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51707

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

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

≥98.0%

Synonym(s):

TM-β-CD, TM‐β‐CyD, TRIMEB, 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:

329757734

MDL number:

MFCD00010728

Beilstein/REAXYS Number:

78748

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Properties

Quality Level

100

assay

≥98.0% (TLC), ≥98.0%

form

powder or crystals

optical activity

[α]25/D +157±4°, c = 1% in H₂O

mp

170-178 °C (lit.)

solubility

H₂O: 50 mg/mL, slightly turbid, colorless

functional group

ether

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).
In the determination of 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)

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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

A highly sensitive method for the analysis of nitrite ions by capillary zone electrophoresis using water-soluble aminophenylporphyrin derivative as chromogenic reagent.

P Andrighetto et al.

Electrophoresis, 21(12), 2384-2389 (2000-08-12)

The water soluble 5-p-aminophenyl)-10,15,20-tris(p-sulfonatophenyl) porphyrin, 4, acts as an extremely efficient chromogenic reagent for the detection of very low amounts of nitrites. The amino group of porphyrin 4 reacts smoothly with nitrite in acidic conditions 0.2 M HCl) producing the

Sub- and supercritical chiral separation of racemic compounds on columns with stationary phases having different functional groups.

Hiroko F Kasai et al.

Chemical & pharmaceutical bulletin, 53(10), 1270-1276 (2005-10-06)

Separation of the enantiomers of each of three different racemates, neutral rac-alpha-tetralol, acidic rac-2-phenylpropionic acid, and basic rac-1-phenylethylamine, using subcritical and supercritical fluid chromatography with two different chiral stationary phases, heptakis(2,3,6-tri-O-methyl)-beta-cyclodextrin (Sumichiral OA-7500 column) and tris(3,5-dimethylphenylcarbamate) of amylose (Chiralpak AD-H

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Global Trade Item Number

SKU	GTIN
569283-1G	04061825767260
569283-5G	04061832101088
51707-5G	04061833355657
51707-1G	04061826664599