N-[5-(Z)-(3-chlorobenzylidene)-4-oxo-2-imidazolidinyl] glycine | 383883-16-7

• 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-[5-(Z)-(3-chlorobenzylidene)-4-oxo-2-imidazolidinyl] glycine
• 英文别名: 2-[[(4Z)-4-[(3-chlorophenyl)methylidene]-5-oxoimidazolidin-2-ylidene]amino]acetic acid
• CAS: 383883-16-7
• 化学式: C₁₂H₁₀ClN₃O₃
• 分子量: 279.683
• InChiKey: NBQVLZMFXCNHRS-UITAMQMPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  90.8
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  乙醇 、 N-[5-(Z)-(3-chlorobenzylidene)-4-oxo-2-imidazolidinyl] glycine 在 硫酸 作用下， 以44%的产率得到ethyl-N-acetyl-N-[5-(Z)-(3-chlorobenzylidene)-4-oxo-2-imidazolidinyl]glycinate
  参考文献：
  名称：

  Structure and activity studies of glycine receptor ligands. Part 7. Structural remarks on arylidene–imidazoline-4-one glycinates and glycinamides

  摘要：

  To improve the physicochemical properties (lipophilicity) of the potential ligands of glycine binding site of NMDA receptor, esters and amides of glycine derivatives of arylidene-imidazolidine-4-ones were obtained. The analysis of their properties (X-ray crystallography, NMR Spectral data and theoretical calculations) was performed with respect to the existence of the probable tautomeric forms. Their possible interaction with hypothetical active points of the receptor (taking into the account the model of glycine binding site of NMDA receptor) was discussed on the basis of simulation with IsoStar. program. (C) 2001 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-2860(01)00584-1
• 作为产物：
  描述：

  5-(3-chlorobenzylidene)-2-thiohydantoin 在 sodium 作用下， 以 乙醇 、 溶剂黄146 为溶剂， 生成 N-[5-(Z)-(3-chlorobenzylidene)-4-oxo-2-imidazolidinyl] glycine
  参考文献：
  名称：

  Structure and activity studies of glycine receptor ligands. Part 7. Structural remarks on arylidene–imidazoline-4-one glycinates and glycinamides

  摘要：

  To improve the physicochemical properties (lipophilicity) of the potential ligands of glycine binding site of NMDA receptor, esters and amides of glycine derivatives of arylidene-imidazolidine-4-ones were obtained. The analysis of their properties (X-ray crystallography, NMR Spectral data and theoretical calculations) was performed with respect to the existence of the probable tautomeric forms. Their possible interaction with hypothetical active points of the receptor (taking into the account the model of glycine binding site of NMDA receptor) was discussed on the basis of simulation with IsoStar. program. (C) 2001 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-2860(01)00584-1

文献信息

• Structure and activity studies of glycine receptor ligands. Part 7. Structural remarks on arylidene–imidazoline-4-one glycinates and glycinamides
  作者：Janina Karolak-Wojciechowska、Katarzyna Kieć-Kononowicz、Agnieszka Mrozek

  DOI：10.1016/s0022-2860(01)00584-1

  日期：2001.10

  To improve the physicochemical properties (lipophilicity) of the potential ligands of glycine binding site of NMDA receptor, esters and amides of glycine derivatives of arylidene-imidazolidine-4-ones were obtained. The analysis of their properties (X-ray crystallography, NMR Spectral data and theoretical calculations) was performed with respect to the existence of the probable tautomeric forms. Their possible interaction with hypothetical active points of the receptor (taking into the account the model of glycine binding site of NMDA receptor) was discussed on the basis of simulation with IsoStar. program. (C) 2001 Elsevier Science B.V. All rights reserved.