1,2,4-Triazole Derivatives for Synthesis of Biologically Active Compounds

Derivatives of 1,2,4-triazole have been actively used for the preparation of numerous biologically active substances and functional materials [1]. Presently, there are ca. 15 marketed drugs and ca. 50 drug candidates containing the 1,2,4-triazole moiety [2]. For example, Fluconazole 1 and Ribavirin 2 depicted in Figure 1 have been successfully commercialized as antifungal and antiviral agents, respectively. The most recent, 2018 FDA approved anti-HIV-1 drug, Doravirine 3 also contains the 1,2,4-triazole unit in its structure. Among technological applications of the 1,2,4-triazoles are corrosion inhibitors (e.g., compound 4 in Figure 1) [3], ionic liquids (e.g., compound 5) [4], metal-complexing agents [5], organic polymers for light-emitting devices [6], and dendrimers [7]. Interestingly, deprotonated parent 1,2,4-triazole has recently proved to be an effective acyl transfer catalyst [8].

Figure 1. Examples of medical and technological applications of 1,2,4-triazoles

At Life Chemicals, we have developed a proprietary collection of functionalized 1,2,4-triazoles that are promising reagents for the synthesis of new biologically potent or functional compounds.

Please, contact us at marketing@lifechemicals.comfor any additional information and price quotations.

Visit our Website for a detailed product description, or place an order online on our E-commerce website.Download SD files with compound structures directly from our Downloads section

The full list of the related structures can be obtained upon request.

Further reading is available in our MedChem blog section dedicated to Building Blocks.

Several representatives from our collection are shown below.

References

1. For a general review, see Curtis A.D.M.; Jennings, N. in Comprehensive Heterocyclic Chemistry, 3rd edition, eds. A.R. Katritzky, C.A. Ramsden, E.F.V. Scriven, and R. J.K. Taylor Pergamon, Oxford, 2008. Vol. 5, p. 160.
2. www.drugbank.ca; accessed on August 2019.
3. John, S.; Joseph, A. Ind. Eng. Chem. Res. 2012, 51, 16633.
4. Meyer, D.; Strassner, T. J. Org. Chem. 2011, 76, 305.
5. Wang, Y.-L.; Zhang, N.; Liu, Q.-Y.; Shan, Z.-M.; Cao, R.; Wang, M.-S.; Luo, J.-J.; Yang, E.-L. Cryst. Growth&Design 2011, 11, 130.
6. Z. Liu, Y. X. Cheng, G. P. Su, L. X. Wang, X. B. Jing, and F. S. Wang, Synth. Met. 2003, 137, 1113.
7. Maes, W.; Verstappen, B.; Dehaen, W. Tetrahedron 2006, 62, 2677.
8. Yang, X.; Birman, V.B. Org. Lett. 2009, 11, 1499.