CAS 241479-67-4: Isavuconazole
Description:Isavuconazole is a triazole antifungal agent used primarily for the treatment of invasive fungal infections, particularly those caused by Aspergillus and Candida species. It functions by inhibiting the enzyme lanosterol 14α-demethylase, which is crucial for ergosterol synthesis in fungal cell membranes, thereby disrupting their integrity and function. Isavuconazole is characterized by its broad-spectrum antifungal activity, favorable pharmacokinetic profile, and the ability to be administered orally or intravenously. It has a relatively long half-life, allowing for once-daily dosing, which enhances patient compliance. The compound is also notable for its solubility and stability, which contribute to its efficacy. Additionally, isavuconazole has a unique mechanism of action compared to other azole antifungals, as it is a prodrug that is converted into its active form in the body. Its safety profile includes potential side effects such as liver enzyme elevations and interactions with other medications, necessitating careful monitoring during treatment. Overall, isavuconazole represents an important advancement in antifungal therapy.
Formula:C22H17F2N5OS
InChI:InChI=1S/C22H17F2N5OS/c1-14(21-28-20(10-31-21)16-4-2-15(9-25)3-5-16)22(30,11-29-13-26-12-27-29)18-8-17(23)6-7-19(18)24/h2-8,10,12-14,30H,11H2,1H3/t14-,22+/m0/s1
InChI key:InChIKey=DDFOUSQFMYRUQK-RCDICMHDSA-N
SMILES:N#CC=1C=CC(=CC1)C=2N=C(SC2)C(C)C(O)(C3=CC(F)=CC=C3F)CN4N=CN=C4
- Synonyms:
- (2R,3R)-3-[4-(4-Cyanophenyl)thiazol-2-yl]-2-(2,5-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol
- 1-[(2R,3R)-3-[4-(4-Cyanophenyl)thiazol-2-yl]-2-(2,5-difluorophenyl)-2-hydroxybutyl]-1,2,4-triazole
- 4-[2-[(1R,2R)-2-(2,5-Difluorophenyl)-2-hydroxy-1-methyl-3-(1H-1,2,4-triazol-1-yl)propyl]-4-thiazolyl] benzonitrile
- 4-[2-[(2R)-(2,5-Difluorophenyl)-2-hydroxy-(1R)-methyl-3-(1H-1,2,4-triazol-1-yl)propyl]thiazol-4-yl]benzonitrile
- Bal-4815
- Benzonitrile, 4-[2-[(1R,2R)-2-(2,5-difluorophenyl)-2-hydroxy-1-methyl-3-(1H-1,2,4-triazol-1-yl)propyl]-4-thiazolyl]-
- Ro-0094815