Neticonazole

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CAS:130726-68-0
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CAS:130726-68-0
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Related articles

  • Mechanism of action of Neticonazole
  • Neticonazole is a vinyl imidazole similar to lanoconazole with the chemical name [E)-1-(2-methylthio)-1-[o-(pentyloxy)phenyl]v....
  • Mar 30,2022
Neticonazole Basic information
Product Name:Neticonazole
Synonyms:Neticonazole;1-[(E)-2-(Methylthio)-1-[2-(pentyloxy)phenyl]ethenyl]-1H-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-methylsulfanyl-1-(2-pentoxyphenyl)ethenyl]imidazole;1-{(E)-2-(Methylsulfanyl)-1-[2-(pentyloxy)phenyl]vinyl}-1H-imidazole;1H-Imidazole, 1-[(1E)-2-(methylthio)-1-[2-(pentyloxy)phenyl]ethenyl]-;Naconazole hydrochloride
CAS:130726-68-0
MF:C17H22N2OS
MW:302.43
EINECS:
Product Categories:Intermediate of Neticonazole Hydrochloride
Mol File:130726-68-0.mol
Neticonazole Structure
Neticonazole Chemical Properties
Melting point 37-39°
storage temp. Store at -20°C
solubility DMSO: 250 mg/mL (826.64 mM)
form Solid
color White to off-white
Safety Information
MSDS Information
Neticonazole Usage And Synthesis
DefinitionChEBI: 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 ActivityNeticonazole, 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

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Cell Line: C4-2B cells
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.

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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.
target

Fungal

Neticonazole Preparation Products And Raw materials
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