39915

Heptakis(2,6-di-O-methyl)-β-cyclodextrin

≥98.0% (TLC)

• Synonym(e): 2,6-Di-O-methyl-β-cyclodextrin
• Empirische Formel (Hill-System): C₅₆H₉₈O₃₅
• CAS-Nummer: 51166-71-3
• Molekulargewicht: 1331.36
• Beilstein: 1679144
• MDL-Nummer: MFCD00011616
• UNSPSC-Code: 12352005
• PubChem Substanz-ID: 57649911
• NACRES: NA.22

Eigenschaften

• Assay: ≥98.0% (TLC)
• Optische Aktivität: [α]20/D +158±3°, c = 10% in H₂O
• Verunreinigungen: ≤3% water
• SMILES String: 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
• InChIKey: QGKBSGBYSPTPKJ-UZMKXNTCSA-N

Beschreibung

Allgemeine Beschreibung

Heptakis(2,6-di-O-methyl)-β-cyclodextrin is a water-soluble derivative of cyclodextrin that exhibits the ability to effectively dissolve lipophilic drugs like steroid hormones, vitamins A, E, and K, etc. It can be used to improve the solubility and bioavailability of weakly hydrophilic pharmaceutical compounds.

Anwendung

Heptakis(2,6-di-O-methyl)-β-cyclodextrin may be used:

• To measure the equilibrium constant of its complexes with various enantiomeric pairs of chiral nitroxides by electron paramagnetic resonance (EPR) spectroscopy.
• To study the crystal structure of its complex with n-butyl acrylate and isobornyl acrylate using X-ray diffraction (XRD).
• As a chiral selector to resolve amphetamine related drugs and reduced haloperidol by capillary zone electrophoresis.
• As a component of thermosensitive polyurethane copolymers for their subsequent analysis by gel permeation chromatography (GPC).

Reactant involved in:

• Physicochemical studies of inclusion complexes
• Probing diffusion and single molecule interactions with reconstituted membrane proteins
• Interactions with micelles causing micellar rupture
• Studying cellular transport, used as a cell penetration enhancer
• Physicochemical and biopharmaceutical improvement of drugs particularly with solubilization and stability
• Interactions with cholesterol

Sonstige Hinweise

Complexes are more soluble in aqueous solution than the corresponding complexes of β-cyclodextrin; Stimulation of fatty acid synthesis

Sicherheitshinweise

• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: Eyeshields, Gloves, type N95 (US)