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Oxiconazole

CAT: 0013-GTR19202141-01Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19202141-01Size:1 mg
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Description
Oxiconazole is a broad-spectrum imidazole antifungal agent that exerts fungicidal activity by inhibiting lanosterol 14-α demethylase (CYP51), disrupting ergosterol biosynthesis and cell membrane integrity. It is used in research for in vitro and in vivo studies of dermatophyte and yeast infections, including models of cutaneous candidiasis and tinea.
CAS Number
64211-45-6
Product Name Alternative
Oxiconazole, Oxiconazolum, Ro 13-8996, Ro-13-8996, Ro13-8996, Ro-13-8996 free base, Ro13-8996 free base
Field of Research
Infectious Disease & Virology, Metabolism Research, Pharmacology & Drug Discovery
Purity
99.99% (May vary between batches)
Solubility
DMSO:5 mg/mL (11.65 mM)
Smiles
Clc1ccc (CO\N=C (/Cn2ccnc2) c2ccc (Cl) cc2Cl) c (Cl) c1
Molecular Formula
C18H13Cl4N3O
Molecular Weight
429.13
Storage Conditions
-20°C
Notes
For research use only.

Chemical Information

Oxiconazole

Oxiconazole is an oxime O-ether that is the 2,4-dichlorobenzyl ether of the oxime obtained by formal condensation of hydroxylamine with the carbonyl group of acetopnenone in which the phenyl group is substituted by chlorines at positions 2 and 4, and in which one of the hydrogens of the methyl group is replaced by a 1H-imidazol-1-yl group. An antifungal agent, it is used (generally as the nitrate salt) in creams and powders for the topical treatment of fungal skin infections. It has a role as an antiinfective agent. It is a dichlorobenzene, a member of imidazoles, an oxime O-ether, an imidazole antifungal drug and a conazole antifungal drug. It is a conjugate base of an oxiconazole(1+).

CAS Number64211-45-6
PubChem CID5353853
IUPAC Name(Z)-1-(2,4-dichlorophenyl)-N-[(2,4-dichlorophenyl)methoxy]-2-imidazol-1-ylethanimine
Molecular FormulaC18H13Cl4N3O
Molecular Weight429.1
XLogP6.1
Topological Polar Surface Area39.4
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count3
Rotatable Bond Count6
Heavy Atom Count26
Formal Charge0
Complexity481
SMILES
C1=CC(=C(C=C1Cl)Cl)CO/N=C(\CN2C=CN=C2)/C3=C(C=C(C=C3)Cl)Cl
InChI
InChI=1S/C18H13Cl4N3O/c19-13-2-1-12(16(21)7-13)10-26-24-18(9-25-6-5-23-11-25)15-4-3-14(20)8-17(15)22/h1-8,11H,9-10H2/b24-18+
InChIKey
QRJJEGAJXVEBNE-HKOYGPOVSA-N
Chemical Structure
2D Structure
2D structure of Oxiconazole
CAS: 64211-45-6
CID: 5353853
Formula: C18H13Cl4N3O
MW: 429.1
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight429.1
XLogP36.1
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count3
Rotatable Bond Count6
Exact Mass428.978323
Monoisotopic Mass426.981273
Topological Polar Surface Area39.4 Ų
Heavy Atom Count26
Formal Charge0
Complexity481
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Alternative Products

CatalogName
T20693-01Oxiconazole
C3418-5.1Oxiconazole (nitrate)
MBS3605439-01Oxiconazole nitrate
AR-M01787-01Oxiconazole Impurity C

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