The cation radical of chlorpromazine in solution was studied in detail by electron spin resonance. The 16 line spectrum was interpreted in terms of a nitrogen atom, two equivalent protons at the first side chain carbon atom, and three almost equivalent protons from the ring system. The relative magnitudes of the splitting constants require many of the spectral lines to be coincident, and the result
is the 16 line spectrum observed. Analysis of the splitting constants was done using Huckel molecular orbital calculations, from which it was deduced that the chlorpromazine
cation structure is folded about the N-S axis, with an included angle of 104°.
The spectral asymmetry observed in sulfuric acid solution was interpreted in terms of random molecular motions causing a fluctuating environment to arise at the nuclear positions. This leads to a modulation effect on the nuclear magnetic moment, and is responsible for linewidth variation. Further broadening due to exchange effects is discussed qualitatively. The asymmetry of the spectra enable the sign of the nitrogen splitting to be estimated -- it was found to be positive.
A brief discussion of the electrical properties of chlorpromazine, using HMO calculations, was included, and some discussion of the mechanism of chlorpromazine drug action was also considered for completeness. / Science, Faculty of / Chemistry, Department of / Graduate
| Identifer | oai:union.ndltd.org:UBC/oai:circle.library.ubc.ca:2429/35230 |
| Date | January 1968 |
| Creators | Tapping, Robert L. |
| Publisher | University of British Columbia |
| Source Sets | University of British Columbia |
| Language | English |
| Detected Language | English |
| Type | Text, Thesis/Dissertation |
| Rights | For non-commercial purposes only, such as research, private study and education. Additional conditions apply, see Terms of Use https://open.library.ubc.ca/terms_of_use. |
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