Flubendazole

Identification

Name
Flubendazole
Accession Number
DB08974
Type
Small Molecule
Groups
Experimental, Withdrawn
Description

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

Structure
Thumb
Synonyms
Not Available
External IDs
R 17,889 / R-17,889
Categories
UNII
R8M46911LR
CAS number
31430-15-6
Weight
Average: 313.2832
Monoisotopic: 313.08626947
Chemical Formula
C16H12FN3O3
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
N-[6-(4-fluorobenzoyl)-1H-1,3-benzodiazol-2-yl]methoxycarboximidic acid
SMILES
COC(O)=NC1=NC2=C(N1)C=C(C=C2)C(=O)C1=CC=C(F)C=C1

Pharmacology

Indication
Not Available
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
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
DrugInteraction
AmodiaquineThe serum concentration of Flubendazole can be decreased when it is combined with Amodiaquine.
PrimaquineThe serum concentration of Flubendazole can be decreased when it is combined with Primaquine.
TafenoquineThe serum concentration of Flubendazole can be decreased when it is combined with Tafenoquine.
Food Interactions
Not Available

References

Synthesis Reference

U.S. Patent 3,657,267.

General References
Not Available
External Links
PubChem Compound
35802
PubChem Substance
310264937
ChemSpider
32932
ChEBI
77095
ChEMBL
CHEMBL1454946
Wikipedia
Flubendazole
ATC Codes
P02CA05 — Flubendazole

Clinical Trials

Clinical Trials
Not Available

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
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 Solubility0.0334 mg/mLALOGPS
logP2.51ALOGPS
logP4.1ChemAxon
logS-4ALOGPS
pKa (Strongest Acidic)7.08ChemAxon
pKa (Strongest Basic)1.92ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area87.57 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity82.74 m3·mol-1ChemAxon
Polarizability31.23 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

Taxonomy

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
Benzophenone / Aryl-phenylketone / Benzimidazole / Benzoyl / Aryl ketone / Fluorobenzene / Halobenzene / Aryl fluoride / Aryl halide / Azole
show 18 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
organofluorine compound, carbamate ester, aromatic ketone, benzimidazoles (CHEBI:77095)

Drug created on June 09, 2014 14:19 / Updated on October 01, 2018 14:44