778966

(2-Hydroxypropyl)-β-cyclodextrin

produced by Wacker Chemie AG, Burghausen, Germany

• Synonym(s): (2-Hydroxypropyl)-beta-cyclodextrin, Cavasol^® W7 HP, HP-β-CD
• CAS Number: 128446-35-5
• EC Number: 420-920-1
• UNSPSC Code: 12352201
• NACRES: NA.22

Properties

• grade: produced by Wacker Chemie AG, Burghausen, Germany
• form: powder
• extent of labeling: molar substitution per 0.60
• impurities: ≤1.0% unsubstituted cyclodextrin; ≤5.0% polypropylene glycol
• ign. residue: ≤2.5%
• loss: ≤7.0% loss on drying
• 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: 1S/C63H112O42/c1-22(64)8-85-15-29-50-36(71)43(78)57(92-29)100-51-30(16-86-9-23(2)65)94-59(45(80)38(51)73)102-53-32(18-88-11-25(4)67)96-61(47(82)40(53)75)104-55-34(20-90-13-27(6)69)98-63(49(84)42(55)77)105-56-35(21-91-14-28(7)70)97-62(48(83)41(56)76)103-54-33(19-89-12-26(5)68)95-60(46(81)39(54)74)101-52-31(17-87-10-24(3)66)93-58(99-50)44(79)37(52)72/h22-84H,8-21H2,1-7H3/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-,57+,58-,59+,60-,61-,62-,63-/m1/s1
• InChI key: ODLHGICHYURWBS-RYJYQAAZSA-N

Description

General description

(2-Hydroxypropyl)- β -cyclodextrin (HP-β-CD), is a macrocyclic oligosaccharide with a hydrophobic inner cavity and a hydrophilic outer surface, that allows it to incorporate hydrophobic drugs into the cavities, thus enhancing water solubility and bioavailability of poorly water-soluble drugs. It also possesses high surface activity and stabilizing performance.

Application

2-Hydroxypropyl)-β-cyclodextrin is used as a:

• Macromolecular additive in the synthesis of single-phasetetragonal zirconium oxides.
• Precursor in the synthesis of polyrotaxane.
• Solubilizer and stabilizer in pharmaceutical formulations. HP-β-CD also shows potent anticancer activity.

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.

Legal Information

Cavasol is a registered trademark of Wacker Chemie AG

Safety Information

• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable