamino]-1-hydroxyguanidine;4-methylbenzenesulfonic acid
• 化学式: C₇H₈O₃S*C₁₂H₁₉N₅O
• 分子量: 421.52
• InChiKey: AAGMYLSUVUFWFO-KYIGKLDSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  29
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  149
• 氢给体数：
  4
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  N-hydroxy-N'-aminoguanidine tosylate 、 N,N-二乙基-4-氨基苯甲醛 以 乙醇 为溶剂， 以44%的产率得到N-(4-Diethylaminobenzylideneamino)-N'-hydroxyguanidine tosylate
  参考文献：
  名称：

  Synthesis and Quantitative Structure−Activity Relationship of Hydrazones of N-Amino-N‘-hydroxyguanidine as Electron Acceptors for Xanthine Oxidase

  摘要：

  A series of new N-hydroxyguanidines were synthesized and tested for electron acceptor activity on bovine milk xanthine oxidase using xanthine as reducing substrate. Manual inspection of the structure-activity data revealed that molecules containing nitro groups ("set A") show a different structure-activity relationship pattern compared to non-nitro compounds ("set B"). Accordingly separate QSAR models were built and validated for the two sets. Substantial differences were found in properties governing acceptor activity for the models, the only common property being sterical access to the imino nitrogen atom of the hydroxyguanidinimines. For set A molecules the presence of a nitro substituent at a certain distance range from the hydroxuguanidino group was most important. In addition, the presence of a nitro group in the ortho position interacting with NH2 of the hydroxyguanidino group, and the mutual geometry of the phenyl ring, hydroxyguanidine, and imine groups was important for this set. By contrast, for set B molecules the acceptor activity was most influenced by the geometry of methoxy groups and the size and geometry of meta and para substituents of the phenyl ring.

  DOI：

  10.1021/jm031127c

文献信息

• Use of benzylideneaminoguanidines and hydroxyguanidines as melanocortin receptor ligands
  申请人：——

  公开号：US20040024060A1

  公开（公告）日：2004-02-05

  The present invention relates to the use of compounds of general formula (I) as ligands to the melanocortin receptors and/or for treatment of disorders in the melanocortin system: wherein X is H or OH; R1, R2, R3, R4 and R5 are the same or different and are selected from hydrogen, halogen, alkyl having 1 to 5 carbon atoms, electron donor groups such as alkoxy having 1-5 carbon atoms or hydroxy, electron acceptor groups selected from cyano, nitro, trifluoroalkyl or amide; alkylamino, benzoyloxy, nitroxy, phenyl or sulpho; and the pharmacologically active salts thereof. 1

  本发明涉及使用一般式（I）化合物作为黑色素皮质激素受体的配体和/或治疗黑色素皮质激素系统疾病的方法：其中X为H或OH；R1、R2、R3、R4和R5相同或不同，选择自氢，卤素，1至5个碳原子的烷基，电子给体基团，如1-5个碳原子的烷氧基或羟基，电子受体基团，选择自氰基，硝基，三氟烷基或酰胺；烷基氨基，苯甲酰氧基，硝基氧基，苯基或磺酸基；以及其药理活性盐。
• USE OF BENZYLIDENEAMINOGUANIDINES AND HYDROXYGUANIDINES AS MELANOCORTIN RECEPTOR LIGANDS
  申请人：Lundstedt Torbjörn

  公开号：US20110015437A1

  公开（公告）日：2011-01-20

  The present invention relates to the use of compounds of general formula (I) as ligands to the melanocortin receptors and/or for treatment of disorders in the melanocortin system: wherein X is H or OH; R1, R2, R3, R4 and R5 are the same or different and are selected from hydrogen, halogen, alkyl having 1 to 5 carbon atoms, electron donor groups such as alkoxy having 1-5 carbon atoms or hydroxy, electron acceptor groups selected from cyano, nitro, trifluoroalkyl or amide; alkylamino, benzoyloxy, nitroxy, phenyl or sulpho; and the pharmacologically active salts thereof.
• METHOD FOR TREATING ARTHRITIS
  申请人：LUNDSTEDT Torbjörn

  公开号：US20120178820A1

  公开（公告）日：2012-07-12

  The present invention relates to the use of compounds of general formula (I) as ligands to the melanocortin receptors and/or for treatment of disorders in the melanocortin system: wherein X is H or OH; R1, R2, R3, R4 and R5 are the same or different and are selected from hydrogen, halogen, alkyl having 1 to 5 carbon atoms, electron donor groups such as alkoxy having 1-5 carbon atoms or hydroxy, electron acceptor groups selected from cyano, nitro, trifluoroalkyl or amide; alkylamino, benzoyloxy, nitroxy, phenyl or sulpho; and the pharmacologically active salts thereof.
• METHOD OF TREATING INFLAMMATION
  申请人：AnaMar AB

  公开号：US20130295009A1

  公开（公告）日：2013-11-07

  The present invention relates to the use of compounds of general formula (I) as ligands to the melanocortin receptors and/or for treatment of disorders in the melanocortin system: wherein X is H or OH; R 1 , R 2 , R 3 , R 4 and R 5 are the same or different and are selected from hydrogen, halogen, alkyl having 1 to 5 carbon atoms, electron donor groups such as alkoxy having 1-5 carbon atoms or hydroxy, electron acceptor groups selected from cyano, nitro, trifluoroalkyl or amide; alkylamino, benzoyloxy, nitroxy, phenyl or sulpho; and the pharmacologically active salts thereof;
• US8148429B2
  申请人：——

  公开号：US8148429B2

  公开（公告）日：2012-04-03