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Synthesis and bacteriostatic properties of acylarylureas and alkylarylureas
Author(s) -
Micich T. J.
Publication year - 1982
Publication title -
journal of the american oil chemists' society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.512
H-Index - 117
eISSN - 1558-9331
pISSN - 0003-021X
DOI - 10.1007/bf02634432
Subject(s) - thiazole , nitro , chemistry , alkyl , benzene , medicinal chemistry , ring (chemistry) , chlorine , stereochemistry , organic chemistry
Fatty substituted ureas (RNHCONHR’) were prepared where R is an aliphatic acyl or alkyl group and R’ is a substituted phenyl group or a thiazole group. The benzene ring was generally substituted with chlorine, nitro, hydroxy, or a combination of these groups. The compounds were ineffective against gram‐negative microorganisms but a number of samples inhibited the growth of Staphylococcus aureus at 1 ppm. Bacteriostatic activity was generally observed where the acyl or alkyl group contained 6–10 carbon atoms and where R’ is 4‐nitrophenyl, 4‐chloro‐3‐nitrophenyl or a thiazole group derived from 2‐amino‐5‐nitrothiazole. Scattered activity at 1 ppm was observed where R’ is 3‐nitrophenyl, 2,4‐ and 3,5‐dichlorophenyl, 2‐hydroxy‐5‐chlorophenyl, 2‐hydroxy‐5‐nitrophenyl, 3‐nitro‐4‐hydroxyphenyl, 3,5‐dinitrophenyl and 2‐nitro‐4‐chlorophenyl. The alkylureas appear to be more active than the acylureas.