Identification
- Summary
Isoconazole is an imidazole antifungal used for superficial skin and vaginal infections.
- Generic Name
- Isoconazole
- DrugBank Accession Number
- DB08943
- Background
Isoconazole is an azole antifungal drug that has similar effectiveness to clotrimazole in the treatment of foot and vaginal infections.
- Type
- Small Molecule
- Groups
- Approved
- Structure
Structure for Isoconazole (DB08943)
- Weight
- Average: 416.129
Monoisotopic: 413.986023908 - Chemical Formula
- C18H14Cl4N2O
- Synonyms
- Isoconazol
- Isoconazole
- Isoconazolum
Pharmacology
- Indication
Not Available
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- Contraindications & Blackbox Warnings
Prevent Adverse Drug Events TodayTap into our Clinical API for life-saving information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.Avoid life-threatening adverse drug events with our Clinical API- Pharmacodynamics
Not Available
- Mechanism of action
- Not Available
- Absorption
Not Available
- Volume of distribution
Not Available
- Protein binding
Not Available
- Metabolism
- Not Available
- Route of elimination
Not Available
- Half-life
Not Available
- Clearance
Not Available
- Adverse Effects
Improve decision support & research outcomesWith structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!Improve decision support & research outcomes with our structured adverse effects data.- Toxicity
Not Available
- Pathways
- Not Available
- Pharmacogenomic Effects/ADRs
- Not Available
Interactions
- Drug Interactions
- This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.Not Available
- Food Interactions
- Not Available
Products
Drug product information from 10+ global regionsOur datasets provide approved product information including:dosage, form, labeller, route of administration, and marketing period.Access drug product information from over 10 global regions.- Product Ingredients
Ingredient UNII CAS InChI Key Isoconazole nitrate 5AS8P3N30X 24168-96-5 NNGQLSIGRSTLLU-UHFFFAOYSA-N - International/Other Brands
- Icaden (Bayer)
- Over the Counter Products
Name Dosage Strength Route Labeller Marketing Start Marketing End Region Image GYNO-TRAVOGEN OVULE 600 mg Suppository 600 mg Vaginal BAYER (SOUTH EAST ASIA) PTE LTD 1989-05-26 Not applicable Singapore 
TRAVOGEN CREAM 1% Cream 10 mg/g Topical LEO PHARMA ASIA PTE LTD 1991-01-14 Not applicable Singapore ทราโวเจน(R) ครีม Cream 1 %w/w Topical บริษัท ดีเคเอสเอช (ประเทศไทย) 2020-06-01 Not applicable Thailand 
- Mixture Products
Name Ingredients Dosage Route Labeller Marketing Start Marketing End Region Image ALBACORT % 1+% 0.1 KREM, 15 G Isoconazole nitrate (10 mg/g) + Difluocortolone valerate (1 mg/g) Cream Topical KENTFARMA İLAÇ A.Ş. 2020-08-14 Not applicable Turkey 
FUGGY % 0.1 + % 1 KREM, 15 G Isoconazole nitrate (1 %) + Difluocortolone valerate (0.1 %) Cream Topical TRIPHARMA İLAÇ SAN. VE TİC. A.Ş. 2020-08-14 Not applicable Turkey FUGGY % 0.1 + % 1 KREM, 30 G Isoconazole nitrate (1 %) + Difluocortolone valerate (0.1 %) Cream Topical TRIPHARMA İLAÇ SAN. VE TİC. A.Ş. 2020-08-14 Not applicable Turkey FUGİSİD %1 + %0,1 KREM, 15 G Isoconazole nitrate (1 %) + Difluocortolone valerate (0.1 %) Cream Topical İSTANBUL İLAÇ SAN. VE TİC. A.Ş. 2020-08-14 Not applicable Turkey FUNGOID %1+ %0,1 KREM, 15 G Isoconazole nitrate (1 %) + Difluocortolone (0.1 %) Cream Topical SAĞLIK ÜRÜN VE HİZMETLERİ TİC. LTD. ŞTİ 2020-08-14 Not applicable Turkey FUNGOID %1+ %0,1 KREM, 30 G Isoconazole nitrate (1 %) + Difluocortolone (0.1 %) Cream Topical TERRA İLAÇ VE KİMYA SAN. TİC. A.Ş. 2020-08-14 Not applicable Turkey FUNOCORD KREM ,15 G Isoconazole nitrate (1 %) + Difluocortolone valerate (0.1 %) Cream Topical KOÇAK FARMA İLAÇ VE KİMYA SAN. A.Ş. 2020-08-14 Not applicable Turkey IZOCORT %1+%0.1 KREM Isoconazole nitrate (1 %) + Difluocortolone valerate (0.1 %) Cream Topical VEM İLAÇ SAN. VE TİC. A.Ş. 2020-08-14 Not applicable Turkey İZOSOL S % 1 + % 0,1 KREM Isoconazole nitrate (1 %) + Difluocortolone valerate (0.1 %) Cream Topical EİP ECZACIBAŞI İLAÇ PAZARLAMA A.Ş. 2020-08-14 Not applicable Turkey MANTAZOL %1+%0,1 KREM 15 G TUP Isoconazole nitrate (10 mg) + Difluocortolone valerate (1 mg) Cream Topical PHARMACTİVE İLAÇ SAN. VE TİC. A.Ş. 2020-08-14 Not applicable Turkey
Categories
- ATC Codes
- G01AF07 — Isoconazole
- G01AF — Imidazole derivatives
- G01A — ANTIINFECTIVES AND ANTISEPTICS, EXCL. COMBINATIONS WITH CORTICOSTEROIDS
- G01 — GYNECOLOGICAL ANTIINFECTIVES AND ANTISEPTICS
- G — GENITO URINARY SYSTEM AND SEX HORMONES
- G01AF — Imidazole derivatives
- G01A — ANTIINFECTIVES AND ANTISEPTICS, EXCL. COMBINATIONS WITH CORTICOSTEROIDS
- G01 — GYNECOLOGICAL ANTIINFECTIVES AND ANTISEPTICS
- G — GENITO URINARY SYSTEM AND SEX HORMONES
- Drug Categories
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as benzylethers. These are aromatic ethers with the general formula ROCR' (R = alkyl, aryl; R'=benzene).
- Kingdom
- Organic compounds
- Super Class
- Benzenoids
- Class
- Benzene and substituted derivatives
- Sub Class
- Benzylethers
- Direct Parent
- Benzylethers
- Alternative Parents
- Dichlorobenzenes / N-substituted imidazoles / Aryl chlorides / Heteroaromatic compounds / Dialkyl ethers / Azacyclic compounds / Organopnictogen compounds / Organonitrogen compounds / Organochlorides / Hydrocarbon derivatives
- Substituents
- 1,3-dichlorobenzene / Aromatic heteromonocyclic compound / Aryl chloride / Aryl halide / Azacycle / Azole / Benzylether / Chlorobenzene / Dialkyl ether / Ether
- Molecular Framework
- Aromatic heteromonocyclic compounds
- External Descriptors
- imidazoles, ether, dichlorobenzene (CHEBI:83667)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- GRI7WFR424
- CAS number
- 27523-40-6
- InChI Key
- MPIPASJGOJYODL-UHFFFAOYSA-N
- InChI
- InChI=1S/C18H14Cl4N2O/c19-12-4-5-13(17(22)8-12)18(9-24-7-6-23-11-24)25-10-14-15(20)2-1-3-16(14)21/h1-8,11,18H,9-10H2
- IUPAC Name
- 1-[2-(2,4-dichlorophenyl)-2-[(2,6-dichlorophenyl)methoxy]ethyl]-1H-imidazole
- SMILES
- ClC1=CC(Cl)=C(C=C1)C(CN1C=CN=C1)OCC1=C(Cl)C=CC=C1Cl
References
- Synthesis Reference
U.S. Patents 3,717,655; 3,839,574.
- General References
- Czaika VA, Siebenbrock J, Czekalla F, Zuberbier T, Sieber MA: Reactive oxygen species and the bacteriostatic and bactericidal effects of isoconazole nitrate. Mycoses. 2013 May;56 Suppl 1:16-22. doi: 10.1111/myc.12055. [Article]
- Oyeka CA, Gugnani HC: Isoconazole nitrate versus clotrimazole in foot and nail infections due to Hendersonula toruloidea, Scytalidium hyalinum and dermatophytes. Mycoses. 1992 Nov-Dec;35(11-12):357-61. [Article]
- Veraldi S: Isoconazole nitrate: a unique broad-spectrum antimicrobial azole effective in the treatment of dermatomycoses, both as monotherapy and in combination with corticosteroids. Mycoses. 2013 May;56 Suppl 1:3-15. doi: 10.1111/myc.12054. [Article]
- INVIMA Product Authorization: Micofentin (isoconazole/clindamycin) vaginal cream [Link]
- External Links
- KEGG Drug
- D04624
- PubChem Compound
- 3760
- PubChem Substance
- 310264910
- ChemSpider
- 3629
- BindingDB
- 31771
- 27901
- ChEBI
- 83667
- ChEMBL
- CHEMBL1571863
- Wikipedia
- Isoconazole
Clinical Trials
Pharmacoeconomics
- Manufacturers
- Not Available
- Packagers
- Not Available
- Dosage Forms
Form Route Strength Cream Vaginal 1 % Solution Vaginal 1 g/100g Tablet Vaginal 600 mg Cream Cutaneous 1.000 g Suppository Vaginal 600 mg Cream Topical 1.000 g Cream Topical 1 g Cream Vaginal 1 g Insert Vaginal 600 mg Solution Topical 1 g Cream Vaginal Insert Vaginal Solution; spray Topical 1 % Solution; spray Topical Insert Vaginal 0.6 g Cream Topical Cream Topical 1 mg/g Irrigant Vaginal 0.1 % Cream Topical 1 % Cream Topical Cream Topical 10 mg/g Spray Topical 1 % Spray Topical Insert Vaginal 600.000 mg Cream Vaginal 1.000 g Cream Topical 1 %w/w - Prices
- Not Available
- Patents
- Not Available
Properties
- State
- Solid
- Experimental Properties
Property Value Source melting point (°C) 179 U.S. Patents 3,717,655; 3,839,574. - Predicted Properties
Property Value Source Water Solubility 0.000825 mg/mL ALOGPS logP 5.23 ALOGPS logP 5.96 Chemaxon logS -5.7 ALOGPS pKa (Strongest Basic) 6.48 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 2 Chemaxon Hydrogen Donor Count 0 Chemaxon Polar Surface Area 27.05 Å2 Chemaxon Rotatable Bond Count 6 Chemaxon Refractivity 103.07 m3·mol-1 Chemaxon Polarizability 39.31 Å3 Chemaxon Number of Rings 3 Chemaxon Bioavailability 1 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule Yes Chemaxon MDDR-like Rule Yes Chemaxon - Predicted ADMET Features
- Not Available
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS Not Available LC-MS/MS Spectrum - LC-ESI-qTof , Positive LC-MS/MS Not Available MS/MS Spectrum - , positive LC-MS/MS splash10-08fr-2900100000-a923b8a33f9c5abc906e
Drug created at May 26, 2014 22:37 / Updated at June 12, 2021 10:54