(S)-Sertaconazole
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Basic information
- CAS
583057-51-6- Standard SMILES
Clc1ccc([C@@H](Cn2ccnc2)OCc2csc3c(Cl)cccc23)c(Cl)c1- InChIKey
JLGKQTAYUIMGRK-LJQANCHMSA-N- Molecular formula
- C20H15Cl3N2OS
- Average molar mass
- 437.8 g/mol
- Monoisotopic mass
- 435.997067
Overview
(S)-sertaconazole is a 1-{2-[(7-chloro-1-benzothiophen-3-yl)methoxy]-2-(2,4-dichlorophenyl)ethyl}imidazole that is the (S)-enantiomer of sertaconazole. It is a conjugate base of a (S)-sertaconazole(1+). It is an enantiomer of an arasertaconazole.
Names & identifiers
- Preferred name
- (S)-Sertaconazole
- IUPAC
- 1-[(2S)-2-[(7-chloro-1-benzothiophen-3-yl)methoxy]-2-(2,4-dichlorophenyl)ethyl]imidazole
- English name
- 1-[(2S)-2-[(7-Chlorobenzo[b]thien-3-yl)Methoxy]-2-(2,4-dichlorophenyl)ethyl]-1H-IMidazole
- Molecular formula
- C20H15Cl3N2OS
- Molecular weight
- 437.77
Names & synonyms
(S)-Sertaconazole583057-51-61-[(2S)-2-[(7-chloro-1-benzothiophen-3-yl)methoxy]-2-(2,4-dichlorophenyl)ethyl]imidazoleSCHEMBL66044SCHEMBL30910980CHEBI:83684JLGKQTAYUIMGRK-LJQANCHMSA-NPD132270Q27157098(S)-(+)-1-[2-(7-Chlorobenzo[b]Thiophen-3-yl-Methoxy)-2-(2,4-Dichlorophenyl)-Ethyl]-1H-Imidazole1-[(2S)-2-[(7-chloro-1-benzothiophen-3-yl)methoxy]-2-(2,4-dichlorophenyl)ethyl]-1H-imidazole1-[(2S)-2-[(7-Chlorobenzo[b]thien-3-yl)Methoxy]-2-(2,4-dichlorophenyl)ethyl]-1H-IMidazole
Show more names
1H-Imidazole, 1-[(2S)-2-[(7-chlorobenzo[b]thien-3-yl)methoxy]-2-(2,4-dichlorophenyl)ethyl]-
Database identifiers
- CAS
Properties
Computed structural propertiesFilling in
- XLogP
- 6.3
- Topological polar surface area
- 55.3 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 6
- Heavy atoms
- 27
- Formal charge
- 0
- Complexity
- 488
Physicochemical properties
- Boiling point
- 614.1 · 614.1±55.0 °C(Predicted)
- Density
- 1.43 · 1.43±0.1 g/cm3(Predicted)
- pka
- 6.68 · 6.68±0.12(Predicted)
Chemistry & industry
Applications
Uses(S)-Sertaconazole is the (S)-enantiomer of Sertaconazole, an imidazole antifungal agent that inhibits the synthesis of ergosterol, an essential cell wall component of fungi.
Additional notes
DefinitionChEBI: (S)-sertaconazole is a 1-{2-[(7-chloro-1-benzothiophen-3-yl)methoxy]-2-(2,4-dichlorophenyl)ethyl}imidazole that is the (S)-enantiomer of sertaconazole. It is a conjugate base of a (S)-sertaconazole(1+). It is an enantiomer of an arasertaconazole.
Related reactions
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Compound notes
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