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778966

Sigma-Aldrich

(2-Hydroxypropyl)-β-cyclodextrin

produced by Wacker Chemie AG, Burghausen, Germany

Synonym(s):

(2-Hydroxypropyl)-beta-cyclodextrin, Cavasol® W7 HP, HP-β-CD

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About This Item

CAS Number:
128446-35-5
EC Number:
420-920-1
UNSPSC Code:
12352201
NACRES:
NA.22

grade

produced by Wacker Chemie AG, Burghausen, Germany

Quality Level

100

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

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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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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