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Article

N-(3,4-Dichlorobenzyl)azoles—Investigations Regarding Synthesis, NMR-Spectroscopy and Affinity Towards Sisma-1 and Sigma-2 Receptors

by
Wolfgang Holzer
1,*,
Bettina Brandstätter
1,
Christine Jäger
1,
Michael Kaun
1,
Thierry Langer
2 and
Wayne D. Bowen
3
1
Department of Pharmaceutical Chemistry, University of Vienna, Althanstrasse 14, A-1 090 Vienna, Austria
2
Institute of Pharmacy, University of lnnsbruck, lnnrain 52, A-6020 Innsbruck, Austria
3
Unit on Receptor Biochemistry and Pharmacology, Laboratory of Medicinal Chemistry, National Institutes of Diabetes and Digestive and Kidney Diseases, National lnstitutes of Health, Bethesda, MD 20892-0815, USA
*
Author to whom correspondence should be addressed.
Sci. Pharm. 2004, 72(3), 197-211; https://doi.org/10.3797/scipharm.aut-04-16
Submission received: 27 May 2004 / Revised: 28 June 2004 / Accepted: 28 June 2004 / Published: 1 September 2004

Abstract

A series of azoles and aminoazoles with a 3,4-dichlorobenzyl moiety attached to a ring nitrogen atom was synthesized via reaction of the parent systems with 3,4-dichlorobenzyl chloride. Regioisomeric products were discriminated on the basis of 13C-NMR data or by NOE-difference spectroscopy. The affinities of some representatives towards sigma-1 and sigma-2 receptors were determined by receptor binding assays.
Keywords: Sigma Receptors; Azoles; Alkylation; 13C-NMR Spectroscopy; NOE-Difference Spectroscopy Sigma Receptors; Azoles; Alkylation; 13C-NMR Spectroscopy; NOE-Difference Spectroscopy

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MDPI and ACS Style

Holzer, W.; Brandstätter, B.; Jäger, C.; Kaun, M.; Langer, T.; Bowen, W.D. N-(3,4-Dichlorobenzyl)azoles—Investigations Regarding Synthesis, NMR-Spectroscopy and Affinity Towards Sisma-1 and Sigma-2 Receptors. Sci. Pharm. 2004, 72, 197-211. https://doi.org/10.3797/scipharm.aut-04-16

AMA Style

Holzer W, Brandstätter B, Jäger C, Kaun M, Langer T, Bowen WD. N-(3,4-Dichlorobenzyl)azoles—Investigations Regarding Synthesis, NMR-Spectroscopy and Affinity Towards Sisma-1 and Sigma-2 Receptors. Scientia Pharmaceutica. 2004; 72(3):197-211. https://doi.org/10.3797/scipharm.aut-04-16

Chicago/Turabian Style

Holzer, Wolfgang, Bettina Brandstätter, Christine Jäger, Michael Kaun, Thierry Langer, and Wayne D. Bowen. 2004. "N-(3,4-Dichlorobenzyl)azoles—Investigations Regarding Synthesis, NMR-Spectroscopy and Affinity Towards Sisma-1 and Sigma-2 Receptors" Scientia Pharmaceutica 72, no. 3: 197-211. https://doi.org/10.3797/scipharm.aut-04-16

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