4-amino-N-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)butyramide | 1356995-90-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子
• 英文名称: 4-amino-N-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)butyramide
• 英文别名: 2-amino-N-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-butyramide；4-amino-N-(2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyl)-butyramide；[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(4-aminobutanoylamino)oxan-2-yl]methyl acetate
• CAS: 1356995-90-8
• 化学式: C₁₈H₂₈N₂O₁₀
• 分子量: 432.428
• InChiKey: NYUAVMLIAOOODB-SOVHRIKKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.6
• 重原子数：
  30
• 可旋转键数：
  13
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  170
• 氢给体数：
  2
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  4-amino-N-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)butyramide 在 sodium methylate 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 3.5h， 生成 4-(3-oxo-1,2-benzisoselenazol-2(3H)-yl)-N-(1-deoxy-β-D-glucopyranosyl)butyramide
  参考文献：
  名称：

  [EN] COMPOUNDS TARGETING THE CELL INVASION PROTEIN COMPLEX, THEIR PHARMACEUTICAL COMPOSITIONS AND METHODS OF USE THEREOF
  [FR] COMPOSÉS CIBLANT LE COMPLEXE PROTÉIQUE D'INVASION CELLULAIRE, LEURS COMPOSITIONS PHARMACEUTIQUES ET LEURS PROCÉDÉS D'UTILISATION

  摘要：

  本申请涉及到I式化合物（I）以及它们在抑制AKT-1、FAK和PKCα中至少一种方面的使用，以及在治疗和/或预防转移性疾病方面的使用。

  公开号：

  WO2013059927A1
• 作为产物：
  描述：

  2,3,4,6-tetra-O-acetyl-D-glucosyl-1-amine 在 palladium 10% on activated carbon 、 氢气 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 反应 10.0h， 生成 4-amino-N-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)butyramide
  参考文献：
  名称：

  [EN] COMPOUNDS TARGETING THE CELL INVASION PROTEIN COMPLEX, THEIR PHARMACEUTICAL COMPOSITIONS AND METHODS OF USE THEREOF
  [FR] COMPOSÉS CIBLANT LE COMPLEXE PROTÉIQUE D'INVASION CELLULAIRE, LEURS COMPOSITIONS PHARMACEUTIQUES ET LEURS PROCÉDÉS D'UTILISATION

  摘要：

  本申请涉及到I式化合物（I）以及它们在抑制AKT-1、FAK和PKCα中至少一种方面的使用，以及在治疗和/或预防转移性疾病方面的使用。

  公开号：

  WO2013059927A1

文献信息

• PEG-nanotube liquid crystals as templates for construction of surfactant-free gold nanorods
  作者：Naohiro Kameta、Hidenobu Shiroishi

  DOI：10.1039/c8cc02013b

  日期：——

  Nanogrooves shaped by side-by-side alignment of PEG nanotubes in water precisely assisted growth of gold seeds to nanorods without surfactants.

  在水中通过PEG纳米管的并排对齐形成的纳米槽，精确地辅助金种子生长成纳米棒，无需表面活性剂。
• Compounds targeting the cell invasion protein complex, their pharmaceutical compositions and methods of use thereof
  申请人：THE ROYAL INSTITUTE FOR THE ADVANCEMENT OF LEARNING/MCGILL UNIVERSITY

  公开号：US09085598B2

  公开（公告）日：2015-07-21

  The present application relates to the compounds of formula I (I) as well as their use for inhibiting at least one of AKT-1, FAK and PKCα and in the treatment and/or prevention of metastatic diseases.

  本申请涉及公式I（I）化合物，以及它们用于抑制AKT-1，FAK和PKCα中至少一种的作用，以及在治疗和/或预防转移性疾病中的应用。
• Synthesis and biological activity of novel organoselenium derivatives targeting multiple kinases and capable of inhibiting cancer progression to metastases
  作者：Krikor Bijian、Zhongwei Zhang、Bin Xu、Su Jie、Bo Chen、Shengbiao Wan、JianHui Wu、Tao Jiang、Moulay A. Alaoui-Jamali

  DOI：10.1016/j.ejmech.2011.12.006

  日期：2012.2

  The present study reports synthesis and biological activity of novel benzoisoselenazolone compounds derived from ebselen and conjugated to a sugar molecule. Cell proliferation assay using cancer cells combined with in vitro biochemical assays revealed that benzoisoselenazolone 2d, 5a, and 6a exerted anti-proliferative activity, which correlated with selective in vitro inhibition of focal adhesion kinase, AKT-1, and protein kinase C-alpha. Active molecules were able to significantly inhibit cell migration and invasion in vitro compared to cells treated with the vehicle alone or ebselen. Moreover, in vivo anticancer activity focusing on lead compound 2d and using an invasive human breast cancer orthotopic mouse model revealed a potent anti-metastatic activity at well-tolerated doses. In summary, these novel benzoisoselenazolones we report herein target multiple kinases with established roles in cancer progression and possess anti-invasive and anti-metastatic activity in preclinical models supporting a potential for therapeutic application for human disease. Crown Copyright (C) 2011 Published by Elsevier Masson SAS. All rights reserved.
• US20140256659A1
  申请人：——

  公开号：——

  公开（公告）日：——
• US9085598B2
  申请人：——

  公开号：US9085598B2

  公开（公告）日：2015-07-21