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Merck
CN

390704

(2-Hydroxypropyl)-γ-cyclodextrin

extent of labeling: 0.6 molar substitution

Synonym(s):

HP-γ-CD, HPGCD, HGC

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About This Item

CAS Number:
MDL number:
UNSPSC Code:
12352201
NACRES:
NA.22
Form:
powder
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form

powder

Quality Level

optical activity

[α]20/D +145°, c = 1 in H2O

mol wt

average Mw ~1,580

extent of labeling

0.6 molar substitution

SMILES string

O1[C@@H]2O[C@H]([C@H](O[C@@H]3O[C@H]([C@H](O[C@@H]4O[C@H]([C@H](O[C@@H]5O[C@H]([C@H](O[C@@H]6O[C@H]([C@H](O[C@@H]7O[C@H]([C@H](O[C@@H]8O[C@H]([C@H]1[C@H]([C@@H]8O)O)COCC(O)C)[C@H]([C@@H]7O)O)CO)[C@H]([C@@H]6O)O)COCC(O)C)[C@H]([C@@H]5O)O)CO)[C@H]([C@@H]4O)

InChI

1S/C51H88O38/c1-14(56)8-73-11-21-42-29(64)36(71)50(81-21)85-40-19(6-54)79-48(34(69)27(40)62)89-44-23(13-75-10-16(3)58)82-51(37(72)30(44)65)86-41-20(7-55)78-47(33(68)26(41)61)88-43-22(12-74-9-15(2)57)80-49(35(70)28(43)63)84-39-18(5-53)76-45(31(66)24(39)59)83-38-17(4-52)77-46(87-42)32(67)25(38)60/h14-72H,4-13H2,1-3H3/t14?,15?,16?,17-,18-,19-,20-,21-,22-,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-/m0/s1

InChI key

ODLHGICHYURWBS-RYJYQAAZSA-N

General description

(2-Hydroxypropyl)-γ-cyclodextrin belongs to the class of cyclodextrin derivatives, which exhibit a greater extent of solubility in water compared to their parent compounds. It is widely used in parenteral formulations and solid dosage forms to aid in the improvement of their stability, dissolution, bioavailability, etc.

Application

(2-Hydroxypropyl)-γ-cyclodextrin may be used:
  • As a mobile phase additive in the study of 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 chiral surfactant for the analysis of econazole by micellar electrokinetic chromatography (MEKC).
  • As an analytical standard for the determination of the analyte in biological samples by HPLC.
  • As a chiral selector for the identification of propiconazole by MEKC.



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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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Chiral separation of econazole using micellar electrokinetic chromatography with hydroxypropyl-gamma-cyclodextrin
Hermawan D, et al.
Journal of Pharmaceutical and Biomedical Analysis, 53(5), 1244-1249 (2010)
Wan Aini Wan Ibrahim et al.
Journal of chromatography. A, 1170(1-2), 107-113 (2007-10-05)
A method for the chiral separation of propiconazole using cyclodextrin-modified micellar electrokinetic chromatography (CD-MEKC) with hydroxypropyl-gamma-cyclodextrin (HP-gamma-CD) as chiral selector is reported. The use of a mixture of 30 mM HP-gamma-CD, 50mM SDS, methanol-acetonitrile 10%:5% (v/v) in 25 mM phosphate
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



Global Trade Item Number

SKUGTIN
390704-25G04061831972931
390704-5G04061833424766