Structural Characterization of Carane Derivative Stereoisomers - Potent Local Anesthetics

• Authors: J. Grochowski , P. Serda , M. Pasenkiewicz-Gierula , R. Czarnecki , T. Librowski , S. Lochyński , B. Frąckowiak
• Languages of publication: EN

Abstracts

EN

The paper reports on structural investigation and phase analysis of a newly synthesized potent local anesthetic with chiral molecular structure. Absolute structure and absolute configuration on four chiral centres was determined using microcrystalline single-crystal diffraction with anomalous scattering of X-ray radiation azimuthal scan technique. Phase analysis for new compound (KP23SS) and its epimer (KP23RS) was carried out using classical and synchrotron radiation powder diffraction. Enantiopurity of the bulk material was verified for both isomers by comparison of experimental and simulated high-resolution powder diffraction diagrams. The presence of two new polymorphic phases of KP23RS was documented. Comparative conformational analysis was carried out using differential Fourier synthesis and least-squares molecule overlap technique. A model of epimeric disorder was discussed for the homochiral phase.

Keywords

EN

82.30.Qt; 61.10.-i

Discipline

• 82.30.Qt: Isomerization and rearrangement

• Publisher: Institute of Physics, Polish Academy of Sciences
• Journal: Acta Physica Polonica A
• Year: 2002
• Volume: 101
• Issue: 5
• Pages: 665-674

Dates

published

2002-05

received

2001-08-31

Contributors

author

J. Grochowski

• Regional Laboratory, Jagiellonian University, Ingardena 3, 30-060 Kraków, Poland

author

P. Serda

• Regional Laboratory, Jagiellonian University, Ingardena 3, 30-060 Kraków, Poland

author

M. Pasenkiewicz-Gierula

• Institute of Molecular Biology, Jagiellonian University, Kraków, Poland

author

R. Czarnecki

• Department of Pharmacodynamics, CM JU, Kraków, Poland

author

T. Librowski

• Department of Pharmacodynamics, CM JU, Kraków, Poland

author

S. Lochyński

• Institute of Organic Chemistry, Biochemistry and Biotechnology, Wrocław University of Technology, Wrocław, Poland

author

B. Frąckowiak

• Institute of Organic Chemistry, Biochemistry and Biotechnology, Wrocław University of Technology, Wrocław, Poland

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Identifiers

DOI

10.12693/APhysPolA.101.665