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A Nuclear Magnetic Resonance (NMR) Method for the Determination of the cis/trans Isomeric Content of Chlorprothixene

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Abstract

Proton NMR spectroscopy was applied to the assignment of the isomeric identity of commercially available chlorprothixene. Nuclear Overhauser effect studies confirmed that the clinically useful isomer is the cis (Z) configuration. An NMR method for determining the isomeric content of chlorprothixene was developed based on integration of the ratio of areas of signal strength of the cis-N-methyl in comparison to the trans-N-methyl resonances.

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Authors and Affiliations

  1. Department of Medicinal Chemistry/Pharmacognosy, School of Pharmacy, University of Maryland, 20 North Pine Street, Baltimore, Maryland, 21201

    Karl-Heinz A. Rosler, Jeremy Wright, Kristine M. Fox & Patrick S. Callery

  2. United States Department of Agriculture, Agricultural Research Service, Insect Chemical Ecology Laboratory, Beltsville, Maryland, 20705

    Rolland M. Waters

Authors
  1. Karl-Heinz A. Rosler
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  2. Jeremy Wright
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  3. Kristine M. Fox
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  4. Rolland M. Waters
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  5. Patrick S. Callery
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Rosler, KH.A., Wright, J., Fox, K.M. et al. A Nuclear Magnetic Resonance (NMR) Method for the Determination of the cis/trans Isomeric Content of Chlorprothixene. Pharm Res 6, 706–708 (1989). https://doi.org/10.1023/A:1015942623581

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  • DOI: https://doi.org/10.1023/A:1015942623581

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