Flubendazole (CHEM021209)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-25 03:14:48 UTC
Update Date2016-11-09 01:17:18 UTC
Accession NumberCHEM021209
Identification
Common NameFlubendazole
ClassSmall Molecule
DescriptionA member of the class of mebendazole in which the benzoyl group is replaced by a p-fluorobenzoyl group. A broad-spectrum anthelmintic, it is used, particularly in veterinary medicine, for the treatment of nematodal infections.
Contaminant Sources
  • STOFF IDENT Compounds
  • Suspected Compounds
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(5-(4-Fluorobenzoyl)-1H-benzimidazole-2-yl)carbamic acid methyl esterChEBI
FlubendazolChEBI
FlubendazolumChEBI
Methyl 5-(p-fluorobenzoyl)-2-benzimidazolecarbamateChEBI
Methyl N-(5-(p-fluorobenzoyl)-2-benzimidazolyl)carbamateChEBI
R 17,889ChEBI
R 17899ChEBI
(5-(4-Fluorobenzoyl)-1H-benzimidazole-2-yl)carbamate methyl esterGenerator
Methyl 5-(p-fluorobenzoyl)-2-benzimidazolecarbamic acidGenerator
Methyl N-(5-(p-fluorobenzoyl)-2-benzimidazolyl)carbamic acidGenerator
FluoromebendazoleMeSH
Methyl(5-(4-fluorobenzoyl)-1H-benzimidazol- 2-yl)carbamateMeSH
Chemical FormulaC16H12FN3O3
Average Molecular Mass313.283 g/mol
Monoisotopic Mass313.086 g/mol
CAS Registry Number31430-15-6
IUPAC NameN-[6-(4-fluorobenzoyl)-1H-1,3-benzodiazol-2-yl]methoxycarboximidic acid
Traditional Nameflubenol
SMILESCOC(O)=NC1=NC2=C(N1)C=C(C=C2)C(=O)C1=CC=C(F)C=C1
InChI IdentifierInChI=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)
InChI KeyCPEUVMUXAHMANV-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as benzophenones. These are organic compounds containing a ketone attached to two phenyl groups.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzophenones
Direct ParentBenzophenones
Alternative Parents
Substituents
  • Benzophenone
  • Aryl-phenylketone
  • Benzimidazole
  • Benzoyl
  • Aryl ketone
  • Fluorobenzene
  • Halobenzene
  • Aryl fluoride
  • Aryl halide
  • Azole
  • Heteroaromatic compound
  • Imidazole
  • Ketone
  • Azacycle
  • Carboximidic acid derivative
  • Organoheterocyclic compound
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organooxygen compound
  • Organohalogen compound
  • Organofluoride
  • Organonitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.033 g/LALOGPS
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 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity82.74 m³·mol⁻¹ChemAxon
Polarizability31.23 ųChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00di-0890000000-69159b2b2aa95c680cf6Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (TBDMS_1_2) - 70eV, PositiveNot AvailableSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-03e9-0089000000-e04b0b731533f8112b91Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-001i-0090000000-09ab37b37e752ba026bdSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-001i-0090000000-804d1ce3b933d98a1904Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-001i-0190000000-e0a6ed18cc69dc5cf84aSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-053r-0980000000-5c0aa3b4d38bcd6fb12cSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-0a59-0910000000-0a53860f33fe45815482Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-05r0-0900000000-d4077a92136d65ecbee6Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-016r-3900000000-d13998d1eb0c65b5a1b8Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-03y0-9600000000-e6777358dfecc9e23e65Spectrum
LC-MS/MSLC-MS/MS Spectrum - 45V, Negativesplash10-001i-0090000000-804d1ce3b933d98a1904Spectrum
LC-MS/MSLC-MS/MS Spectrum - 90V, Negativesplash10-0a59-0910000000-3526f67aabbcd41e74e5Spectrum
LC-MS/MSLC-MS/MS Spectrum - 75V, Negativesplash10-053r-0970000000-e176d06d5d32e14d5ce9Spectrum
LC-MS/MSLC-MS/MS Spectrum - 30V, Negativesplash10-001i-0090000000-09ab37b37e752ba026bdSpectrum
LC-MS/MSLC-MS/MS Spectrum - 15V, Negativesplash10-03e9-0089000000-5a4260d58b85a929cc21Spectrum
LC-MS/MSLC-MS/MS Spectrum - 35V, Negativesplash10-001i-0090000000-7cf7dee6693ee4cffb63Spectrum
LC-MS/MSLC-MS/MS Spectrum - 60V, Negativesplash10-001i-0090000000-03448f876b33fec5f465Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-qTof , Positivesplash10-03di-0198000000-ad357fad2b18a1b648eeSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-03di-0009000000-00378605da5e78f59845Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-01q9-0096000000-b7bc88e41f073dddd1fcSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-001i-0090000000-ec42c2f86fedbe978146Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-001i-0390000000-a5f9e7c564f9f267e4caSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-00di-0930000000-ad2caeb5e801ae6d5e75Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-001i-0092000000-2eb327cb15242360302cSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-03di-0009000000-ed0f29d23de7528633c3Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-01q9-0094000000-53b52e08055d44f10394Spectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDDB08974
HMDB IDNot Available
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkFlubendazole
Chemspider IDNot Available
ChEBI ID77095
PubChem Compound ID35802
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=20348394
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=20444026
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=21609260
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=22640491
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=22717022
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=23075539
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=23287076
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=23884106
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=24297155
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=3810656
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=538808
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=6126101
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=7101714
14. https://www.ncbi.nlm.nih.gov/pubmed/?term=7212160