Synthesis, antibacterial activity and structure-activity relationships of N-substituted 4-diazo-pyrazole-5-carboxamides. 2.
A series of 4-diazopyrazole-5-carboxamides 1 d-n has been synthesized and their antibacterial activity against a number of Gram-negative and Gram-positive strains has been tested. Some of the compounds resulted quite active and the whole set allowed to further study the SAR of the class. Substituents in position 5 affect Gram-negative and Gram-positive activities via bulk and electronic properties respectively; position 3 mostly affects the Gram-negative activity, while the presence of the charged diazo group in position 4 is crucial for both antibacterial activities.
Baraldi
P G
PG
Dipartimento di Scienze Farmaceutiche, Universitá di Bologna.
Cacciari
B
B
Leoni
A
A
Recanatini
M
M
Roberti
M
M
Rossi
M
M
Manfredini
S
S
Periotto
V
V
Simoni
D
D
D000577:Amides / Q000138:chemical synthesis* / Q000494:pharmacology; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D001419:Bacteria / Q000187:drug effects; D003979:Diazonium Compounds / Q000138:chemical synthesis / Q000494:pharmacology; D008826:Microbial Sensitivity Tests; D011720:Pyrazoles / Q000138:chemical synthesis* / Q000494:pharmacology; D013329:Structure-Activity Relationship
D000577:Amides; D000900:Anti-Bacterial Agents; D003979:Diazonium Compounds; D011720:Pyrazoles