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Constitution of the Irradiation Product from Stilbamidine

Abstract

Following the observation by Fulton and Yorke1 that the drug Stilbamidine (4: 4´-diamidinostilbene di-β-hydroxyethanesulphonate) undergoes photochemical change with production of a more toxic substance when its solutions are exposed to light, various investigators have put forward suggestions regarding the constitution of the irradiation product. Barber, Slack and Wien2 reported that “The product is almost certainly 4: 4´-diamidinophenylbenzyl carbinol, but rigorous proof is difficult”. Goodwin3, from spectrographic evidence, confirmed that saturation of the ethylenic linkage occurs, while Henry4 reported that a number of chemical changes are involved, including dimerization.

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References

  1. Fulton, J. D., and Yorke, W., Ann. Trop. Med. Parasitol, 36, 134 (1942).

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  2. Barber, H. J., Slack, R., and Wien, R., Nature, 151, 107 (1943).

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  3. Goodwin, T. W., Ann. Trop. Med. Parasitol, 37, 59 (1943).

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  4. Henry, A. J., Nature, 152, 690 (1943).

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  5. Ciamician, G., and Silber, P., Ber., 35, 4128 (1902).

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  6. Robertson, J. M., and White, J. G., J. Chem. Soc., 607 (1945).

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FULTON, J., DUNITZ, J. Constitution of the Irradiation Product from Stilbamidine. Nature 160, 161–162 (1947). https://doi.org/10.1038/160161a0

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