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| Dokumentenart: | Artikel | ||||
|---|---|---|---|---|---|
| Titel eines Journals oder einer Zeitschrift: | Arzneimittel-Forschung = Drug research | ||||
| Verlag: | Editio-Cantor-Verlag | ||||
| Band: | 20 | ||||
| Nummer des Zeitschriftenheftes oder des Kapitels: | 3 | ||||
| Seitenbereich: | S. 386-390 | ||||
| Datum: | 1970 | ||||
| Zusätzliche Informationen (Öffentlich): | CAN 72:129593 8 Microbial Biochemistry 91-03-2; 94-38-2; 94-39-3; 1892-36-0; 2138-33-2; 2138-38-7; 3506-36-3; 3670-68-6; 5782-64-9; 7641-02-3; 15451-29-3; 20451-28-9; 22104-62-7; 22563-86-6; 22563-87-7; 22563-99-1; 25527-37-1; 25527-39-3; 25527-40-6; 25527-41-7; 25527-63-3; 27702-56-3; 27702-57-4; 27702-63-2; 27702-65-4; 27702-66-5; 27702-67-6; 27702-68-7 Role: BIOL (Biological study) (fungicidal activity and partition coeff. and soly. of) | ||||
| Institutionen: | Chemie und Pharmazie > Institut für Pharmazie > Entpflichtete oder im Ruhestand befindliche Professoren > Prof. Schönenberger | ||||
| Identifikationsnummer: |
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| Stichwörter / Keywords: | Bactericides Fungicides (amino ketones) Ketones Role: BIOL (Biological study) (amino, fungicidal activity and partition coeffs. and soly. of) Partition (of amino ketones) cytostatic agent antibacteria agent antifungal compd bacteriostatic compd beta amino ketone fungistats | ||||
| Dewey-Dezimal-Klassifikation: | 500 Naturwissenschaften und Mathematik > 540 Chemie | ||||
| Status: | Veröffentlicht | ||||
| Begutachtet: | Ja, diese Version wurde begutachtet | ||||
| An der Universität Regensburg entstanden: | Unbekannt / Keine Angabe | ||||
| Dokumenten-ID: | 18140 |
Zusammenfassung
The relation between antibacterial and antifungal activities of 6 aliphatic beta -amino ketones, 5 alpha -phenyl-beta -amino ketones, 8 beta -amino propiophenones, and 9 alpha -phenyl-beta -amino propiophenones and partition coeff., H2O soly. of the base, and total soly. was studied. The bacteriostatic effect of all investigated beta -amino ketones was small, but the fungistatic effect, with the ...
Zusammenfassung
The relation between antibacterial and antifungal activities of 6 aliphatic beta -amino ketones, 5 alpha -phenyl-beta -amino ketones, 8 beta -amino propiophenones, and 9 alpha -phenyl-beta -amino propiophenones and partition coeff., H2O soly. of the base, and total soly. was studied. The bacteriostatic effect of all investigated beta -amino ketones was small, but the fungistatic effect, with the exception of aliphatic compds., was good. Aliphatic beta -amino ketones of lower mol. size, 1-dimethylamino-2-isopropylpropan-3-one, 1-dimethylamino-2-isobutylpropan-3-one, and 1-dimethylamino-2,3-dimethylpropan-3-one, showed good H2O soly. and a partition coeff. <0.1 but had weak antifungal activity. Increasing the length of the alkyl residue, as in 1-dimethylamino-2-hexyl-3-methylpropan-3-one and 1-dimethylamino-2-octyl-3-methylpropan-3-one, increased lipid soly. but reduced antifungal activity. Of the alpha -phenyl-beta -amino ketones, 1-dimethylamino-2-phenylbutan-3-one and 1-pyrrolidinyl-2-phenylbutan-3-one had the greatest H2O soly. and their partition coeff. was <0.4; both compds. had good antifungal activity. Increasing lipid soly. did not increase antifungal properties. 1-Diethylamino-2-phenylbutan-3-one had the greatest fungistatic activity. Also in the beta -amino propiophenone series no relation between the phys.-ch em. properties and fungistatic activity was noted. Good lipid sol. compds., such as 1-piperidino-3-p-propoxyphenylpropan-3-on e and 1-dimethylamino-2-dimethyl-3-phenylpropan-3-one, had the least activity, while hydrophilic compds., such as 1-dimethylamino-2-methyl-3-phenylpropan-3-one, were quite effective. All of the alpha -phenyl-beta -amino propiophenones, with the exception of 1-dimethylamino-2-(3-methoxyphenyl)-3-(3-methoxyphenyl)propan-3-one, showed good to very good fungistatic effects independent of their phys.-chem. properties; 1-dimethylamino-2-phenyl-3-phenylpropan-3-one, 1-dimethylamino-2-(4-chlorophenyl)-3-phenylpropan-3-one, and 1-piperidino-2-phenyl-3-phenylpropan-3-one were the most active. Chelation with Cu2+ or Fe3+ was excluded as the mechanism of action of beta -amino ketones.
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