Neticonazole
Basic information
- CAS
130726-68-0- Standard SMILES
CCCCCOc1ccccc1/C(=C\SC)n1ccnc1- InChIKey
VWOIKFDZQQLJBJ-DTQAZKPQSA-N- Molecular formula
- C17H22N2OS
- Average molar mass
- 302.4 g/mol
- Monoisotopic mass
- 302.1452845
Overview
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 EC 1.14.13.70 (sterol 14alpha-demethylase) inhibitor and an antifungal drug. It is a member of benzenes, a member of imidazoles, an aromatic ether, an enamine, a methyl sulfide, an imidazole antifungal drug and a conazole antifungal drug. It is a conjugate base of a neticonazole(1+).
Names & identifiers
- Preferred name
- Neticonazole
- IUPAC
- 1-[(E)-2-methylsulfanyl-1-(2-pentoxyphenyl)ethenyl]imidazole
- English name
- Neticonazole
- Molecular formula
- C17H22N2OS
- Molecular weight
- 302.43
Names & synonyms
Neticonazole130726-68-0NeticonazolNeticonazolumAtolantDTXSID4057633KVL61ZF9UODTXCID5031422CHEBI:135281RefChem:165542Neticonazole [INN]1-[(E)-2-methylsulfanyl-1-(2-pentoxyphenyl)ethenyl]imidazole
Show more names
Naconazole hydrochlorideNeticonazolehyd1-[(E)-2-Methylthio-1-[2-(pentyloxy)phenyl]ethenyl]-1H-imidazole1-[(E)-2-(Methylthio)-1-[2-(pentyloxy)phenyl]vinyl]-1H-imidazole1-[(E)-2-(Methylthio)-1-[2-(pentyloxy)phenyl]ethenyl]-1H-imidazole1-{(E)-2-(Methylsulfanyl)-1-[2-(pentyloxy)phenyl]vinyl}-1H-imidazole1H-Imidazole, 1-[(1E)-2-(methylthio)-1-[2-(pentyloxy)phenyl]ethenyl]-
(E)-1-(2-(Methylthio)-1-(2-(pentyloxy)phenyl)vinyl)-1H-imidazole(E)-1-(2-(Methylthio)-1-(o-(pentyloxy)phenyl)vinyl)imidazoleNeticonazolum [INN-Latin]UNII-KVL61ZF9UONeticonazol [INN-Spanish]starbld0000898Neticonazole (Standard)NETICONAZOLE [MI]
Database identifiers
- CAS
Properties
Computed structural properties
- XLogP
- 4.1
- Topological polar surface area
- 52.4 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 8
- Heavy atoms
- 21
- Formal charge
- 0
- Complexity
- 322
Physicochemical properties
- Melting point
- 37 · 37-39°
- storage temp.
- -20 °C · Store at -20°C
- solubility
- 250 mg/mL · DMSO: 250 mg/mL (826.64 mM)
- form
- Solid
- color
- White to off-white
- FDA UNII
- 61 ZF9UO · KVL61ZF9UO
Chemistry & industry
Pharmacology
ATC Code
D - Dermatologicals
QD - Dermatologicals
Additional notes
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+).
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