Abstract
STIMULATED by reports of the antiviral activity of some thiosemicarbazones1, and particularly of the activity against neurovaccinia of isatin β-thiosemicarbazone2,3, we sought to enhance the activity of these compounds by structural modification. Thus we synthesized N-ethylisatin β-thiosemicarbazone independently of, but somewhat later than, Bauer and Sadler4. At the same time, we had been making a systematic study of the chemistry and chemotherapeutic properties of derivatives of the new monocyclic ring system, 1,2-thiazole (isothiazole), and we observed that 3-methylisothiazole-5-carboxaldehyde thiosemicarbazone (M and B 7453) also protected mice infected intracerebrally with neurovaccinia. The relatively high toxicity of this compound (acute LD50 = 0.7 mg/g orally in mice) led us to examine related thiosemicarbazones, one of which, 4-bromo-3-methylisothiazole-5-carboxaldehyde thiosemicarbazone (M and B 7714), is considerably less toxic (acute LD50 = 4.3 mg/g orally in mice).
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SLACK, R., WOOLDRIDGE, K., McFADZEAN, J. et al. A New Antiviral Agent : 4-Bromo-3-methylisothiazole-5-carboxaldehyde thiosemicarbazone, M and B 7714. Nature 204, 587 (1964). https://doi.org/10.1038/204587a0
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DOI: https://doi.org/10.1038/204587a0
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