glucose β-hydroxyethylimine | 124378-00-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: glucose β-hydroxyethylimine
• 英文别名: N-β-D-glucopyranosylhydroxyethylamine；N-(2-hydroxyethyl)-β-D-glucopyranosylamine；N-(2-hydroxyethyl)-β-D-glucosylamine；HEtGPA；beta-D-Glucopyranosylamine, N-(2-hydroxyethyl)-；(2R,3R,4S,5S,6R)-2-(2-hydroxyethylamino)-6-(hydroxymethyl)oxane-3,4,5-triol
• CAS: 124378-00-3
• 化学式: C₈H₁₇NO₆
• 分子量: 223.226
• InChiKey: QWIWMRDGATVZMF-JAJWTYFOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  122
• 氢给体数：
  6
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  glucose β-hydroxyethylimine 在 重水 作用下， 反应 168.0h， 生成
  参考文献：
  名称：

  Synthesis ofN-Alkyl-β-d-glucosylamines and Their Antimicrobial Activity againstFusarium proliferatum,Salmonellatyphimurium, andListeria innocua

  摘要：

  In this study, different N-alkyl-beta-D-glucosylamines were evaluated for both antifungal and antibacterial activity against Fusarium proliferatum (INRA, MUCL 1807.7), Listeria innocua (ISTAB, Universite Bordeaux 1), and Salmonella typhimurium (Institut Pasteur 5858). The tested glucosylamines were beta-D-glucosylamine (GPA), N-ethyl-beta-D-glucosylamine (EtGPA), N-butyl-beta-D-glucosylamine (BuGPA), N-hexyl-beta-D-glucosylamine (HeGPA), N-octyl-beta-D-glucosylamine (OcGPA), N-dodecyl-beta-D-glucosylamine (DoGPA), N-(2-hydroxyethyl)-beta-D-glucosylamine (HEtGPA), N,N-di(2-hydroxyethyl)-beta-D-glucosylamine (DHEtGPA) and N,N-diethyl-beta-D-glucosylamine (DEtGPA). The effectiveness of N-alkyl length, N-substitution, and N-hydroxyalkyl groups on both antibacterial and antifungal activity were evaluated. Results indicated that these compounds exhibited different biological activities and their effectiveness was highly increased from short to long N-alkyl chains. DoGPA exhibited more potent biological activity against all target strains than other N-alkyl glucosylamines tested. Using a radial growth method, we demonstrated that this compound completely inhibited fungal growth at 0.5 x 10(-4) mol mL(-1), while OcGPA and HeGPA lead to 71% and 43% fungal inhibition, respectively. Using the coating method, we demonstrated that DoGPA completely inhibited bacterial growth at 0.025 x 10(-4) and 0.05 x 10(-4) mol mL(-1) for L. innocua and S. typhimurium, respectively, while at the same concentrations, OcGPA exhibited weaker antibacterial activity of 12% and 27%, respectively, for L. innocua and S. typhimurium. The hole plate method enabled us to estimate the minimum inhibitory concentration (MIC) of DoGPA found to be 0.02 x 10(-4) and 0.025 x 10(-4) mol mL(-1) for L. innocua and S. typhimurium, respectively. Glucosylamines with N-hydroxyalkyl and short N-alkyl chains varying from C-2 to C-4 exhibited weaker antimicrobial activity.

  DOI：

  10.1021/jf9016114
• 作为产物：
  描述：

  D-古洛糖 、 C.I.酸性橙108 生成 glucose β-hydroxyethylimine
  参考文献：
  名称：

  LAPENKO, V. L.;SIROTKINA, G. G.;SUNTSOVA, N. S.;VOISHCHEVA, O. V.;SLIVKIN+, IZV. VUZOV. XIMIYA I XIM. TEXNOL., 32,(1989) N, S. 27-31

  摘要：

  DOI：

文献信息

• Carbohydrate linked organotin(<scp>iv</scp>) complexes as human topoisomerase Iα inhibitor and their antiproliferative effects against the human carcinoma cell line
  作者：Rais Ahmad Khan、Shipra Yadav、Zahid Hussain、Farukh Arjmand、Sartaj Tabassum

  DOI：10.1039/c3dt51973b

  日期：——

  Dimethyltin(iv) complexes with ethanolamine (1) and biologically significant N-glycosides (2 and 3) were designed and synthesized.

  设计并合成了乙醇胺（1）和具有生物学意义的N-糖苷（2和3）与二甲基锡（IV）配合物。
• A pharmaceutical composition for the treatment of pathologies caused by the general response of the immune system
  申请人：Epitech Group S.r.l.

  公开号：EP1844784A1

  公开（公告）日：2007-10-17

  The present invention relates to a pharmaceutical composition consisting of amides of mono- and dicarboxylic acids and hydroxystilbenes, and may be used for the treatment of pathologies caused, sustained and/or characterised by an abnormal general response of the immune system, in both humans and animals.

  本发明涉及一种由单羧酸和二羧酸酰胺以及羟基二苯乙烯组成的药物组合物，可用于治疗人和动物因免疫系统总体反应异常而引起、持续和/或特征性的病症。
• Synthesis and psychotropic activity of some glycosylamines
  作者：A. I. Slivkin、V. L. Lapenko、N. S. Suntsova、N. P. Bykov

  DOI：10.1007/bf02218768

  日期：1996.4
• Synthesis and evaluation of N-alkyl-β-d-glucosylamines on the growth of two wood fungi, Coriolus versicolor and Poria placenta
  作者：Théoneste Muhizi、Véronique Coma、Stéphane Grelier

  DOI：10.1016/j.carres.2008.07.005

  日期：2008.9

  Various glucosylamines were synthesized from glucose and different alkyl amine compounds. These amino compounds are P-D-glucopyranosylamine (GPA), N-ethyl-beta-D-glucopyranosylamine (EtGPA), N-butyl-beta-D-glucopyranosylamine (BuGPA), N-hexyl-beta-D-glucopyranosylamine (HeGPA), N-octyl-beta-D-glucopyranosylamine (OcGPA), N-dodecyl-beta-D-glucopyranosylamine (DoGPA), N-(2-hydroxyethyl)-beta-D-glucopyranosylamine (HEtGPA) and N,N-di(2-hydroxyethyl)-beta-D-glucopyranosylamine (DHEtGPA). They were tested for their antifungal activity against the growth of Coriolus versicolor and Poria placenta. An improvement of the antifungal activity with the increase of alkyl chain length was observed. DoGPA exhibited the best antifungal activity against both strains. It completely inhibited the fungal growth at 0.01 x 10(-3) mol mL(-1) and 0.0075 x 10-3 Mol mL(-1) for C. versicolor and P. placenta, respectively. For other glucosylamines higher concentrations were needed for complete inhibition of fungi. (C) 2008 Elsevier Ltd. All rights reserved.
• Cyclic structure of the β(γ)-hydroxy-(mercapto)alkylimines of aldoses
  作者：V. V. Alekseev、K. N. Zelenin

  DOI：10.1007/bf02311327

  日期：1998.8