| Identification | Back Directory | [Name]
Neticonazole | [CAS]
130726-68-0 | [Synonyms]
Neticonazole
1-[(E)-2-methylsulfanyl-1-(2-pentoxyphenyl)ethenyl]imidazole
1-[(E)-2-(Methylthio)-1-[2-(pentyloxy)phenyl]vinyl]-1H-imidazole
1-[(E)-2-Methylthio-1-[2-(pentyloxy)phenyl]ethenyl]-1H-imidazole
1-[(E)-2-(Methylthio)-1-[2-(pentyloxy)phenyl]ethenyl]-1H-imidazole
1-{(E)-2-(Methylsulfanyl)-1-[2-(pentyloxy)phenyl]vinyl}-1H-imidazole
1H-Imidazole, 1-[(1E)-2-(methylthio)-1-[2-(pentyloxy)phenyl]ethenyl]- | [Molecular Formula]
C17H22N2OS | [MDL Number]
MFCD00868954 | [MOL File]
130726-68-0.mol | [Molecular Weight]
302.43 |
| Hazard Information | Back Directory | [Definition]
ChEBI: Neticonazole is an enamine that is ethene which is substituted at positions 1, 1, and 2 by o-pentoxyphenyl, 1H-imidazol-1-yl, and methylthio groups, respectively (the E isomer). An inhibitor of P450-dependent C-14alpha-demethylation of lanosterol (preventing conversion to ergosterol and inhibiting cell wall synthesis in fungi), it is used in Japan (generally as the corresponding hydrochloride salt) as an antifungal drug for the treatment of superficial skin infections. It has a role as an antifungal drug and an EC 1.14.13.70 (sterol 14alpha-demethylase) inhibitor. It is an aromatic ether, a methyl sulfide, a member of imidazoles, an enamine, a member of benzenes, a conazole antifungal drug and an imidazole antifungal drug. It is a conjugate base of a neticonazole(1+). | [Biological Activity]
Neticonazole, an imidazole derivative, is also a potent and long-acting antifungal agent. It has anti-infective and anti-cancer properties. | [in vitro]
Neticonazole (10 μM; 48 hours; C4-2B cells) treatment decreases the levels of both Alix and Rab27a, and significantly decreases nSMase2 levels. Neticonazole causes a significant inhibition in p-ERK levels.
Neticonazole (0-10 μM) exhibits a potent and dose-dependent inhibition of exosome release from C4-2B cells.
It is also an orally active exosome biogenesis and secretion inhibitor. Western Blot Analysis | Cell Line: | C4-2B cells | td> | Concentration: | 10 μM | | Incubation Time: | 48 hours | | Result: | Deccreased the levels of both Alix and Rab27a, and significantly decreased nSMase2 levels. | | [in vivo]
Neticonazole (1-100 ng/kg; oral gavage; daily; for 15 days; male C57BL/6 mice) treatment significantly improves the survival of intestinal dysbacteriosis (IDB) mice with colorectal cancer (CRC) xenograft tumors , likely through increasing apoptosis of CRC xenograft tumor cells. | Animal Model: | Male C57BL/6 mice (8 weeks old) given ampicillin , neomycin, metronidazole and vancomycin, and injected with SW480 cells | | Dosage: | 1 ng/kg , 10 ng/kg and 100 ng/kg | | Administration: | Oral gavage; daily; for 15 days | | Result: | Significantly improved the survival of IDB mice with CRC xenograft tumors. | td> | [target]
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