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Triacetyl-β-cyclodextrin

Name: Triacetyl-β-cyclodextrin
Brand: ALDRICH

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Synonym(s):

TAβCD, triacetyl-β-CD, β-Cyclodextrin heneicosaacetate

Empirical Formula (Hill Notation):

C₈₄H₁₁₂O₅₆

CAS Number:

23739-88-0

Molecular Weight:

2017.75

MDL number:

MFCD00074981

PubChem Substance ID:

329754482

NACRES:

NA.22

form

powder

Quality Level

100

optical activity

[α]25/D +125°, c = 1 in chloroform

mp

204-206 °C (lit.)

SMILES string

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

InChI

1S/C84H112O56/c1-29(85)106-22-50-57-64(113-36(8)92)71(120-43(15)99)78(127-50)135-58-51(23-107-30(2)86)129-80(73(122-45(17)101)65(58)114-37(9)93)137-60-53(25-109-32(4)88)131-82(75(124-47(19)103)67(60)116-39(11)95)139-62-55(27-111-34(6)90)133-84(77(126-49(21)105)69(62)118-41(13)97)140-63-56(28-112-35(7)91)132-83(76(125-48(20)104)70(63)119-42(14)98)138-61-54(26-110-33(5)89)130-81(74(123-46(18)102)68(61)117-40(12)96)136-59-52(24-108-31(3)87)128-79(134-57)72(121-44(16)100)66(59)115-38(10)94/h50-84H,22-28H2,1-21H3/t50-,51-,52-,53-,54-,55-,56-,57-,58-,59-,60-,61-,62-,63-,64-,65-,66-,67-,68-,69-,70-,71+,72+,73+,74+,75+,76+,77?,78-,79-,80-,81-,82-,83-,84-/m1/s1

InChI key

NOPKOJDDVCBPTP-URXASQAJSA-N

General description

Triacetyl-β-cyclodextrin, a water-insoluble derivative of cyclodextrin typically formed by the substitution of a hydroxyl group of the parent compound with maleic anhydride (−OCOCH₃), has been proposed to act as a sustained release carrier for some pharmaceutical compounds.

Application

Invovled in studies of:

Controlled drug release of an inclusion complex
Biocompatible excipients for solubilization and deaggregation of cobalt bis(dicarbollide) derivatives in water
Extraction of aromatic amino acids
Emulsifiers
Polymerization initiation of cyclic esters
Sustained release matrix tablets

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Effect of the hydrophobic nature of triacetyl-beta-cyclodextrin on the complexation with nicardipine hydrochloride: physicochemical and dissolution properties of the kneaded and spray-dried complexes.

Catarina Marques Fernandes et al.

Chemical & pharmaceutical bulletin, 50(12), 1597-1602 (2002-12-25)

The inclusion ability of triacetyl-beta-cyclodextrin (TAbetaCD), a hydrophobic cyclodextrin (CD) derivative was examined, using nicardipine hydrochloride (NC) as model drug. The binary compounds were prepared in a 1 : 1 molar ratio by the kneading and the spray-drying techniques. In

Nonaqueous capillary electrophoresis equipped with amperometric detection for analysis of chlorinated phenolic compounds.

J H Luong et al.

Journal of chromatography. A, 864(2), 323-333 (2000-02-11)

Nonaqueous capillary electrophoresis (NACE) equipped with amperometric detection has been developed for separation and detection of an 11-member model mixture of chlorinated phenolic compounds. With triacetyl-beta-cyclodextrin (TACD) as a novel selectivity selector, acetonitrile proved to be an excellent solvent for

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