Design, synthesis and antibacterial activity of N-aryl-3-(arylamino)-5-(((5-substituted furan-2-yl)methylene)amino)-1H-pyrazole-4-carboxamide as Nitrofurantoin® analogues

Hassan, Ashraf S.; O. Moustafa, Gaber; Morsy, Nesrin Mahmoud; Abdou, Amr M.; Hafez, Taghrid S.

doi:10.21608/ejchem.2020.26158.2525

Design, synthesis and antibacterial activity of N-aryl-3-(arylamino)-5-(((5-substituted furan-2-yl)methylene)amino)-1H-pyrazole-4-carboxamide as Nitrofurantoin® analogues

Document Type : Original Article

Authors

¹ Organometallic and Organometalloid Chemistry Department, National Research Centre, Dokki 12622, Cairo, Egypt

² Peptide Chemistry Department, Chemical Industries Research Division, National Research Centre, 12622-Dokki, Cairo, Egypt. Nahda University, New Beni-Sueif City, Postal code (62521), Beni-Sueif, Egypt.

³ Organometallic and Organometalloid Chemistry Department, National Research Centre, Cairo, Dokki 12622, Egypt

⁴ Department of Microbiology and Immunology, National Research Centre 12622 Dokki, Giza, Egypt

⁵ Organometallic and Organometalloid Chemistry Department, National Research Centre, Dokki 12622 Cairo, Egypt

10.21608/ejchem.2020.26158.2525

Abstract

Nitrofurantoin® is an effective drug and used for treating urinary infectious diseases. A series of nitrofurantoin® analogues bearing furan and pyrazole scaffolds as N-aryl-3-(arylamino)-5-(((5-substituted furan-2-yl)methylene)amino)-1H-pyrazole-4-carboxamide (7a-g and 9a-f) were designed and synthesized by the condensation of 5-aminopyrazole with 5-nitrofuran-2-carbaldehyde (6) or 5-methylfuran-2-carbaldehyde (8) for evaluation of their antibacterial properties against Gram +ve and Gram -ve bacteria then comparing with nitrofurantoin® as standard drug.

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