Albaconazole

• CAT Number: R010989
• CAS Number: 187949-02-6
• Molecular Formula: C20H16ClF2N5O2
• Molecular Weight: 431.828
• Purity: ≥95%
• Storage: Store at -20°C
• IUPAC Name: 7-chloro-3-[(2R,3R)-3-(2,4-difluorophenyl)-3-hydroxy-4-(1,2,4-triazol-1-yl)butan-2-yl]quinazolin-4-one
• InChI: InChI=1S/C20H16ClF2N5O2/c1-12(28-11-25-18-6-13(21)2-4-15(18)19(28)29)20(30,8-27-10-24-9-26-27)16-5-3-14(22)7-17(16)23/h2-7,9-12,30H,8H2,1H3/t12-,20-/m1/s1
• InChIKey: UHIXWHUVLCAJQL-MPBGBICISA-N
• SMILES: CC(C(CN1C=NC=N1)(C2=C(C=C(C=C2)F)F)O)N3C=NC4=C(C3=O)C=CC(=C4)Cl

Albaconazole, also known as UR-9825; W-0027, is a 14alpha-Demethylase inhibitor potentially for the treatment of fungal infection.

Reference

1:A randomized, double-blind, multiple-dose, placebo-controlled, dose escalation study with a 3-cohort parallel group design to investigate the tolerability and pharmacokinetics of albaconazole in healthy subjects. Dietz AJ, Barnard JC, van Rossem K.Clin Pharmacol Drug Dev. 2014 Jan;3(1):25-33. doi: 10.1002/cpdd.72. Epub 2013 Oct 22. PMID: 27128227 2:A phase II, randomized, double-blind, placebo-controlled, parallel group, dose-ranging study to investigate the efficacy and safety of 4 dose regimens of oral albaconazole in patients with distal subungual onychomycosis. Sigurgeirsson B, van Rossem K, Malahias S, Raterink K.J Am Acad Dermatol. 2013 Sep;69(3):416-25. doi: 10.1016/j.jaad.2013.03.021. Epub 2013 May 22. PMID: 23706639 3:Discovery of a novel broad-spectrum antifungal agent derived from albaconazole. Guillon R, Pagniez F, Picot C, Hédou D, Tonnerre A, Chosson E, Duflos M, Besson T, Logé C, Le Pape P.ACS Med Chem Lett. 2013 Jan 17;4(2):288-92. doi: 10.1021/ml300429p. eCollection 2013 Feb 14. PMID: 24900660 Free PMC Article4:A Phase 1, randomized, open-label crossover study to evaluate the safety and pharmacokinetics of 400 mg albaconazole administered to healthy participants as a tablet formulation versus a capsule formulation. van Rossem K, Lowe JA.Clin Pharmacol. 2013;5:23-31. doi: 10.2147/CPAA.S39600. Epub 2013 Jan 30. PMID: 23390369 Free PMC Article5:Novel triazole antifungal drugs: focus on isavuconazole, ravuconazole and albaconazole. Pasqualotto AC, Thiele KO, Goldani LZ.Curr Opin Investig Drugs. 2010 Feb;11(2):165-74. Review. PMID: 20112166 6:Efficacy of albaconazole against Candida albicans in a vaginitis model. González GM, Robledo E, Garza-González E, Elizondo M, González JG.Antimicrob Agents Chemother. 2009 Oct;53(10):4540-1. doi: 10.1128/AAC.00565-09. Epub 2009 Jul 27. PMID: 19635949 Free PMC Article7:[Identification and susceptibility against fluconazole and albaconazole of 100 yeasts/’ strains isolated from vaginal discharge]. Arechavala AI, Bianchi MH, Robles AM, Santiso G, Negroni R.Rev Iberoam Micol. 2007 Dec 31;24(4):305-8. Spanish. PMID: 18095765 Free Article8:Cryptococcus gattii: in vitro susceptibility to the new antifungal albaconazole versus fluconazole and voriconazole. Morera-López Y, Torres-Rodríguez JM, Jiménez-Cabello T, Baró-Tomás T.Med Mycol. 2005 Sep;43(6):505-10. PMID: 16320494 9:Activity of the new triazole derivative albaconazole against Trypanosoma (Schizotrypanum) cruzi in dog hosts. Guedes PM, Urbina JA, de Lana M, Afonso LC, Veloso VM, Tafuri WL, Machado-Coelho GL, Chiari E, Bahia MT.Antimicrob Agents Chemother. 2004 Nov;48(11):4286-92. PMID: 15504854 Free PMC Article10:In vitro and in vivo efficacies of the new triazole albaconazole against Cryptococcus neoformans. Miller JL, Schell WA, Wills EA, Toffaletti DL, Boyce M, Benjamin DK Jr, Bartroli J, Perfect JR.Antimicrob Agents Chemother. 2004 Feb;48(2):384-7. PMID: 14742184 Free PMC Article