1.
Bioorg Med Chem Lett
; 13(23): 4193-6, 2003 Dec 01.
Article
in English
| MEDLINE
| ID: mdl-14622999
ABSTRACT
Replacement of the morpholine C-ring of linezolid 1 with a 1,3,4-thiadiazolyl ring leads to oxazolidinone analogues 5 having potent antibacterial activity against both gram-positive and gram-negative organisms. Conversion of the C5 acetamide group to a thioacetamide further increases the potency of these compounds.
Subject(s)
Anti-Bacterial Agents/chemical synthesis , Anti-Bacterial Agents/pharmacology , Gram-Positive Bacteria/drug effects , Oxazolidinones/chemical synthesis , Oxazolidinones/pharmacology , Phenols/chemistry , Thiadiazoles/chemistry , Acetamides/chemical synthesis , Acetamides/chemistry , Acetamides/pharmacology , Animals , Anti-Bacterial Agents/chemistry , Linezolid , Microbial Sensitivity Tests , Oxazolidinones/chemistry , Rats , Structure-Activity Relationship , Thioacetamide/chemical synthesis , Thioacetamide/chemistry , Thioacetamide/pharmacology
2.
Bioorg Med Chem Lett
; 13(23): 4197-200, 2003 Dec 01.
Article
in English
| MEDLINE
| ID: mdl-14623000
ABSTRACT
Novel benzazepine oxazolidinone antibacterials were synthesized and evaluated against clinically relevant susceptible and resistant organisms. The effect of ring nitrogen position and N-substitution on antibacterial activity is examined.