332593

Sigma-Aldrich

(2-Hydroxypropyl)-β-cyclodextrin

average Mw ~1,380

Synonym(s):
(2-Hydroxypropyl)-beta-cyclodextrin
CAS Number:
EC Number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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.)

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-Hydroxylpropyl-β-cyclodextrin (HP-β-CD) is a hydroxyalkyl derivative used as formulation vehicle. It increases water solubility of the drug for successful delivery of medical agents to a biological system.
HP-β-CD can be used:
  • 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.

Packaging

1 kg in poly drum
5, 25, 100 g in poly bottle

storage_class_code

13 - Non Combustible Solids

WGK Germany

WGK 1

Flash Point(F)

752.0 °F

Flash Point(C)

> 400 °C

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

Laura M Breshears et al.
PloS one, 11(7), e0158969-e0158969 (2016-07-16)
Secreted factors of Staphylococcus aureus can activate host signaling from the epidermal growth factor receptor (EGFR). The superantigen toxic shock syndrome toxin-1 (TSST-1) contributes to mucosal cytokine production through a disintegrin and metalloproteinase (ADAM)-mediated shedding of EGFR ligands and subsequent...
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)
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)

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