(1-methyl-4,5-dihydro-1H-imidazol-2-yl)-hydrazine hydroiodide | 49541-82-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑啉类
• 英文名称: (1-methyl-4,5-dihydro-1H-imidazol-2-yl)-hydrazine hydroiodide
• 英文别名: 1-methyl-2-hydrazinoimidazoline hydroiodide；(1-methyl-4,5-dihydroimidazol-2-yl)hydrazine;hydroiodide
• CAS: 49541-82-4
• 化学式: C₄H₁₀N₄*HI
• 分子量: 242.063
• InChiKey: GXKSWMSZSAQOOT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.63
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  53.6
• 氢给体数：
  3
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  氯甲酸乙酯 、 (1-methyl-4,5-dihydro-1H-imidazol-2-yl)-hydrazine hydroiodide 在 silica gel 、 乙醚 作用下， 以 吡啶 为溶剂， 反应 2.0h， 以to obtain the title compound (1.14 g)的产率得到N'-(1-Methyl-4,5-dihydro-1H-imidazol-2-yl)hydrazinecarboxylic acid ethyl ester hydroiodide
  参考文献：
  名称：

  Bicycloamine derivatives

  摘要：

  公式（I）所代表的化合物及其药学上可接受的盐具有出色的钠通道抑制作用，可用作各种神经痛、神经病、癫痫、失眠、早泄等治疗剂和镇痛剂。其中，Q代表乙烯等，R1、R2和R3代表氢等，X1代表C1-6烷基等，X2代表C1-6烷基等，A1代表5-至6-成员杂环基团等，A2代表C6-14芳基等。

  公开号：

  US08252810B2
• 作为产物：
  描述：

  1-甲基-2-(甲硫基)-4,5-二氢-1h-咪唑氢碘化物 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 4.0h， 以90%的产率得到(1-methyl-4,5-dihydro-1H-imidazol-2-yl)-hydrazine hydroiodide
  参考文献：
  名称：

  Synthesis and Quantitative Structure−Activity Relationships of 17β-(Hydrazonomethyl)-5β-androstane-3β,14β-diol Derivatives That Bind to Na⁺,K⁺-ATPase Receptor

  摘要：

  A series of 17 beta-(hydrazonomethyl)-5 beta-androstane-3 beta,14 beta-diol derivatives was synthesized and evaluated in the displacement of [H-3]ouabain binding from Na+,K+-ATPase. The data were explored with multiple linear regression and partial least-squares to find possible quantitatives structure-activity relationships. Good correlations were found between binding to the receptor and van der Waals volumes or molar refractivities of the 17 beta-hydrazonomethyl substituents and pK(a) values of the compounds. Equivalent results were obtained using the proton affinity (calculated using MOPAC) of the hydrazone residues instead of experimental pK(a). As basicity or related electronic factors of the substituents explain a significant portion of the observed changes in the activity, an ion-pair interaction between a carboxylate residue of the enzyme and the protonated 17 beta-hydrazonomethyl group, as postulated by Thomas, plays an important role in the interaction of the ligand to the Na+,K+-ATPase receptor.

  DOI：

  10.1021/jm950806n

文献信息

• BICYCLOAMINE DERIVATIVES
  申请人：Ozaki Fumihiro

  公开号：US20090270369A1

  公开（公告）日：2009-10-29

  Compounds represented by formula (I) and pharmaceutically acceptable salts thereof have excellent sodium channel inhibitory action and are useful as therapeutic agents and analgesics for various kinds of neuralgia, neuropathy, epilepsy, insomnia, premature ejaculation and the like. wherein Q represents ethylene, etc., R 1 , R 2 and R 3 represent hydrogen, etc., X 1 represents C 1-6 alkylene, etc., X 2 represents C 1-6 alkylene, etc., A 1 represents a 5- to 6-membered heterocyclic group, etc., and A 2 represents C 6-14 aryl, etc.

  由式(I)表示的化合物及其药学上可接受的盐具有出色的钠通道抑制作用，并可用作治疗剂和各种神经痛、神经病、癫痫、失眠、早泄等的镇痛剂。其中Q代表乙烯等，R1、R2和R3代表氢等，X1代表C1-6烷基等，X2代表C1-6烷基等，A1代表5-至6-成员杂环基团等，A2代表C6-14芳基等。
• Synthesis and Quantitative Structure−Activity Relationships of 17β-(Hydrazonomethyl)-5β-androstane-3β,14β-diol Derivatives That Bind to Na⁺,K⁺-ATPase Receptor
  作者：Luisa Quadri、Alberto Cerri、Patrizia Ferrari、Elena Folpini、Massimo Mabilia、Piero Melloni

  DOI：10.1021/jm950806n

  日期：1996.1.1

  A series of 17 beta-(hydrazonomethyl)-5 beta-androstane-3 beta,14 beta-diol derivatives was synthesized and evaluated in the displacement of [H-3]ouabain binding from Na+,K+-ATPase. The data were explored with multiple linear regression and partial least-squares to find possible quantitatives structure-activity relationships. Good correlations were found between binding to the receptor and van der Waals volumes or molar refractivities of the 17 beta-hydrazonomethyl substituents and pK(a) values of the compounds. Equivalent results were obtained using the proton affinity (calculated using MOPAC) of the hydrazone residues instead of experimental pK(a). As basicity or related electronic factors of the substituents explain a significant portion of the observed changes in the activity, an ion-pair interaction between a carboxylate residue of the enzyme and the protonated 17 beta-hydrazonomethyl group, as postulated by Thomas, plays an important role in the interaction of the ligand to the Na+,K+-ATPase receptor.
• Bicycloamine derivatives
  申请人：Eisai R&D Management Co., Ltd.

  公开号：US08252810B2

  公开（公告）日：2012-08-28

  Compounds represented by formula (I) and pharmaceutically acceptable salts thereof have excellent sodium channel inhibitory action and are useful as therapeutic agents and analgesics for various kinds of neuralgia, neuropathy, epilepsy, insomnia, premature ejaculation and the like. wherein Q represents ethylene, etc., R1, R2 and R3 represent hydrogen, etc., X1 represents C1-6 alkylene, etc., X2 represents C1-6 alkylene, etc., A1 represents a 5- to 6-membered heterocyclic group, etc., and A2 represents C6-14 aryl, etc.

  公式（I）所代表的化合物及其药学上可接受的盐具有出色的钠通道抑制作用，可用作各种神经痛、神经病、癫痫、失眠、早泄等治疗剂和镇痛剂。其中，Q代表乙烯等，R1、R2和R3代表氢等，X1代表C1-6烷基等，X2代表C1-6烷基等，A1代表5-至6-成员杂环基团等，A2代表C6-14芳基等。