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332623

Sigma-Aldrich

Triacetyl-β-cyclodextrin

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C84H112O56
CAS Number:
23739-88-0
Molecular Weight:
2017.75
MDL number:
MFCD00074981
UNSPSC Code:
12352201
PubChem Substance ID:
329754482
NACRES:
NA.22

form

powder

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

Certificates of Analysis (COA)

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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
Eighteenth IAPRI World Packaging Conference
Eighteen Steps to a Healthy Life (2012)
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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