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332607 Sigma-Aldrich

(2-Hydroxypropyl)-β-cyclodextrin

average Mw ~1,460

Synonym: (2-Hydroxypropyl)-beta-cyclodextrin

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Properties

Related Categories Analytical Reagents, Analytical/Chromatography, Capillary Electrophoresis, Chelation/Complexation Compounds, Chemical Synthesis,
Quality Level   200
optical activity   [α]25/D +135°, c = 1 in H2O (typical)
mol wt   average Mw ~1,460
extent of labeling   0.8 molar substitution
mp   267 °C (dec.)
SMILES string   CC(O)COCC1OC2OC3C(COCC(C)O)OC(OC4C(COCC(C)O)OC(OC5C(COCC(C)O)OC(OC6C(COCC(C)O)OC(OC7C(COCC(C)O)OC(OC8C(COCC(C)O)OC(OC1C(OCC(C)O)C2OCC(C)O)C(OCC(C)O)C8OCC(C)O)C(OCC(C)O)C7OCC(C)O)C(OCC(C)O)C6OCC(C)O)C(OCC(C)O)C5OCC(C)O)C(OCC(C)O)C4OCC(C)O)C(OCC(C)O)C3OCC(C)O
InChI key   ODLHGICHYURWBS-RYJYQAAZSA-N

Description

General description

(2-Hydroxypropyl)-β-cyclodextrin, a hydroxyalkyl derivative, finds application as a formulation vehicle that is used to enhance the solubility of the drugs in aqueous solutions for the successful delivery of medical agents to biological systems. It is generally employed as a substitute for α-, β- and γ-cyclodextrins.

Application

(2-Hydroxypropyl)-β-cyclodextrin may be used:
• As an analytical standard for the determination of the analyte in pharmaceutical formulations by thin layer chromatography (TLC) method.
• To study the host-guest interaction with organic low molecular mass compounds prior to their quantification using reversed phase-high performance liquid chromatography (RP-HPLC) technique.
• As a mobile phase additive for the effective separation of β-carbolines by HPLC.
• In cyclodextrin-modified micellar electrokinetic chromatography (CD-modified MEKC) for the determination of sertraline hydrochloride and the synthesis-related products.

The solubility of lipophilic drugs increases linearly with the concentration of hydroxypropyl-β-cyclodextrin (HP-β-CD) in aqueous solution because of the complex between HP-β-CD and the drug. This guest-host type complex is formed between the drug and the non-polar cavity in the HP-β-CD that results in enhanced solubility. HP-β-CD can be used to prepare an inclusion complex with ropivacaine (RVC) to increase the solubility of RVC for efficient drug delivery.

The solubility of lipophilic drugs increases linearly with the concentration of hydroxypropyl-β-cyclodextrin (HBC) in aqueous solution because of the complex between HBC and the drug. This guest-host type complex is formed between the drug and the non-polar cavity in the HBC that results in enhanced solubility. Solutions may be lyophilized to produce freely soluble powders. Non-toxic in rabbits and mice.

Packaging

5, 25, 100, 500 g in glass bottle

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable
Protocols & Articles
Peer-Reviewed Papers
15

References

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