Identification

Generic Name
Flubendazole
DrugBank Accession Number
DB08974
Background

Flubendazole is an anthelmintic that is used to treat worm infection in humans. It is available OTC in Europe.

Type
Small Molecule
Groups
Experimental, Withdrawn
Structure
Weight
Average: 313.2832
Monoisotopic: 313.08626947
Chemical Formula
C16H12FN3O3
Synonyms
  • (5-(4-fluorobenzoyl)-1H-benzimidazole-2-yl)carbamic acid methyl ester
  • Flubendazol
  • Flubendazole
  • Flubendazolum
  • methyl 5-(p-fluorobenzoyl)-2-benzimidazolecarbamate
External IDs
  • R 17,889
  • R-17,889

Pharmacology

Indication

Not Available

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Associated Conditions
Contraindications & Blackbox Warnings
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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
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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.
DrugInteraction
MethotrexateThe excretion of Methotrexate can be decreased when combined with Flubendazole.
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Food Interactions
Not Available

Products

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International/Other Brands
Flubenol / Flumoxal
Over the Counter Products
NameDosageStrengthRouteLabellerMarketing StartMarketing EndRegionImage
ZelcomTablet500 mg/1OralOASIS TRADING2018-11-15Not applicableUS flag
Unapproved/Other Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing EndRegionImage
ZelcomFlubendazole (500 mg/1)TabletOralOASIS TRADING2018-11-15Not applicableUS flag

Categories

ATC Codes
P02CA05 — Flubendazole
Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as benzophenones. These are organic compounds containing a ketone attached to two phenyl groups.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Benzophenones
Direct Parent
Benzophenones
Alternative Parents
Aryl-phenylketones / Benzimidazoles / Benzoyl derivatives / Fluorobenzenes / Aryl fluorides / Imidazoles / Heteroaromatic compounds / Propargyl-type 1,3-dipolar organic compounds / Carboximidic acids and derivatives / Azacyclic compounds
show 5 more
Substituents
Aromatic heteropolycyclic compound / Aryl fluoride / Aryl halide / Aryl ketone / Aryl-phenylketone / Azacycle / Azole / Benzimidazole / Benzophenone / Benzoyl
show 18 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
organofluorine compound, carbamate ester, aromatic ketone, benzimidazoles (CHEBI:77095)
Affected organisms
Not Available

Chemical Identifiers

UNII
R8M46911LR
CAS number
31430-15-6
InChI Key
CPEUVMUXAHMANV-UHFFFAOYSA-N
InChI
InChI=1S/C16H12FN3O3/c1-23-16(22)20-15-18-12-7-4-10(8-13(12)19-15)14(21)9-2-5-11(17)6-3-9/h2-8H,1H3,(H2,18,19,20,22)
IUPAC Name
methyl N-[5-(4-fluorobenzoyl)-1H-1,3-benzodiazol-2-yl]carbamate
SMILES
COC(=O)NC1=NC2=C(N1)C=CC(=C2)C(=O)C1=CC=C(F)C=C1

References

Synthesis Reference

U.S. Patent 3,657,267.

General References
Not Available
KEGG Drug
D04200
PubChem Compound
35802
PubChem Substance
310264937
ChemSpider
32932
RxNav
25096
ChEBI
77095
ChEMBL
CHEMBL1454946
ZINC
ZINC000003830847
Wikipedia
Flubendazole

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
FormRouteStrength
SuspensionOral0.2 g
SuspensionOral2 g
TabletOral100 mg
TabletOral300 mg
TabletOral500 mg
SuspensionOral2000 mg
Capsule, coatedOral300 mg
TabletOral500 mg/1
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
PropertyValueSource
melting point (°C)> 260U.S. Patent 3,657,267.
Predicted Properties
PropertyValueSource
Water Solubility0.0288 mg/mLALOGPS
logP2.87ALOGPS
logP3.4ChemAxon
logS-4ALOGPS
pKa (Strongest Acidic)9.17ChemAxon
pKa (Strongest Basic)3.42ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area84.08 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity81.72 m3·mol-1ChemAxon
Polarizability31.16 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET Features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available
LC-MS/MS Spectrum - LC-ESI-qTof , PositiveLC-MS/MSNot Available
LC-MS/MS Spectrum - LC-ESI-QFT , negativeLC-MS/MSsplash10-03e9-0089000000-e04b0b731533f8112b91
LC-MS/MS Spectrum - LC-ESI-QFT , negativeLC-MS/MSsplash10-001i-0090000000-09ab37b37e752ba026bd
LC-MS/MS Spectrum - LC-ESI-QFT , negativeLC-MS/MSsplash10-001i-0090000000-804d1ce3b933d98a1904
LC-MS/MS Spectrum - LC-ESI-QFT , negativeLC-MS/MSsplash10-001i-0190000000-e0a6ed18cc69dc5cf84a
LC-MS/MS Spectrum - LC-ESI-QFT , negativeLC-MS/MSsplash10-053r-0980000000-5c0aa3b4d38bcd6fb12c
LC-MS/MS Spectrum - LC-ESI-QFT , negativeLC-MS/MSsplash10-0a59-0910000000-0a53860f33fe45815482
LC-MS/MS Spectrum - LC-ESI-QFT , negativeLC-MS/MSsplash10-05r0-0900000000-d4077a92136d65ecbee6
LC-MS/MS Spectrum - LC-ESI-QFT , negativeLC-MS/MSsplash10-016r-3900000000-d13998d1eb0c65b5a1b8
LC-MS/MS Spectrum - LC-ESI-QFT , negativeLC-MS/MSsplash10-03y0-9600000000-e6777358dfecc9e23e65
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-03di-0009000000-00378605da5e78f59845
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-01q9-0096000000-b7bc88e41f073dddd1fc
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-001i-0090000000-ec42c2f86fedbe978146
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-001i-0390000000-a5f9e7c564f9f267e4ca
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-00di-0930000000-ad2caeb5e801ae6d5e75
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-001i-0092000000-2eb327cb15242360302c
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-03di-0009000000-ed0f29d23de7528633c3
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-01q9-0094000000-53b52e08055d44f10394
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-001i-0090000000-312b44aac443f8566f31
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-0089-0980000000-5fcff415c412282cfe60
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-00di-0910000000-7c691c36f94573a8c169
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-00di-1900000000-cafd43085d16dddb01af
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-00fr-4900000000-a1c4ed5a045f5adaf9ec
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-00b9-9400000000-ce35e55064487202d440
LC-MS/MS Spectrum - LC-ESI-QFT , positiveLC-MS/MSsplash10-004i-9100000000-fea2d4c7c1e24281e607
MS/MS Spectrum - , positiveLC-MS/MSsplash10-001i-1495000000-aa397d2a67cb9ea6bd78
MS/MS Spectrum - , positiveLC-MS/MSsplash10-03di-0198000000-ad357fad2b18a1b648ee

Drug created at June 09, 2014 20:19 / Updated at February 21, 2021 18:52