N,N-dimethylglycine ethyl ester hydrochloride | 16820-92-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N,N-dimethylglycine ethyl ester hydrochloride
• 英文别名: N,N-Dimethyl-glycin-aethylester; Hydrochlorid；Dimethylglycine ethyl ester hydrochloride；ethyl 2-(dimethylamino)acetate;hydrochloride
• CAS: 16820-92-1
• 化学式: C₆H₁₃NO₂*ClH
• 分子量: 167.636
• InChiKey: UQJMDAWYYKLNKJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.53
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  氯甲酸三氯甲酯 、 、 甲烷 、 3-硝基-4-三氟甲氧基苯胺 、 N,N-dimethylglycine ethyl ester hydrochloride 、 三乙胺 在 水 、 magnesium sulfate 、 乙醚 作用下， 以 甲苯 为溶剂， 反应 19.0h， 以to give 7.8 g of 5,5-dimethyl-3-[3-nitro-4-(trifluoromethoxy)phenyl]imidazolidine-2,4-dione的产率得到5,5-dimethyl-3-[3-nitro-4-(trifluoromethoxy)phenyl]imidazolidine-2,4-dione
  参考文献：
  名称：

  Cyclic urea derivatives, preparation thereof and pharmaceutical use thereof as kinase inhibitors

  摘要：

  提供化学式（I）的化合物，其中Ra、Rb、R、X1和X2如披露中所定义，包括该化合物的制药组合物，制备该化合物的方法和使用方法。

  公开号：

  US07935819B2
• 作为产物：
  描述：

  N,N-二甲基甘氨酸 、 乙醇 在 盐酸 作用下， 反应 24.0h， 以90%的产率得到N,N-dimethylglycine ethyl ester hydrochloride
  参考文献：
  名称：

  Effects of branching on the tautomeric equilibrium of amino acids.

  摘要：

  Compared to most alpha-amino acids, N,N-dialkylated alpha-amino acids are very soluble in a wide range of solvents. As a result, N-alkylated amino acids are ideal for the study of the effects that substituents have on the tautomeric equilibrium of amino acids. The ratios of zwitterionic and un-ionized tautomers for nine N,N-dimethylamino acids [(CH3)(2)NCH(CR(3))COOK] were determined by NMR spectroscopy in DMSO-d(6). Compared to dimethylalanine, the tautomeric equilibrium for dimethylamino acids, where R represents alkyl groups, favors the formation of the un-ionized tautomers. For all dimethylamino acids studied, a cyclic intramolecular hydrogen bonded conformer is proposed for the zwitterionic tautomers. For the dimethylamino acid in which R represents hydrogens (dimethylalanine), the zwitterion exists as a stable eclipsed conformer with a very effective hydrogen bond. On the other hand, if R represents alkyl groups, the zwitterionic conformers are not as stable as that of dimethylalanine owing to a distortion of the hydrogen bond which is caused by the presence of the alkyl groups. Since effective solvation of the zwitterions requires that solvent molecules access the region between the charges, zwitterionic conformers in which R represents alkyl groups are less solvated than those where R represents hydrogens. As a result, substituent steric and solvation effects on the stability of the zwitterions play decisive roles on the relative magnitude of the tautomeric equilibrium of amino acids.

  DOI：

  10.1021/ja00141a024

文献信息

• Novel Cyclic Urea Derivatives, Preparation Thereof and Pharmaceutical Use Thereof as Kinase Inhibitors
  申请人：HALLEY Frank

  公开号：US20090082379A1

  公开（公告）日：2009-03-26

  Compounds of formula (I): wherein Ra, Rb, R, X 1 and X 2 are as defined in the disclosure, pharmaceutical compositions comprising said compounds, processes for making and methods of using the same are provided.

  式(I)的化合物： 其中Ra、Rb、R、X1和X2如所定义，提供了包括所述化合物的药物组合物、制备过程和使用方法。
• US7935819B2
  申请人：——

  公开号：US7935819B2

  公开（公告）日：2011-05-03
• Effects of branching on the tautomeric equilibrium of amino acids.
  作者：Allan D. Headley、Stephen D. Starnes

  DOI：10.1021/ja00141a024

  日期：1995.9

  Compared to most alpha-amino acids, N,N-dialkylated alpha-amino acids are very soluble in a wide range of solvents. As a result, N-alkylated amino acids are ideal for the study of the effects that substituents have on the tautomeric equilibrium of amino acids. The ratios of zwitterionic and un-ionized tautomers for nine N,N-dimethylamino acids [(CH3)(2)NCH(CR(3))COOK] were determined by NMR spectroscopy in DMSO-d(6). Compared to dimethylalanine, the tautomeric equilibrium for dimethylamino acids, where R represents alkyl groups, favors the formation of the un-ionized tautomers. For all dimethylamino acids studied, a cyclic intramolecular hydrogen bonded conformer is proposed for the zwitterionic tautomers. For the dimethylamino acid in which R represents hydrogens (dimethylalanine), the zwitterion exists as a stable eclipsed conformer with a very effective hydrogen bond. On the other hand, if R represents alkyl groups, the zwitterionic conformers are not as stable as that of dimethylalanine owing to a distortion of the hydrogen bond which is caused by the presence of the alkyl groups. Since effective solvation of the zwitterions requires that solvent molecules access the region between the charges, zwitterionic conformers in which R represents alkyl groups are less solvated than those where R represents hydrogens. As a result, substituent steric and solvation effects on the stability of the zwitterions play decisive roles on the relative magnitude of the tautomeric equilibrium of amino acids.
• Cyclic urea derivatives, preparation thereof and pharmaceutical use thereof as kinase inhibitors
  申请人：Aventis Pharma S.A.

  公开号：US07935819B2

  公开（公告）日：2011-05-03

  Compounds of formula (I): wherein Ra, Rb, R, X1 and X2 are as defined in the disclosure, pharmaceutical compositions comprising said compounds, processes for making and methods of using the same are provided.

  提供化学式（I）的化合物，其中Ra、Rb、R、X1和X2如披露中所定义，包括该化合物的制药组合物，制备该化合物的方法和使用方法。