90
Views
11
CrossRef citations to date
0
Altmetric
Original Articles

Interconversion of Oxazepam Enantiomers During HPLC Separation. Determination of Thermodynamic Parameters

, , , , &
Pages 2889-2900 | Received 22 Jul 2006, Accepted 29 Aug 2006, Published online: 07 Feb 2007
 

Abstract

Oxazepam undergoes reversible enantiomerization at ambient temperature. Standard solutions of this compound and extracts from tablets (both with c=0.1 mg/mL) were injected on a chiral HPLC column (Chirobiotic T) at various temperatures (273 K‐313 K, increment 5 K). The mobile phase with the composition MeOH/TEA/Hac (100/0, 1/0, 1) and flow rate 1.0 mL/min were used.Citation1 Both the separation and the interconverson process occurred simultaneously. The various profiles obtained by a UV detector included two peaks (unreacted zone) and a plateau sandwiched between two peaks (reacted zone). These profiles could be explained by on‐column enantiomerization. The unreacted molecule zone on the profile was fused with the reacted molecule zone. The computer assisted peak deconvolution procedure (Origin 7.0 section peak fitting) was used for the determination of peak areas in peak clusters. The deconvolution of experimentally obtained chromatograms enabled the resolved and determined areas of each zones. As follows, the peak areas were used for calculation of thermodynamic parameters of enantiomerization – apparent rate constants (k 1 app and k −1 app ), Gibbs free energy (ΔG 1 app , ΔG −1 app ), enthalpy (ΔH 1 app , ΔH −1 app ), and entropy (ΔS 1 app , ΔS −1 app ).

Acknowledgment

The authors acknowledge the support of the Grant Agency of the Slovak Republic (VEGA 1/2460/05 and APVV‐20‐035‐205)

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.