55216-11-0

Usage

Uses

Used in Pharmaceutical Applications:
TRIMETHYL-BETA-CYCLODEXTRIN is used as a solubilizing agent for steroids in aqueous solutions to increase their bioavailability.
Used in Research and Analysis:
TRIMETHYL-BETA-CYCLODEXTRIN is used as a complexing agent to investigate the crystal structure of its complexes with various compounds, such as m-iodophenol, 4-biphenylacetic acid, and (R)and (S)-flurbiprofen, through X-ray analysis.
Used in Drug Delivery Systems:
TRIMETHYL-BETA-CYCLODEXTRIN is used as a component in the development of drug delivery systems, particularly for ophthalmic applications. Its complex with vitamin A is studied for potential use in high sensitivity fluorescence spectrometry and high pressure liquid chromatography (HPLC) techniques.
Used in Quality Control and Analysis:
TRIMETHYL-BETA-CYCLODEXTRIN is used in the determination of analyte composition in commercial samples through high performance liquid chromatography (HPLC) coupled to mass spectrometry (MS).
Used in Food Industry:
TRIMETHYL-BETA-CYCLODEXTRIN is used as an additive in the food industry to improve the solubility and stability of certain ingredients, as well as to enhance flavor and texture.
Used in Cosmetic Applications:
TRIMETHYL-BETA-CYCLODEXTRIN is used in the cosmetic industry for its ability to complex with and stabilize various compounds, improving the performance and efficacy of cosmetic products.

InChI:InChI=1/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

Upstream product

• 7585-39-9 β‐cyclodextrin 
• 74-88-4 methyl iodide 
• 77-78-1 dimethyl sulfate 
• 67-56-1 methanol 
• 150885-21-5 6^A-O-(tert-Butyldimethylsilyl)heptakis(2,3-di-O-methyl)-6^B,6^C,6^D,6^E,6^F,6^G-hexa-O-methyl-β-cyclodextrin 
• 7585-39-9 β-cyclodextrin 
• 848489-21-4 C₆₅H₁₁₄Cl₃NO₃₆ 

Downstream Products

• 322472-75-3 C₆₉H₁₁₈O₃₅S 
• 1141935-01-4 C₁₂H₁₀N₂O*C₆₃H₁₁₂O₃₅ 
• 1240044-34-1 C₃₀H₃₆O₉*C₆₃H₁₁₂O₃₅ 
• 1448818-09-4 C₆₃H₁₁₂O₃₅*C₁₄H₂₀ClNO₂ 
• 1448818-08-3 C₆₃H₁₁₂O₃₅*C₁₀H₁₅O₃PS₂ 
• 1453473-02-3 naringenin/TMβCD complex 

Relevant academic research and scientific papers

Synthesis of cyclodextrins with carboxylic acids at the secondary rim and an evaluation of their properties as chemzymes for glycoside hydrolysis

Seven β-cyclodextrin-mono-, -di-or -tetra-O-acetic acids were prepared and investigated for their propertiesas catalysts of the hydrolysis of four nitrophenyl glycosides.

Photo-responsive host-guest complexation directs dynamic covalent condensation of phenyl boronic acid andd-fructose

Inspired by the way templates have been used to drive dynamic combinatorial libraries by molecular recognition, we exploited the photo-responsive host-guest interaction of an azo-based photoswitch with permethylated cyclodextrin to reversibly manipulate t

A facile synthesis of novel cyclodextrin derivatives incorporating one beta-(1,4)-glucosidic bond and their unique inclusion ability.

Novel cyclodextrin derivatives incorporating one (1,4)-glucosidic bond are easily synthesized in three steps from permethylated alpha- and beta-cyclodextrins, and such host molecules show inclusion selectivity for sodium m-nitrobenzoate over the corresponding p-isomer, in contrast to the cases of the parent permethylated alpha- and beta-cyclodextrins.

A convenient synthesis of mono-6-hydroxy permethylated β-cyclodextrin via tert-butyldimethylsilylation

A convenient method to prepare mono-6-hydroxy permethylated β-cyclodextrin (3) via tert-butyldimethylsilylation is described. Mono-6-tert-butyldimethylsilyl-β-cyclodextrin was prepared and treated with NaH and CH3I in the same pot. The protecting group was removed by refluxing with NH4F in CH3OH to give 3 in an overall yield of 43%.

Xylylene Clips for the Topology-Guided Control of the Inclusion and Self-Assembling Properties of Cyclodextrins

The topology of β-cyclodextrin can be molded, from toroidal to ovoid basket-shaped, by the installation of an o- or m-xylylene moiety connecting two consecutive d-glucopyranosyl units through the secondary O-2(I) and O-3(II) positions. This strategy can be exploited advantageously to precast the cavity for preferential inclusion of globular or planar guests as well as to privilege dimeric or monomeric species in water solution.

A simple synthesis route for selectively methylated β-cyclodextrin using a copper complex sandwich protecting strategy

This communication reports a novel synthesis route for the preparation of monofunctional-ized β-cyclodextrin in a single stage. The approach involves only the in-situ protection of secondary hydroxyl groups as an excellent alternative to the classical procedure involving a series of five steps of protection and deprotection of hydroxyl groups (both primary and secondary ones) belonging to β-cyclodextrin.

Enhanced photodynamic therapy through supramolecular photosensitizers with an adamantyl-functionalized porphyrin and a cyclodextrin dimer

A supramolecular photosensitizer was constructed using a tetra-adamantane-functionalized porphyrin and a dimer of permethyl-β-cyclodextrin through host-guest interaction and self-assembly. The porphyrin/cyclodextrin alternating structure of supramolecular

Cyclodextrin-based ionic liquids as enantioselective stationary phases in gas chromatography

New permethylated mono-6-deoxy-6-pyridin-1-ium and mono-6-deoxy-6-(1-vinyl- 1H-imidazol-3-ium)-α- and -β-cyclodextrin trifluoromethanesulfonate ionic liquids were synthesized from the corresponding permethylated mono-6-hydroxycyclodextrins in a one-pot reaction and solvent-free procedure. Regioselective transformation of native α- and β-cyclodextrins with the use of a bulky tert-butyldiphenylsilyl protecting group afforded the desired 6-monosubstituted permethylated cyclodextrin derivatives in moderate yields. The new ionic liquids were tested as stationary phases in capillary GC columns towards chiral discrimination in enantio-GC analysis of racemic mixtures. The permethylated 6-deoxy-6-pyridin-1-ium-α-cyclodextrin trifluoromethanesulfonate displayed good enantiomeric separations for some racemic esters and lactones, as well as epoxides. In particular, for both the racemic whiskey lactone and the high boiling point menthyl laurate, not successfully separated in a commercial cyclodextrin phase, the enantiomeric separations were achieved isothermally at 140 °C. In phase: Permethylated mono-6-hydroxy-α- and -β-cyclodextrins react with pyridine or 1-vinylimidazole in the presence of triflic anhydride in a solvent-free procedure to yield new roomerature ionic liquids (ILs). These ILs have been used as stationary phases in gas chromatography; enantiomeric separations are achieved (see figure for whiskey lactone) with permethylated mono-6-deoxy-6-(pyridin-1-ium)-α-cyclodextrin trifluoromethanesulfonate. Copyright

Enantiomeric discrimination in solid-state cyclodextrin complexes

Cyclodextrins were used to prepare inclusion complexes of a volatile chiral compound, 1,7-dioxaspiroundecane 1, a pheromone of Dacus oleae.The included pheromone was recovered from the inclusion complexes.Cyclodextrins that were unsymmetrically substituted with at least one unit different from the others could form inclusion complexes preferentially with the S enantiomer of the pheromone. cyclodextrin / heptakis(2,6-di-O-methyl)-β-cyclodextrin / heptakis(2,3,6-tri-O-methyl)-β-cyclodextrin / pheromone / inclusion complex / 1,7-dioxaspiroundecane