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H4645

Heptakis(2,3,6-tri-O-methyl)-β-cyclodextrin

Name: Heptakis(2,3,6-tri-<I>O</I>-methyl)-β-cyclodextrin
Brand: SIGMA

≥90%

Synonym(s):

2,3,6-Tri-O-methyl-β-cyclodextrin, Trimethyl-β-cyclodextrin

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About This Item

Empirical Formula (Hill Notation):

C₆₃H₁₁₂O₃₅

CAS Number:

55216-11-0

Molecular Weight:

1429.54

UNSPSC Code:

12352005

NACRES:

NA.22

PubChem Substance ID:

24895649

MDL number:

MFCD00010728

Beilstein/REAXYS Number:

78748

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Properties

Quality Level

200

assay

≥90%

form

powder

technique(s)

electrophoresis: suitable

mp

170-178 °C (lit.)

storage temp.

2-8°C

SMILES string

COC[C@H]1O[C@@H]2O[C@@H]3[C@@H](COC)O[C@H](O[C@@H]4[C@@H](COC)O[C@H](O[C@@H]5[C@@H](COC)O[C@H](O[C@@H]6[C@@H](COC)O[C@H](O[C@@H]7[C@@H](COC)O[C@H](O[C@@H]8[C@@H](COC)O[C@H](O[C@H]1[C@H](OC)[C@H]2OC)[C@H](OC)[C@H]8OC)[C@H](OC)[C@H]7OC)[C@H](OC)[C@H]6OC)[C@H](OC)[C@H]5OC)[C@H](OC)[C@H]4OC)[C@H](OC)[C@H]3OC

InChI

1S/C63H112O35/c1-64-22-29-36-43(71-8)50(78-15)57(85-29)93-37-30(23-65-2)87-59(52(80-17)44(37)72-9)95-39-32(25-67-4)89-61(54(82-19)46(39)74-11)97-41-34(27-69-6)91-63(56(84-21)48(41)76-13)98-42-35(28-70-7)90-62(55(83-20)49(42)77-14)96-40-33(26-68-5)88-60(53(81-18)47(40)75-12)94-38-31(24-66-3)86-58(92-36)51(79-16)45(38)73-10/h29-63H,22-28H2,1-21H3/t29-,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

DSDAICPXUXPBCC-MWDJDSKUSA-N

Description

General description

Heptakis(2,3,6-tri-O-methyl)-β-cyclodextrin is a β-cyclodextrin derivative that finds potential use in pharmaceutical, food and cosmetic applications. Its attractive features include: the non-polar cavity desirable for its use as a molecular host for a wide range of molecules and its affinity for organic compounds in solution as well as crystalline phases.

Application

Heptakis(2,3,6-tri-O-methyl)-β-cyclodextrin may be used:

To investigate the crystal structure of its complexes with m-iodophenol, 4-biphenylacetic acid and (R)- and (S)-flurbiprofen by X-ray analysis.
To study the candidature of its complex with vitamin A for potential application as a drug delivery system for ophthalmic applications by high sensitivity fluorescence spectrometry and high pressure liquid chromatography (HPLC) techniques.
In the determination of the analyte composition in commercial samples by HPLC coupled to mass spectrometry (MS).

Chiral additive in liquid chromatography for enantiomer resolution. Chiral separation of basic drug substances by capillary electrophoresis.

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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)

Regulatory Information

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Effect of column temperature and nitrogen flow rate on the separation of cis-permethrinic acid isomers on a (2,3,6-tri-O-methyl)-beta-cyclodextrin coated capillary column.

K Payer et al.

Biomedical chromatography : BMC, 9(3), 135-139 (1995-05-01)

The separation efficiency of a capillary column coated with (2,3,6-tri-O-methyl)-beta-cyclodextrin was determined at the temperature and flow rate ranges of 80-120 degrees C and 0.3-1.5 mL/min respectively using (+) and (-) cis-permethrinic acid methylesters as test compounds. The dependence of

Selective interaction of 2,6-di-O-methyl-β-cyclodextrin and Pluronic F127 micelles leading to micellar rupture: a nuclear magnetic resonance study.

Franca Castiglione et al.

The journal of physical chemistry. B, 115(29), 9005-9013 (2011-06-15)

The triblock-copolymer poly(ethylene oxide)-poly(propyleneoxide)-poly(ethylene oxide) (PEO-PPO-PEO), referred to as Pluronic, is widely studied for its unique aggregation properties and its applications in drug delivery and targeting. In previous studies [Dreiss, C. A.; et al. Soft Matter 2009, 5, 1888-1896], we

Convenient scaffold for forming heteroporphyrin arrays in aqueous media.

Koji Kano et al.

Journal of the American Chemical Society, 125(35), 10625-10634 (2003-08-28)

A new methodology for preparing heteroporphyrin arrays in aqueous solution has been presented. The present method is based on the extremely strong ability of heptakis(2,3,6-tri-O-methyl)-beta-cyclodextrin (TMe-beta-CD) to include 5,10,15,20-tetrakis(p-substituted-phenyl)porphyrins (Por) affording trans-type 1:2 complexes of the porphyrins and TMe-beta-CD. Two

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Global Trade Item Number

SKU	GTIN
H4645-5G	04061833428368

Key Documents

Heptakis(2,3,6-tri-O-methyl)-β-cyclodextrin

≥90%

Select a Size

About This Item

Quality Level

assay

form

technique(s)

mp

storage temp.

SMILES string

InChI

InChI key

General description

Application

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Safety Information

Storage Class

wgk

flash_point_f

flash_point_c

ppe

Regulatory Information

Documentation

Certificates of Analysis (COA)

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