Schönenberger, Helmut and Bastug, T. and Adam, D. (1969) Cytostatics. VIII. Relations between chemical constitution and antimicrobial activity in beta -aminoketones. Arzneimittel-Forschung = Drug research 19 (7), pp. 1082-1091.
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Six aliphatic beta -amino ketones, 5 alpha -phenyl-beta -amino ketones, 7 beta - aminopropiophenones, and 9 alpha -phenyl-beta -aminopropiophenones were tested for in vitro fungistatic and bacteriostatic activity and were compared with dimethylaminoacetophenone, 1-dimethylamino-4-phenyl-4-butanone, 1- dimethylamino-3-phenylpropane, 1-dimethylamino-3-phenyl-3-propanol, and 1-dimethylamino-2,3-diphenyl-3-propanol. Aliphatic beta -amino ketones had no significant antimicrobial activity. With phenyl-substituted beta -amino ketones, antimicrobial activity depended on the no. and position of the aromatic residues, and substitution on the carbonyl C atom or the alpha -C atom by a phenyl residue or the presence of such residues at both C atoms were prerequisites for good antimicrobial activity. Replacement of the dimethylamino group with diethylamine, pyrrolidine, piperidine, or morpholine groups reduced activity, as did incorporation of methoxy and chloro groups into the benzene ring of the beta - aminopropiophenones and alpha -phenyl-beta -aminopropiophenones.
|Additional information (public):||CAN 71:68149 8 Microbial Biochemistry 833-86-3; 879-72-1; 884-12-8; 1155-49-3; 1798-83-0; 1938-35-8; 1938-38-1; 5400-92-0; 25287-62-1; 25287-63-2; 25287-64-3; 25287-65-4; 25287-66-5; 25287-67-6; 25287-68-7; 25287-69-8; 25287-70-1; 25287-71-2; 25287-76-7; 25287-79-0; 25287-80-3; 25287-82-5; 25287-83-6; 25287-84-7; 25287-85-8; 25287-86-9 Role: BAC (Biological activity or effector, except adverse), BSU (Biological study, unclassified), BIOL (Biological study) (antimicrobial activity of)|
|Institutions:||Chemistry and Pharmacy > Institute of Pharmacy > Retired Professors > Prof. Schönenberger|
|Keywords:||Mannich bases Role: BAC (Biological activity or effector, except adverse), BSU (Biological study, unclassified), BIOL (Biological study) (antimicrobial activity of, structure in relation to) Molecular structure-biological activity relationships (antimicrobial, of amino ketones) Bactericidal action (of amino ketones) fungistatic compd bacteriostatic compd antimicrobial compd germicidal compd amino ketone germicide propiophenones germicide|
|Subjects:||500 Science > 540 Chemistry & allied sciences|
|Refereed:||Yes, this version has been refereed|
|Created at the University of Regensburg:||Unknown|
|Deposited On:||19 Nov 2010 09:44|
|Last Modified:||19 Nov 2010 09:44|