332593

(2-Hidroxipropil)-β-ciclodextrina

average M_w ~1,380

• Sinónimos: (2-Hydroxypropyl)-beta-cyclodextrin
• Número de CAS: 128446-35-5
• Número CE: 420-920-1
• Código UNSPSC: 12352302
• ID de la sustancia en PubChem: 24859909
• NACRES: NA.22

Propiedades

• Formulario: powder
• actividad óptica: [α]26/D +139°, c = 1 in H₂O
• mol peso: average M_w ~1,380
• Extensión del etiquetado: 0.6 molar substitution
• mp: 278 °C (dec.)
• solubilidad: water: 180 g/L
• cadena SMILES: 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
• Clave InChI: ODLHGICHYURWBS-RYJYQAAZSA-N

Descripción

Descripción general

(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.

Aplicación

La solubilidad de los fármacos lipófilos aumenta linealmente con la concentración de hidroxipropil-β-ciclodextrina (HBC) en disolución acuosa debido al complejo entre la HBC y el fármaco. Este complejo tipo huésped-anfitrión se forma entre el fármaco y la cavidad no polar de la HBC que tiene como consecuencia una mayor solubilidad. Las disoluciones pueden liofilizarse para producir polvos libremente solubles. No tóxico en conejos ni ratones.

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.

Información de seguridad

• Código de clase de almacenamiento: 13 - Non Combustible Solids
• Clase de riesgo para el agua (WGK): WGK 1
• Punto de inflamabilidad (°F): >752.0 °F
• Punto de inflamabilidad (°C): > 400 °C
• Equipo de protección personal: Eyeshields, Gloves, type N95 (US)