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315
Revanasiddappa et al,: Synthesis antibacterial and antifungal evaluation of arylazo pyrazole derivatives
tested at a conc. of 100 g/ml. Ciprofloxacin and nitrite (12.0 g in 30 ml water) was slowly added
Flucanazole were used as standard drugs for maintaining the temperature between 0-2C. The
comparison of antibacterial and antifungal activity cold diazotized solution was added drop wise with
respectively. The activities were determined by stirring to a well cooled mixture of acetyl acetone
measuring the diameter for the inhibition of zone in (0.1 mol, 10 ml) and sodium acetate (12 g dissolved
mm. The antimicrobial data of the compounds (3a-j) in 10 ml of 50% aqueous ethanol). Stirring was
is given in table 2. further continued for forty five minutes, when
In the antibacterial activity all the tested compounds yellow crystals separated. The product was filtered
showed very weak to moderate activity against all under suction, washed with water and recrystallized
the four pathogenic micro-organisms. None of the from aqueous ethanol.
tested compounds was found to potent when Synthesis of Aryl azo Pyrazole Derivatives (3a-j):
compared to the standard Ciprofloxacin. A mixture Oxobutyrates (2a-j) and 2-hydrazino
In the antifungal activity, all the tested compounds benzothiazole (0.01 mol) (1) were dissolved in 30 ml
showed weak to moderate activity against both of glacial acetic acid. The reaction mixture was
fungal organisms. Most of the tested compounds refluxed for about 16-22 hrs and it is cooled. The
showed very weak activity against A.fumigatus. contents of the reaction mixture were poured into the
crushed ice. The resulted precipitated compound is
Synthesis of oxobutyrates (2a-j):[12]
filtered and recrystallized from suitable solvents.
Aniline (9.3 ml, 0.1 mol) was dissolved in aqueous
The physical data of compounds (3a-j) is given in
hydrochloric acid (80 ml, 1:1). The contents were
table 1.
stirred, cooled (0-2C) and cold solution of sodium
316
Revanasiddappa et al,: Synthesis antibacterial and antifungal evaluation of arylazo pyrazole derivatives
3a 07 11 11 09 11 11
3b 08 10 12 08 10 10
3c 09 11 10 07 11 08
3d 10 10 10 08 12 08
3e 10 12 11 09 11 10
3f 09 10 12 10 10 09
3g 08 09 10 09 11 08
3h 09 08 11 10 10 08
3i 10 09 09 11 12 08
3j 10 10 08 10 10 08
Ciprofloxacin 25 23 24 24 - -
Fluconazole - - - - 23 23
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Revanasiddappa et al,: Synthesis antibacterial and antifungal evaluation of arylazo pyrazole derivatives
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