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332607

(2-Hidroxipropil)-β-ciclodextrina

average Mw ~1,460

Sinónimos:

(2-Hydroxypropyl)-beta-cyclodextrin, HP-β-CD

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Número CAS:
128446-35-5
PubChem Substance ID:
24859911
UNSPSC Code:
12352201
NACRES:
NA.22
EC Number:
420-920-1
Form:
powder
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form

powder

optical activity

[α]25/D +135°, c = 1 in H2O (typical)

mol wt

average Mw ~1,460

extent of labeling

0.8 molar substitution

mp

267 °C (dec.)

solubility

water: 180 g/L

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

General description

(2-Hydroxypropyl)-β-cyclodextrin, a hydroxyalkyl derivative, finds application as a formulation vehicle that is used to enhance the solubility of the drugs in aqueous solutions for the successful delivery of medical agents to biological systems. It is generally employed as a substitute for α-, β- and γ-cyclodextrins.

Application

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.
(2-Hydroxypropyl)-β-cyclodextrin may be used:
  • As an analytical standard for the determination of the analyte in pharmaceutical formulations by thin layer chromatography (TLC) method.
  • To study the host-guest interaction with organic low molecular mass compounds prior to their quantification using reversed phase-high performance liquid chromatography (RP-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.

The solubility of lipophilic drugs increases linearly with the concentration of hydroxypropyl-β-cyclodextrin (HP-β-CD) in aqueous solution because of the complex between HP-β-CD and the drug. This guest-host type complex is formed between the drug and the non-polar cavity in the HP-β-CD that results in enhanced solubility. HP-β-CD can be used to prepare an inclusion complex with ropivacaine (RVC) to increase the solubility of RVC for efficient drug delivery.

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wgk

WGK 1

flash_point_f

>752.0 °F

flash_point_c

> 400 °C

ppe

Eyeshields, Gloves, type N95 (US)

Clase de almacenamiento

11 - Combustible Solids

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Certificados de análisis (COA)

Lot/Batch Number
1401452
03113HJ
1395523
04922DJ
1385948

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Chromatographic Separation and Purification of Novel Drug Excipient 2-Hydroxypropyl-beta-Cyclodextrin [J]
Yimin Z, et al.
Chinese Journal of Analytical Chemistry, 5 (2006)
Daniele R de Araujo et al.
European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences, 33(1), 60-71 (2007-11-27)
Ropivacaine (RVC) is an enantiomerically pure local anesthetic (LA) largely used in surgical procedures, which presents physico-chemical and therapeutic properties similar to those of bupivacaine (BPV), but associated to less systemic toxicity. This study focuses on the development and pharmacological
Björn-Hendrik Peters et al.
European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences, 95, 72-81 (2016-05-26)
Microscale freeze-drying makes rapid process cycles possible for early-stage formulation development. To investigate the effects of equipment scale and cooling rate on the solid state properties and the protein's secondary structure of a sample, three binary formulations of catalase were
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