Antimicrobial screening and one-pot synthesis of 4-(substituted-anilinomethyl)-3-(2-naphthyl)-1-phenyl-1H-pyrazole derivatives.
OBJECTIVE
Synthesis of series of 4-(substituted-anilinomethyl-3-(2-naphthyl)-1-phenyl-1H-pyrazole derivatives (4a-4k) and their in vitro antifungal and antibacterial screening.


METHODS
A series of compounds (4a-4k) was synthesized through direct reductive amination of 3-(naphthalen-2-yl)-1-phenyl-1H-pyrazole-4-carbaldehyde with various substituted aromatic amines using NaBH4 in the presence of I2 as reducing agent. The reaction was carried out in anhydrous methanol under neutral conditions at room temperature. The structures of synthesized compounds (4a-4k) were established on the basis of IR, (1)H and (13)C-NMR, and mass spectral data.


RESULTS
All 4-(substituted-anilinomethyl-3-(2-naphthyl)-1-phenyl-1H-pyrazole derivatives (4a-4k) were tested in vitro for antifungal and antibacterial activities against different fungal and bacterial strains. Most of the compounds exhibited considerable antifungal activity, but poor antibacterial activity against the test strains.


CONCLUSIONS
In the series compound 4e, 4g, 4j, and 4k, showed excellent antifungal activity against the fungal strain Aspergillus niger (MTCC) 281 and Aspergillus flavus MTCC 277 (% inhibition in the range of 47.7-58.9).
Department of Pharmaceutical Chemistry, Maharaja Surajmal Institute of Pharmacy, (Affiliated to GGSIP University), Janakpuri, New Delhi, India.
Neelima
N
Goel
Department of Pharmaceutical Chemistry, Maharaja Surajmal Institute of Pharmacy, (Affiliated to GGSIP University), Janakpuri, New Delhi, India.
Sushma
S
Drabu
Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Jamia Hamdard, New Delhi, India.
Obaid
O
Afzal
Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Jamia Hamdard, New Delhi, India.
Sandhya
S
Bawa
Antimicrobial activity; naphthalene; pyrazole; reductive amination