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Merck
CN

H0513

Sigma-Aldrich

七(2,6-二-O-甲基)-β-环糊精

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别名:
DM-β-CD, DM‐β‐CyD, 七-(2,6-O-二甲基)-β-环糊精, 2,6-二-O-甲基-β-环糊精, 二甲基 β-环糊精
经验公式(希尔记法):
C56H98O35
CAS号:
分子量:
1331.36
Beilstein:
1679144
MDL编号:
UNSPSC代码:
12352005
PubChem化学物质编号:
NACRES:
NA.22

生物来源

synthetic

质量水平

形式

powder

SMILES字符串

COC[C@H]1O[C@@H]2O[C@H]3[C@H](O)[C@@H](OC)[C@H](O[C@@H]3COC)O[C@H]4[C@H](O)[C@@H](OC)[C@H](O[C@@H]4COC)O[C@H]5[C@H](O)[C@@H](OC)[C@H](O[C@@H]5COC)O[C@H]6[C@H](O)[C@@H](OC)[C@H](O[C@@H]6COC)O[C@H]7[C@H](O)[C@@H](OC)[C@H](O[C@@H]7COC)O[C@H]8[C@H](O)[C@@H](OC)[C@H](O[C@@H]8COC)O[C@H]1[C@H](O)[C@H]2OC

InChI

1S/C56H98O35/c1-64-15-22-36-29(57)43(71-8)50(78-22)86-37-23(16-65-2)80-52(45(73-10)30(37)58)88-39-25(18-67-4)82-54(47(75-12)32(39)60)90-41-27(20-69-6)84-56(49(77-14)34(41)62)91-42-28(21-70-7)83-55(48(76-13)35(42)63)89-40-26(19-68-5)81-53(46(74-11)33(40)61)87-38-24(17-66-3)79-51(85-36)44(72-9)31(38)59/h22-63H,15-21H2,1-14H3/t22-,23-,24-,25-,26-,27-,28-,29+,30+,31+,32+,33+,34+,35+,36-,37-,38-,39-,40-,41-,42-,43-,44-,45-,46-,47-,48-,49-,50-,51-,52-,53-,54-,55-,56-/m1/s1

InChI key

QGKBSGBYSPTPKJ-UZMKXNTCSA-N

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一般描述

七(2,6-二-O-甲基)-β-环糊精是一种亲水性环糊精衍生物,有效溶解类固醇激素、维生素A、E和K等亲脂性药物,可用于提高难溶性药物化合物的溶解度和生物利用度。

应用

七(2,6-二-O-甲基)-β-环糊精可用于:
  • 通过电子顺磁共振(EPR)光谱法测定其与各种手性氮氧化物的对映体对形成的复合物的平衡常数。
  • 通过X射线衍射(XRD)研究其与丙烯酸正丁酯和丙烯酸异冰片酯形成的复合物的晶体结构。
  • 作为手性选择剂,用于通过毛细管区带电泳法分离安非他命相关药物。

涉及的反应物:
  • 包合物的理化研究
  • 与重组膜蛋白的探测扩散和单分子相互作用
  • 与胶束的相互作用导致胶束破裂
  • 研究细胞转运,用作细胞渗透促进剂
  • 药物的理化和生物药剂学改进 ,特别是溶解和稳定性
  • 与胆固醇的相互作用

质量

杂质为过甲基化同系物,主要为六(2,6-二-O-甲基)-(2,3,6-三-O-甲基)-β-环糊精。

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)


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F Hirayama et al.
Journal of pharmaceutical sciences, 88(10), 970-975 (1999-10-09)
Acetyl groups were introduced to the hydroxyl groups of heptakis(2, 6-di-O-methyl)-beta-cyclodextrin (DM-beta-CyD), and the resulting heptakis(2,6-di-O-methyl-3-O-acetyl)-beta-CyD (DMA-beta-CyD) was evaluated for the inclusion property and hemolytic activity. It was confirmed by means of NMR and mass spectroscopies that in the DMA-beta-CyD
Shaimaa M Badr-Eldin et al.
European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V, 70(3), 819-827 (2008-07-29)
The aim of this work was to investigate the inclusion complexation between tadalafil, a practically insoluble selective phosphodiesterase-5 inhibitor (PDE5), and two chemically modified beta-cyclodextrins: hydroxypropyl-beta-cyclodextrin (HP-beta-CD) and heptakis-[2,6-di-O-methyl]-beta-cyclodextrin (DM-beta-CD), in comparison with the natural beta-cyclodextrin (beta-CD) in order to
X-ray diffraction analysis of butyl-and isobornyl acrylate/heptakis (2, 6-di-O-methyl)-beta-cyclodextrin complexes and correlation to 1H NMR-spectra
Glockner P, et al.
Designed Monomers and Polymers, 5(2-3), 163-172 (2002)
Fernanda Pérez-Cruz et al.
Bioorganic & medicinal chemistry, 17(13), 4604-4611 (2009-05-26)
Four different 5-nitroindazole derivatives (1-4) and its inclusion with Heptakis(2,6-di-O-methyl)-beta-cyclodextrin (DMbetaCD) were investigated. The stoichiometric ratios and stability constants describing the extent of formation of the complexes were determined by phase-solubility measurements obtaining in all cases a type-A(L) diagram. Also
Kanokthip Boonyarattanakalin et al.
European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences, 47(4), 752-758 (2012-08-28)
The inclusion complexes of highly potent anti-HIV agent, UC781, with β-cyclodextrin (βCD), 2,6-dimethyl-β-cyclodextrin (MβCD), and 2-hydroxypropyl-β-cyclodextrin (HPβCD) in aqueous solution were investigated by molecular dynamics simulations. Simulations show that the phenyl ring of UC781 is trapped inside CD cavities, while

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