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Chemical constitution and bacteriostatic activity of isomeric hydroxybenzamides. II. Antimycotic substances

Schönenberger, Helmut and Holzheu-Eckardt, Juergen and Bamann, Eugen and Mehnert, Brigitte (1963) Chemical constitution and bacteriostatic activity of isomeric hydroxybenzamides. II. Antimycotic substances. Arzneimittel-Forschung = Drug research 13, pp. 936-939.

Full text not available from this repository.

Abstract

cf. CA 59, 2070e. Of the hydroxybenzamides tested, the o-hydroxybenzanilides with 1 or 2 halogen atoms in the anilide ring exhibit the highest activity against Staphylococcus aureus. Highest activity was shown by the 4-bromoanilide and 2,4-dichloroanilide. The fact that the phenolic hydroxyl group has a marked influence on bacteriostatic properties was demonstrated by complete loss of such activity when shifting this group to the meta position. When, on the other hand, the hydroxyl substituent is shifted to the para position, the antibacterial effect was much enhanced, provided 2 Cl atoms were present in the aniline ring (p-hydroxybenz-2,3-dichloroanilide and p-hydroxybenz-2,4-dichloroanilide). An influence of halogen position on bacteriostatic activity is slightly noticeable in monohalogen derivs., but is very pronounced in dihalogenated hydroxybenzanilides. The 2,4-position proved to be the most favorable configuration.

Item Type:

Article

Additional information (public):

CAN 60:92729 62 Microbial Biochemistry 614-17-5; 14180-11-1; 14216-34-3; 90887-50-6 (Derived from data in the 7th Collective Formula Index (1962-1966); 55-21-0 (Benzamide); 87-17-2 (Salicylanilide); 89-55-4 (Salicylic acid, 5-bromo-); 613-93-4 (Benzamide, N-methyl-); 619-57-8 (Benzamide, p-hydroxy-); 1697-18-3 (Salicylanilide, 2'-chloro-); 2280-99-1 (p-Anisamide, N-butyl-); 2627-77-2 (Salicylanilide, 4'-bromo-); 3400-22-4 (p-Anisamide, N-methyl-); 3679-63-8 (Salicylanilide, 4'-chloro-); 3679-68-3 (Benzanilide, 4'-chloro-4-hydroxy-); 6137-53-7 (Salicylanilide, 2',5'-dichloro-); 7403-41-0 (p-Anisamide, N-ethyl-); 7464-43-9 (p-Anisamide, N-propyl-); 7464-44-0 (p-Anisamide, N-isopropyl-); 7465-88-5 (p-Anisanilide); 7595-61-1 (p-Anisanilide, 4'-chloro-); 10546-70-0 (Benzamide, N-propyl-); 13410-91-8 (Salicylanilide, 2',3'-dichloro-); 14121-97-2 (Benzanilide, 4-hydroxy-); 24448-71-3 (Salicylanilide, 3'-chloro-); 27519-68-2 (Benzamide, p-hydroxy-N-propyl-); 27522-79-8 (Benzamide, N-ethyl-p-hydroxy-); 27559-45-1 (Benzanilide, 3-hydroxy-); 36965-04-5 (Benzanilide, 4'-chloro-4-hydroxy-, acetate); 37183-28-1 (Salicylanilide, 2',4'-dichloro-); 39114-64-2 (Benzamide, N-cyclohexyl-p-hydroxy-); 52189-56-7 (Benzanilide, 4'-bromo-4-hydroxy-); 58748-19-9 (Benzamide, ethoxy-); 60696-49-3 (Benzamide, N-butyl-p-hydroxy-); 62639-20-7 (Benzanilide, 2'-chloro-4-hydroxy-); 73544-81-7 (Benzanilide, 3'-chloro-3-hydroxy-); 73544-82-8 (Benzanilide, 4'-chloro-3-hydroxy-); 83191-67-7 (Benzamide, p-hydroxy-N-isopropyl-); 92044-46-7 (Benzanilide, 2'-chloro-3-hydroxy-); 92044-47-8 (Benzanilide, 3'-chloro-4-hydroxy-); 92433-68-6 (Benzanilide, 2'-chloro-4-hydroxy-, acetate); 92433-69-7 (Benzanilide, 3'-chloro-4-hydroxy-, acetate); 92433-81-3 (Carbonic acid, methyl ester, ester with 2'-chloro-4-hydroxybenzanilide); 92433-81-3 (Benzanilide, 2'-chloro-4-hydroxy-, methyl carbonate); 92433-82-4 (Benzanilide, 4'-chloro-4-hydroxy-, methyl carbonate); 92433-82-4 (Carbonic acid, methyl ester, ester with 4'-chloro-4-hydroxybenzanilide); 92905-58-3 (Benzanilide, 4'-bromo-3-hydroxy-); 97027-63-9 (Benzanilide, 2',3'-dichloro-3-hydroxy-); 97027-64-0 (Benzanilide, 2',4'-dichloro-3-hydroxy-); 97027-66-2 (Benzanilide, 2',5'-dichloro-3-hydroxy-) (bactericidal action of)

Institutions:

Chemistry and Pharmacy > Institute of Pharmacy > Retired Professors > Prof. Schönenberger

Identification Number:

Value	Type
1964:92729	Other

Keywords:

Bactericides, Disinfectants and Antiseptics (hydroxybenzamide derivs. as) Staphylococcus (aureus (includes albus and citreus), hydroxybenzamide deriv. effect on) Benzoic acid Benzoic acid Salicylic acid (bactericidal action of)

Subjects:

500 Science > 540 Chemistry & allied sciences

Status:

Published

Refereed:

Yes, this version has been refereed

Created at the University of Regensburg:

Unknown

Owner:

Petra Gürster

Deposited On:

19 Nov 2010 10:13