Syntheses of 2-Acylaminoacetamidine and 3-Acylaminopropionamidine Derivatives
For the purpose to examine as to their antiviral activities, 2-acylaminoacetamidine (II) and 3-acylaminopropionamidine hydrochlorides (III) were synthesized from the corresponding nitriles via ethyl imidates. The difference of the reactivity between ethyl 2-acylaminoacetimidates and ethyl 3-acylamin...
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Veröffentlicht in: | Chemical & pharmaceutical bulletin 1968/12/25, Vol.16(12), pp.2355-2361 |
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Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | For the purpose to examine as to their antiviral activities, 2-acylaminoacetamidine (II) and 3-acylaminopropionamidine hydrochlorides (III) were synthesized from the corresponding nitriles via ethyl imidates. The difference of the reactivity between ethyl 2-acylaminoacetimidates and ethyl 3-acylaminopropionimidates on the course of amidination were postulated. Iminoesterification of dinitrile, (p-cyano) benzamidopropionitrile (XVIII), was discussed by referring the infrared spectrum of a corresponding monocyanomonoester, ethyl p-(N-cyanoethylcarbamoyl) benzoate (XXI). Among the compounds obtained hereof, 3-(p-methyl) benzamidopropionamidine hydrochloride was found to have an inhibitory effect on influenza virus in mice and in membrane culture. |
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ISSN: | 0009-2363 1347-5223 |
DOI: | 10.1248/cpb.16.2355 |