778907

Sigma-Aldrich

(2-Hydroxypropyl)-β-cyclodextrin

Produced by Wacker Chemie AG, Burghausen, Germany, Life Science

Synonym(s):
Cavasol® W7 HP
CAS Number:
EC Number:
NACRES:
NA.22

Quality Level

grade

Produced by Wacker Chemie AG, Burghausen, Germany, Life Science

extent of labeling

0.59-0.73 molar substitution

impurities

≤0.1% related substances, any (Ph Eur)
≤0.5% propylene glycol (Ph Eur)
≤1.0% β-dex (Ph Eur)
≤1.0% related substances, total other
≤1.0 ppm propylene oxide

loss

≤10.0% loss on drying

conductivity

≤200 μS/cm (Ph Eur)

suitability

clear, colorless for appearance of solution
positive for identity

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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Application

(2-Hydroxypropyl)-β-cyclodextrin can be used:
  • In the preparation of imidazole nucleosides via enzymatic transglycosylation to improve the solubility and/or stability of 4-aryl and 4-heteroaryl-1H-imidazole reactants.
  • Cyanazine-hydroxypropyl-β-cyclodextrin inclusion complex with enhanced water solubility when compared to cyanazine.

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_code

13 - Non Combustible Solids

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

Certificate of Origin

Preparation and characterization of cyanazine-hydroxypropyl-β-cyclodextrin inclusion complex
Gao S, et al.
Royal Society of Chemistry Advances, 9(45), 26109-26115 (2019)
Expedient and generic synthesis of imidazole nucleosides by enzymatic transglycosylation
Vichier-Guerre S, et al.
Organic & Biomolecular Chemistry, 14(14), 3638-3653 (2016)

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