Albaconazole

Chemical compound

none

Identifiers

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

CAS Number

187949-02-6^Y

PubChem CID

208952

ChemSpider

181045^Y

UNII

YDW24Y8IAB

KEGG

D09702^Y

ChEMBL

ChEMBL298817^Y

CompTox Dashboard (EPA)

DTXSID3058244

ECHA InfoCard100.170.829

Chemical and physical dataFormulaC₂₀H₁₆ClF₂N₅O₂Molar mass431.83 g·mol⁻¹3D model (JSmol)

Interactive image

SMILES

Fc1ccc(c(F)c1)[C@](O)([C@H](N3\C=N/c2cc(Cl)ccc2C3=O)C)Cn4ncnc4

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^Y
Key:UHIXWHUVLCAJQL-MPBGBICISA-N^Y

(verify)

Albaconazole (development code UR-9825) is an experimental triazole antifungal.^[1] It has potential broad-spectrum activity. The drug blocks a number of CYP450 liver enzymes.^{[citation needed]}

It has also been studied as an antiprotozoal agent.^[2]

References

^ "Albaconazole". Adis Insight. Springer Nature Switzerland AG.
^ Guedes PM, Urbina JA, de Lana M, Afonso LC, Veloso VM, Tafuri WL, et al. (November 2004). "Activity of the new triazole derivative albaconazole against Trypanosoma (Schizotrypanum) cruzi in dog hosts". Antimicrobial Agents and Chemotherapy. 48 (11): 4286–92. doi:10.1128/AAC.48.11.4286-4292.2004. PMC 525424. PMID 15504854.

Antifungals (D01 and J02)

Wall/
membrane

Ergosterol
inhibitors

Azoles (lanosterol 14α-
demethylase inhibitors)

Imidazoles	Topical: bifonazole^‡ butoconazole chlormidazole^‡ climbazole clotrimazole^# croconazole^‡ eberconazole econazole fenticonazole^‡ flutrimazole isoconazole ketoconazole luliconazole miconazole^# neticonazole^‡ omoconazole^‡ oxiconazole sertaconazole sulconazole tioconazole Systemic: ketoconazole
Triazoles	Topical: efinaconazole fluconazole^# terconazole Systemic: fluconazole^# fosfluconazole fosravuconazole hexaconazole^‡ isavuconazole itraconazole^# oteseconazole posaconazole voriconazole^# Unknown: albaconazole^‡ ravuconazole^†
Thiazoles	Topical: abafungin^‡

Polyene antimycotics
(ergosterol binding)

Topical: hamycin^‡
natamycin
nystatin^#
Systemic: amphotericin B^#, hamycin^‡

Squalene monooxygenase
inhibitors

Allylamines	Topical: naftifine terbinafine Systemic: terbinafine
Benzylamines	Topical: butenafine

Others

Topical: amorolfine

β-glucan synthase
inhibitors

Intracellular

Pyrimidine analogues/ thymidylate synthase inhibitors	Systemic: flucytosine^#
Mitotic inhibitors	Systemic: griseofulvin^#
Aminoacyl tRNA synthetase inhibitors	Topical: tavaborole