Skip to Content
Merck
All Photos(3)

Documents

389145

Sigma-Aldrich

(2-Hydroxypropyl)-β-cyclodextrin

average Mw ~1,540

Synonym(s):

(2-Hydroxypropyl)-beta-cyclodextrin

Sign Into View Organizational & Contract Pricing
All Photos(3)

About This Item

CAS Number:
128446-35-5
EC Number:
420-920-1
UNSPSC Code:
12352201
PubChem Substance ID:
24864264
NACRES:
NA.22

form

powder

Quality Level

100

optical activity

[α]23/D +125°, c = 1 in H2O

mol wt

average Mw ~1,540

extent of labeling

1.0 molar substitution dextrin

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

Looking for similar products? Visit Product Comparison Guide

General description

2-Hydroxypropyl-β-cyclodextrin is a cyclic oligosaccharide and used as a pharmaceutical excipient to improve the stability and bioavailability of drugs.

(2-Hydroxypropyl)-β-cyclodextrin, a hydroxyalkyl derivative, is mainly used as a formulation vehicle to increase the dissolution of drugs in water for the successful delivery of medicinal agents to biological systems. It is commonly utilized 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 as well as nanoparticle formulations by thin layer chromatography (TLC) and high performance liquid chromatography (HPLC), respectively.
  • To study the host-guest interaction with organic low molecular mass compounds prior to their quantification using reversed phase 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.
  • As a chiral selector to resolve pantothenic acid by capillary electrophoresis.

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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’.

Already Own This Product?

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

Visit the Document Library

M Agüeros et al.
Journal of pharmaceutical and biomedical analysis, 39(3-4), 495-502 (2005-06-11)
A rapid and simple HPLC method with evaporative scattering detection (ELSD) has been developed for the separation and quantitation of beta-cyclodextrin (beta-CD), 2-hydroxypropyl-beta-cyclodextrin (2-HP-beta-CD) and poly(methyl vinyl ether-co-maleic anhydride) (Gantrez). Separation was carried out on a Zorbax Eclipse XDB-Phenyl narrow
S E Lucangioli et al.
Journal of chromatography. A, 871(1-2), 207-215 (2000-03-29)
In this work development, optimization and validation of a cyclodextrin-modified micellar electrokinetic chromatography (CD-modified MEKC) method is proposed to resolve separation of the sertraline hydrochloride and synthesis-related substances. Sertraline hydrochloride, the cis-(1S,4S) enantiomer form, is used as an antidepressant therapeutic
P K Zarzycki et al.
Analytical and bioanalytical chemistry, 391(8), 2793-2801 (2008-06-20)
The main focus of this study was to explore the capability of native alpha-cyclodextrin, beta-cyclodextrin and gamma-cyclodextrin and their hydroxypropyl derivatives for host-guest interaction with 7,8-dimethoxyflavone, selected steroids (estetrol, estriol, estradiol, estrone, testosterone, cortisone, hydrocortisone, progesterone and 17alpha-hydroxyprogesterone) and polycyclic
Zhong Wang et al.
Mediators of inflammation, 2011, 848309-848309 (2011-03-16)
Our previous study concerning brain trauma has shown that progesterone could regulate toll-like receptor 4 (TLR4) and nuclear factor-kappa B (NF-κB) signaling pathway in the brain, which also has been proved to play important roles in early brain injury (EBI)
Shuhua Chen et al.
PloS one, 6(8), e24293-e24293 (2011-09-16)
Previously, we demonstrated that allopregnanolone (APα) promoted proliferation of rodent and human neural progenitor cells in vitro. Further, we demonstrated that APα promoted neurogenesis in the hippocampal subgranular zone (SGZ) and reversed learning and memory deficits in the male triple
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