AG-13

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: AG-13
• 英文别名: β-resorcylidene aminoguanidine hydrochloride
• 化学式: C₈H₁₀N₄O₂*ClH
• 分子量: 230.654
• InChiKey: AABCFXNWXUODSV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.34
• 重原子数：
  15.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  114.72
• 氢给体数：
  5.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  肼甲酰亚胺酰胺一氯化氢 、 2,4-二羟基苯甲醛 以 乙醇 为溶剂， 反应 0.33h， 以92%的产率得到AG-13
  参考文献：
  名称：

  Crystal and molecular structure of β-resorcylidene aminoguanidine copper(II) complex

  摘要：

  The tridentate Schiff base, beta-resorcylidene aminoguanidine (RAG) 1 was synthesized from 2,4-dihydroxybenzaldehyde and aminoguanidine and complexed with copper(II) to form a copper(II)-beta-resorcylidene aminoguanidine (Cu-RAG)2 complex. X-ray diffraction analysis of compound 2 (orthorhombic, Pnma, a = 11.674(1); b = 6.7198(7); c = 17.836(2) Angstrom) revealed a square-planar copper(II) cation with a tridentate ligand bound through two nitrogen atoms (N1 and N3) of the aminoguanidine moiety and an oxygen (O1) of the monodeprotonated dihydroxybenzaldehyde function. The remaining coordination site was occupied by chloride and the structure was rigidly planar as demanded by the restrictions of the crystallographic space group. The unit cell contents exhibited an extended sheet-like structure constructed via hydrogen bonds both intermolecularly and involving two water molecules (O3 and O4) also restricted by the same mirror symmetry. The remaining water (O5) provided for interlayer hydrogen bonding.

  DOI：

  10.1007/bf01670317

文献信息

• Improving the inhibitory activity of arylidenaminoguanidine compounds at the N-methyl-d-aspartate receptor complex from a recursive computational-experimental structure–activity relationship study
  作者：Joshua R. Ring、Fang Zheng、Aaron J. Haubner、John M. Littleton、Peter A. Crooks

  DOI：10.1016/j.bmc.2013.01.051

  日期：2013.4

  Using a combination of both the partial least squares (PLS) and back-propagation artificial neural network (ANN) pattern recognition methods, several models have been developed to predict the activity of a series of arylidenaminoguanidine analogs as inhibitory modulators of the N-methyl-D-aspartate receptor complex. This was done by correlating structural and physicochemical descriptors obtained from computation software with the experimentally observed [H-3]MK-801 displacement ability of a small library of synthesized and in vitro screened arylidenaminoguanidines. Results for the generated PLS model were r(2) = 0.814, rmsd = 0.208, r(CV)(2) = 0.714, loormsd = 0.261. The ANN model was created utilizing the eleven descriptors from the PLS model for comparison. The quality of the ANN model (r(2)=0.828, rmsd = 0.200, r(CV)(2) = 0.721, loormsd = 0.257) is similar to the PLS model, and indicates that the feature between the inputs and the output is majorly linear. These computational models were able to predict inhibition of the NMDA receptor complex by this series of compounds in silico, affording a predictive structure-based 'pre-screening' paradigm for the arylideneaminoguanidine analogs. (C) 2013 Elsevier Ltd. All rights reserved.