Skip to Content
Merck
CN

332593

(2-Hydroxypropyl)-β-cyclodextrin

average Mw ~1,380

Synonym(s):

(2-Hydroxypropyl)-beta-cyclodextrin

Sign In to View Organizational & Contract Pricing.

Select a Size

About This Item

CAS Number:
128446-35-5
PubChem Substance ID:
24859909
UNSPSC Code:
12352302
NACRES:
NA.22
EC Number:
420-920-1
Form:
powder

Key Documents

View All Documentation
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

InChI key

ODLHGICHYURWBS-RYJYQAAZSA-N

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

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

form

powder

optical activity

[α]26/D +139°, c = 1 in H2O

mol wt

average Mw ~1,380

extent of labeling

0.6 molar substitution

mp

278 °C (dec.)

solubility

water: 180 g/L

Quality Level

200

Looking for similar products? Visit Product Comparison Guide

General description

(2-Hydroxypropyl)-β-cyclodextrin (HP-β-CD) is a beta-cyclodextrin and hydroxyalkyl derivative and is widely used as a chiral solvent, phase transfer catalyst, and host molecule in organic synthesis. HP-β-CD can form inclusion complexes with guest molecules, which can help enhance the solubility, stability, and bioavailability of the guest molecule. It is an alternative to α-, β- and γ-cyclodextrin and exhibits a higher water solubility. HP-β-CD is commonly used as a drug solubilizer.

Application

HP-β-CD can be used:
  • As an additive in the separation of amino acids and lactic acids based on the coordination interactions between Cu2+ ions and analytes.
  • As a chiral selector in capillary electrophoresis, enabling the robust separation of diastereomeric derivatives of aspartic acid for analysis.
  • As a reagent to improve water solubility and anti-proliferative activity of pyrazolo[3,4-d] pyrimidines.
  • As formulation vehicle. It increases water solubility of the drug for successful delivery of medical agents to a biological system.
  • To increase the solubility of ropivacaine (RVC) upon complexation, which in turn enhances the pharmacological activity of RVC.
  • To increase the aqueous solubility of naproxen (NAP) in presence of polyvinylpyrrolidone (PVP).
  • As a template in the synthesis of hollow spherical copper sulfide nanoparticle assemblies.
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.

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

>752.0 °F

flash_point_c

> 400 °C

ppe

Eyeshields, Gloves, type N95 (US)

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
WXBF8171V
WXBF6718V
WXBF5095V
WXBF3316V
WXBF0225V

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

The influence of polyvinylpyrrolidone on naproxen complexation with hydroxypropyl- β -cyclodextrin
Mura P, et al.
European Journal of Pharmaceutical Sciences, 13(2), 187-194 (2001)
Dobrin Draganov et al.
NPJ breast cancer, 7(1), 22-22 (2021-03-04)
We show that treatment with the FDA-approved anti-parasitic drug ivermectin induces immunogenic cancer cell death (ICD) and robust T cell infiltration into breast tumors. As an allosteric modulator of the ATP/P2X4/P2X7 axis which operates in both cancer and immune cells
The fabrication of hollow spherical copper sulfide nanoparticle assemblies with 2-hydroxypropyl- β -cyclodextrin as a template under sonication
Xu J-Z, et al.
Ultrasonics Sonochemistry, 13(5), 451-454 (2006)
Development and pharmacological evaluation of ropivacaine-2-hydroxypropyl- β -cyclodextrin inclusion complex
de Araujo DR, et al.
European Journal of Pharmaceutical Sciences, 33(1), 60-71 (2008)
2-Hydroxypropyl-beta-cyclodextrin strongly improves water solubility and anti-proliferative activity of pyrazolo [3, 4-d] pyrimidines Src-Abl dual inhibitors
Elena D,et al.
European Journal of Medicinal Chemistry, 45, 5958-5964 (2010)
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service