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Neticonazole

Product Name
Neticonazole
CAS No.
130726-68-0
Chemical Name
Neticonazole
Synonyms
Neticonazole;Neticonazolehyd;Naconazole hydrochloride;1-[(E)-2-methylsulfanyl-1-(2-pentoxyphenyl)ethenyl]imidazole;(E)-1-(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]vinyl]-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]-
CBNumber
CB61075063
Molecular Formula
C17H22N2OS
Formula Weight
302.43
MOL File
130726-68-0.mol
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Neticonazole Property

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
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

ChemScene
Product number
CS-0026017
Product name
Neticonazole
Purity
99.46%
Packaging
25mg
Price
$75
Updated
2021/12/16
ChemScene
Product number
CS-0026017
Product name
Neticonazole
Purity
99.46%
Packaging
50mg
Price
$135
Updated
2021/12/16
ChemScene
Product number
CS-0026017
Product name
Neticonazole
Purity
99.46%
Packaging
100mg
Price
$220
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
API0008722
Product name
NETICONAZOLE
Purity
95.00%
Packaging
5MG
Price
$500.02
Updated
2021/12/16
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Neticonazole Chemical Properties,Usage,Production

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

td>
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.

td>
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

Raw materials

Preparation Products

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130726-68-0, NeticonazoleRelated Search:


  • 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
  • Neticonazolehyd
  • (E)-1-(2-(Methylthio)-1-(2-(pentyloxy)phenyl)vinyl)-1H-imidazole
  • 130726-68-0
  • Intermediate of Neticonazole Hydrochloride