Design, synthesis and structure–activity relationships of new triazole derivatives containing N-substituted phenoxypropylamino side chains

Toward the discovery of dual HCMV–VZV inhibitors: Synthesis, structure activity relationship analysis, and cytotoxicity studies of long chained 2-uracil-3-yl-N-(4-phenoxyphenyl)acetamides

“…Based on the successful synthesis of several previously reported compounds, 9 a series of analogs were synthesized following the classical synthetic approach reported in Scheme 1. [10][11][12] A modified silyl Hilbert-Johnson reaction, that is, condensation of equimolar amounts of 2,4-bis (trimethylsilyloxy)pyrimidines 13 with bromides 3a-e, was performed at 160-170°C in the absence of solvent 9 to afford target compounds 4a-e in 76-88% yield. The synthesis of compounds 4a-j started from commercially available phenols 1 (R 1 4-Ph or 4-CN), which were treated with 4-fold excess of a,x-dibromoalkanes 2 (n = 1-4, 6 or 8) to produce bromides 3a-i according to known procedures.…”

“…15 In order to obtain benzophenone derivative 9, the appropriate building blocks were obtained in a somewhat different order. Copper-catalyzed coupling of phenylmagnesium bromide (10) with excess of 1,6-dibromohexane 19 in THF media produced bromide 11, which was condensated with 2,4-bis (trimethylsilyloxy)pyrimidine to afford 1-(6-phenylhexyl)uracil (12), however in an unexpectedly mediocre 30% yield (Scheme 4). 17 Subsequent conversion of acid 8 into the corresponding acyl chloride, followed by condensation with the N-trimethylsilyl derivative of 4-(benzoyl)aniline led to 9 in 57% yield (Scheme 3).…”

Design, synthesis, and biological activities of novel azole-bonded $$\upbeta $$ β -hydroxypropyl oxime O-ethers

“…2). The search for new antifungals structurally related to fluconazole still continues [10,[22][23][24][25]. Moreover, some oxiconazole analogs are potent antifungal agents having oxime ether group in their structures [26][27][28][29][30][31][32].…”

Design, synthesis, and structure–activity relationship studies of novel thienopyrrolidone derivatives with strong antifungal activity against Aspergillus fumigates

“…3R)-3-amino-2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol(7). A mixture of epoxide 6 (10.00 g, 40.00 mmol), sodium azide (3.90 g, 60.00 mmol), ammonium chloride (2.73 g, 51.00 mmol) and DMF(60.0 ml) was stirred at 80 °C for 10h.…”

“…The assay evaluated the metabolic stability of compounds by measuring the in vitro half-life (t 1/2 ) and human liver microsomalclearance (Cl int ) as previously described[3][4][5] Molecular Docking. Structure of Candia albicans CYP51 was built based on crystal structure of S. cerevisiae CYP51[6] (PDB code: 4K0F) using SWISS-MODEL[7]. GOLD Suite v5.0 was utilized to perform docking analysis.…”