Abstract
Synthesis of 3-[4-(
N
-
substituted
sulfamoyl)phenyl]-3,4-dihydro-4-oxo-7,9-dimethylpyri-do[3′,2′:4,5]selenolo[3,2-
d
]
pyrimidines
,7-[4-(
N
-
substituted
sulfamoyl)phenyl]-7,8-dihydro-8-oxo-3,4-diphenylpyrimido[4′,5′:4,5]selenolo [2,3-
c
]
pyridazines
and 1-[4-(
N
-
substituted
sulfamoyl)phenyl]-1,11-dihydro 11-oxo-4-methylpyrimido[4′,5′:4,5]selenolo[2,3-
b
]
quinolines
is reported. 4-Amino-
N
-pyrimidine-2-ylbenzene sulfonamide (a), 4-amino-
N
-(2,6-dimethylpyrimidin-4-yl)benzene sulfonamide (b),
N
-[(4-aminophenyl)sulfonyl] acetamide (c) with
N
-ethoxymethyleneamino of selenolo pyridine, selenolo pyridazine and selenolo quinoline derivatives respectively were obtained starting from 1-amino-
N
4
-
substituted
sulfanilamides. Spectroscopic data (IR,
1
H NMR,
13
C NMR and Mass spectral) confirmed the structure of the newly synthesized compounds.
Substituted
pyrimidines, pyridazines
and
quinolines
were screened for antibacterial activity against gram-positive and gram-negative bacteria. Selenolo derivative of
N
-[(4-aminophenyl)sulfonyl] acetamide (substitutent of sulfacetamide c) showed strong bactericidal effect against all the tested organisms. Selenolo[3,2-
d
]pyrimidin (substitutent a) showed a good bactericidal effect against
Serratia marcescens, Staphylococcus aureus
and
Escherichia coli.
Compounds selenolo[2,3-
c
]pyridazine (substitutent b), selenolo[2,3-
b
]quinoline(substitutents c)) exhibited a moderate bactericidal effect against
Serratia marcescens.
None of the synthesized seleno pyridazines has a considerable antimicrobial activity against the tested organisms. The minimum inhibitory concentration (MIC) of the most active compound-3-[4-(
N
-acetyl sulfamoyl)phenyl]-3,4-dihydro-4-oxo-7,9-dimethylpyrido[3′,2′:4,5]selenolo [3,2-
d
]pyrimidine was 10 mg ml
−1
.