Synthesis and Antimicrobial Studies of Some New 3‐Isoxazoline Substituted Phthalazine Methylsulfonyl Oxadiazoles

Abstract

A series of new 3-isoxazoline substituted phthalazine methylsulfonyl-oxadiazoles were prepared from methyl 2-(4-oxo-3,4-dihydrophthalazin-1-yl) acetate. The structure of synthesized compounds were characterized by spectral data and screened for their antimicrobial activities against various bacteria and fungi strains. Several of these compounds showed antimicrobial activity.

Discovery of a Small-Molecule Inhibitor of Interleukin 15: Pharmacophore-Based Virtual Screening and Hit Optimization

“…31 Successive additions of methylhydrazine and hydrazine 32 in a one-pot, two-step manner afforded the phthalazinone hydrazide 3 in good yield. This latter intermediate was condensed with methyl isothiocyanate 33 to give the mercapto-triazole main intermediate 4 or with CS 2 in the presence of KOH to afford oxadiazole 5 34 (Scheme 1).…”

“…The compound was prepared as earlier described for the N-allyl analog. 34 To a suspension of hydrazide 3 (1 mmol, 0.23 g) in CS 2 (10 mL) was added KOH (2.5 equiv, 2.5 mmol), and the reaction mixture was heated to reflux under vigorous stirring during 3 h. It was cooled to 10 °C, and the precipitate formed was filtered and washed with Et 2 O. The powder was stirred in hot ethanol and filtered to give the compound 5 with 65% yield as a gray powder.…”

“…4 (78). Following general procedure 2 and starting from 4-((5-mercapto-4-methyl-4H-1,2,4-triazol-3-yl)methyl)-2-methylphthalazin-1(2H)-one (4, 1 mmol, 0.29 g) and 8-bromo-N-(adamantan-1-yl)octanamide (34,3…”

Synthesis, Bioevaluation and Structural Study of Substituted Phthalazin-1(2H)-ones Acting as Antifungal Agents

“…In the course of our on-going screening program for new and selective antifungal compounds, we have previously reported several series of antifungal compounds obtained from natural and synthetic sources [4,5,6,7,8,9]. Considering that some phthalazine derivatives, including some polybrominated compounds [10], 4-benzyl substituted ones [11] and others [12,13,14,15] have been evaluated for their antimicrobial and particularly antifungal activities against yeasts ( Candida and Cryptococcus strains) and Aspergillus spp., we have prepared a series of twenty five differently substituted phthalazin-1-ones to evaluate their antifungal activities against a panel of representative clinically important fungal species. Then, taking into account the antifungal results, conformational and electronic studies on the most interesting compound of the series were carried out.…”