Basic information
- CAS
119006-77-8- Standard SMILES
Fc1ccc(C(c2ccccc2)(c2ccccc2F)n2ccnc2)cc1- InChIKey
QHMWCHQXCUNUAK-UHFFFAOYSA-N- Molecular formula
- C22H16F2N2
- Average molar mass
- 346.4 g/mol
- Monoisotopic mass
- 346.12815484
Overview
Flutrimazole is an imidazole antifungal agent that is imidazole in which the hydrogen attached to the nitrogen is replaced by a 2,4'-difluorotrityl group. A topical antifungal agent which displays potent broad-spectrum in vitro activity against dermatophytes, filamentous fungi and yeasts. It has a role as an EC 1.14.13.70 (sterol 14alpha-demethylase) inhibitor. It is a member of imidazoles, a member of monofluorobenzenes and an imidazole antifungal drug.
Names & identifiers
- Preferred name
- Flutrimazole
- IUPAC
- 1-[(2-fluorophenyl)-(4-fluorophenyl)-phenylmethyl]imidazole
- English name
- Flutrimazole
- Molecular formula
- C22H16F2N2
- Molecular weight
- 346.37
Names & synonyms
flutrimazole119006-77-8FlutrimazolUR-4056Flutrimazolum1-[(2-fluorophenyl)(4-fluorophenyl)phenylmethyl]-1H-imidazole1-((2-Fluorophenyl)(4-fluorophenyl)phenylmethyl)-1H-imidazole1-(o-Fluoro-alpha-(p-fluorophenyl)-alpha-phenylbenzyl)imidazole776S0UP252CHEBI:82864DTXSID30869622RefChem:141078
Show more names
MicetalFLUTRIMAZOLCFlutrimazole CRSC13868000 FlutrimazoleFlutrimazole And Intermediates1-((2-fluorophenyl)(4-fluorophenyl)phenylmethyl)-1h-imidazol1-[(2-fluorophenyl)-(4-fluorophenyl)phenylmethyl]-1h-imidazole
D01AC16DTXCID10817580G01AF181-[(2-fluorophenyl)-(4-fluorophenyl)-phenylmethyl]imidazole1-[(2-Fluorophenyl)(4-fluorophenyl)(phenyl)methyl]imidazoleFlutrimazole [INN]MFCD008655911-((2-Fluorophenyl)(4-fluorophenyl)(phenyl)methyl)-1H-imidazole
Database identifiers
- CAS
119006-77-8
Properties
Computed structural properties
- XLogP
- 4.6
- Topological polar surface area
- 17.8 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 4
- Heavy atoms
- 26
- Formal charge
- 0
- Complexity
- 445
Experimental & physicochemical properties
DrugsPharmaceuticals -> Dermatologicals -> Antifungals for dermatological use
Physicochemical properties
- Melting point
- 161 · 161-166℃
- Boiling point
- 457.1 · 457.1±40.0 °C(Predicted)
- Density
- 1.15 · 1.15±0.1 g/cm3(Predicted)
- storage temp.
- -20 °C · -20°C Freezer
- solubility
- Practically insoluble in water, freely soluble in tetrahydrofuran, soluble in methanol.
- pka
- 6.03 · 6.03±0.34(Predicted)
- form
- Solid
- color
- White to Pale Yellow
- Major Application
- pharmaceutical (small molecule)
- InChI
- InChI=1S/C22H16F2N2/c23-19-12-10-18(11-13-19)22(26-15-14-25-16-26,17-6-2-1-3-7-17)20-8-4-5-9-21(20)24/h1-16H
- InChIKey
- QHMWCHQXCUNUAK-UHFFFAOYSA-N
- SMILES
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Hazard information
Hazard Classes and CategoriesAcute Tox. 4 (100%)
Safety data
- hs_code
- 2933299090
- Toxicity
- LD50 in male, female mice, male, female rats (mg/kg): >1000, >1000, 808, 1214 orally; >2000, >2000, 1079, 1446 i.p. (Vericat)
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Hazard statements
- H315-H302-H335-H319
- Precautionary statements
- P264-P280-P305+P351+P338-P337+P313P-P264-P270-P301+P312-P330-P501-P264-P280-P302+P352-P321-P332+P313-P362
Chemistry & industry
Pharmacology
ATC Code
G - Genito urinary system and sex hormones
D - Dermatologicals
QD - Dermatologicals
QG - Genito urinary system and sex hormones
PharmacodynamicsFlutrimazole works against dermatophytes, filamentous fungi and yeasts.
Mechanism of ActionFlutrimazole inhibits lanosterol 14 alpha-demethylase and ergosterol biosynthesis.
MeSH Pharmacological ClassificationSubstances that destroy fungi by suppressing their ability to grow or reproduce. They differ from FUNGICIDES, INDUSTRIAL because they defend against fungi present in human or animal tissues.
Applications
DescriptionFlutrimazole, a novel imidazole antifungal launched in Spain, is indicated for mycosis of the skin. Flutrimazole displays potent broad-spectrum of activity against dematophytes, filamentous fungi and yeasts, saprophytic and pathogenic to animals and humans. Similar to other imidazole and triazole antifungals, flutrimazole exerts its biological function through inhibition of fungal lanosterol 14a-demethylase. Excellent local and systemic tolerance of flutrimazole in patients has been reported.
UsesFlutrimazole is a new imidazole antifungal agent with anti-inflammatory properties as well.
Suppliers78 total
艾吉析科技（上海）有限公司17717235263 · [email protected]
BAYNOE CHEM CO.,LTD+86-21-34783353 +8615000719740 · [email protected]
河南赢创生物科技有限公司16650615803 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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