DETERMINATION OF THE ENANTIOMERIC PURITY OF 5,6-DIHYDROXY-2-AMINOTETRALINS AND 6,7-DIHYDROXY-2-AMINOTETRALINS BY CHIRAL HPLC

Authors
Citation
P. Castelnovo, DETERMINATION OF THE ENANTIOMERIC PURITY OF 5,6-DIHYDROXY-2-AMINOTETRALINS AND 6,7-DIHYDROXY-2-AMINOTETRALINS BY CHIRAL HPLC, Chirality, 5(3), 1993, pp. 181-187
Citations number
18
Categorie Soggetti
Pharmacology & Pharmacy",Chemistry
Journal title
ISSN journal
08990042
Volume
5
Issue
3
Year of publication
1993
Pages
181 - 187
Database
ISI
SICI code
0899-0042(1993)5:3<181:DOTEPO>2.0.ZU;2-H
Abstract
5,6- and 6,7-Dihydroxy-2-aminotetralin (ADTN), racemic dopamine recept or agonists, were resolved into their enantiomers by a new chiral HPLC assay. The separation was performed on a Crownpack CR column, which c ontains an 18-crown-6-type chiral crown ether as a chiral selector. Th e chiral recognition is based on the complexation of the protonated pr imary amino group and the oxygen atoms inside the cavity of the crown ether. The amino group is attached to the chiral centre and therefore these compounds could be resolved. Mobile phase was perchloric acid pH 2.0 and the detection was UV at 200 nm. Resolution factors were 3.1 f or 5,6-ADTN and 1.1 for 6,7-ADTN resulting in very low limits of quant itation (<0.1%) of the enantiomer present as impurity. Data on the val idation of the assay and on the stability of the column are also repor ted.