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332593

Sigma-Aldrich

(2-idrossipropil)-β-ciclodestrina

average Mw ~1,380

Sinonimo/i:

(2-Hydroxypropyl)-beta-cyclodextrin

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About This Item

Numero CAS:
128446-35-5
Numero CE:
420-920-1
Codice UNSPSC:
12352302
ID PubChem:
24859909
NACRES:
NA.22

Forma fisica

powder

Livello qualitativo

200

Attività ottica

[α]26/D +139°, c = 1 in H2O

PM

average Mw ~1,380

Grado di funzionalizzazione

0.6 molar substitution

Punto di fusione

278 °C (dec.)

Stringa SMILE

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
ODLHGICHYURWBS-RYJYQAAZSA-N

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Descrizione generale

(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.

Applicazioni

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.
La solubilità dei farmaci lipofili aumenta linearmente con la concentrazione di idrossipropil-β-ciclodestrina (HBC) in soluzione acquosa a causa del complesso che si forma fra HBC e il farmaco. Questo complesso di tipo ospite/ospitante si forma tra il farmaco e la cavità non polare della HBC aumentando la solubilità. È possibile liofilizzare le soluzioni per produrre polveri facilmente solubili. Non tossico nel coniglio e nel topo.

Codice della classe di stoccaggio

13 - Non Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 1

Punto d’infiammabilità (°F)

>752.0 °F

Punto d’infiammabilità (°C)

> 400 °C

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)

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Certificati d'analisi (COA)

Lot/Batch Number
MKCQ6039
MKCP6785
MKCP0099
MKCN1292
MKCM0084

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(2-Hydroxypropyl)-γ-cyclodextrin extent of labeling: 0.6 molar substitution

Sigma-Aldrich

390704

(2-Hydroxypropyl)-γ-cyclodextrin

(2-idrossipropil)-β-ciclodestrina European Pharmacopoeia (EP) Reference Standard

Y0000186

(2-idrossipropil)-β-ciclodestrina

β-ciclodestrina ≥97%

Sigma-Aldrich

C4767

β-ciclodestrina

(2-Hydroxypropyl)-γ-cyclodextrin Produced by Wacker Chemie AG, Burghausen, Germany, Life Science

Sigma-Aldrich

779229

(2-Hydroxypropyl)-γ-cyclodextrin

β-ciclodestrina produced by Wacker Chemie AG, Burghausen, Germany

Sigma-Aldrich

W402826

β-ciclodestrina

(2-Hydroxyethyl)-β-cyclodextrin extent of labeling: ~0.7 mol per mol cellulose

Sigma-Aldrich

389137

(2-Hydroxyethyl)-β-cyclodextrin

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The fabrication of hollow spherical copper sulfide nanoparticle assemblies with 2-hydroxypropyl- β -cyclodextrin as a template under sonication
Xu J-Z, et al.
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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)
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