Novel triazole based inhibitors of Ras farnesyl transferase

A Convenient One‐pot Synthesis of N‐Fused 1,2,4‐Triazoles via Oxidative Cyclization Using Trichloroisocyanuric Acid

“…1,2,4‐Triazoles have elicited considerable interest among medicinal chemists because they are considered to be privileged structural constituents of many pharmaceutical agents and natural products . In particular, compounds containing N ‐fused 1,2,4‐triazoles, such as triazolopyridine and triazolopyrazine substructures, exhibit a wide spectrum of biological activity including antifungal , antimicrobial , antiviral , anti‐inflammatory , antiasthmatic , antiproliferative , and hypotonic . In addition, they have often been used as bioisosteres of esters and amides and as dipeptidomimetics in a number of pharmacologically important molecules .…”

Facile one pot synthesis of N-fused 1,2,4-triazoles via oxidative cyclisation using DDQ

“…In particular, such scaffolds can be found as building blocks for DNA (guanine, adenine) but also in many approved drugs including sildenafil, zolpidem, and trazodone, as well as in medicinal chemistry studies [1][2][3][4] [i.e., tyrosine kinase c-Src inhibitors 5,6 or P38α inhibitors; 7 1,2,4-Triazoles have elicited considerable interest among medicinal chemists because they are considered to be privileged structural constituents of many pharmaceutical agents as well as natural products. In particular, compounds containing N-fused 1,2,4-triazoles, such as triazolopyridine and triazolopyrazine substructures exhibit a wide spectrum of biological activity including antifungal, 8 antimicrobial, 9 antiviral, 10 anti-inflammatory, 11 antiasthmatic, 12 antiproliferative 13 and hypotonic. 14 In addition, they have often been used as bioisosteres of esters and amides, and as dipeptidomimetics in a number of pharmacologically important molecules.…”

“…Mp 171-173 °C;1 H NMR (400 MHz, CDCl3): δ= 8.28 (d, J 6.8 Hz, 1H), 7.82 (dd, J 6.4, 5.6 Hz, 3H), 7.60-7.52 (m, 3H), 7.27 (dd, J 6.8, 9.2 Hz, 1H),6.86 (t, J 6.8 Hz, 1H) 13. C NMR (400 MHz, CDCl3): δ = 150 5,.…”

Efficient Regioselective Synthesis of 3,4,5‐Trisubstituted 1,2,4‐Triazoles on the Basis of a Lithiation–Trapping Sequence

“…In the last few decades, the chemistry of 1,2,4‐triazoles (in particular their 3,4,5‐trisubstituted derivatives) has received widespread attention, because they are privileged structural motifs found in many compounds of pharmaceutical interest and bioactive compounds 1. Indeed, they have been reported to exhibit a broad spectrum of biological effects, such as antifungal,2a antiepileptic,2b oncological,2c antiviral,2d anti‐inflammatory,2e antiasthmatic,2f antiproliferative,2g antibacterial, and antihelmintic activities 2h. In addition to these important biological applications, some triazoles are also known to act as potent agonist or antagonist receptor ligands,3 whereas others have been developed as mimics4 or bioisosters5 of the amide bond to improve the bioavailability of the parent bioactive molecules 6.…”