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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:45:37 UTC
Update Date2019-07-23 06:09:34 UTC
HMDB IDHMDB0031812
Secondary Accession Numbers
  • HMDB31812
Metabolite Identification
Common NameOxfendazole
DescriptionOxfendazole, also known as synanthic or OFDZ, belongs to the class of organic compounds known as benzimidazoles. These are organic compounds containing a benzene ring fused to an imidazole ring (five member ring containing a nitrogen atom, 4 carbon atoms, and two double bonds). Oxfendazole is a strong basic compound (based on its pKa).
Structure
Data?1563862174
Synonyms
ValueSource
(5-(Phenylsulfinyl)-1H-benzimidazol-2-yl)carbamic acid methyl esterChEBI
5-(Phenylsulfinyl)-2-benzimidazolecarbamic acid methyl esterChEBI
5-Phenylsulfinyl-2-carbomethoxyaminobenzimidazoleChEBI
Fenbendazole S-oxideChEBI
Fenbendazole sulfoxideChEBI
OFDZChEBI
SynanthicKegg
(5-(Phenylsulfinyl)-1H-benzimidazol-2-yl)carbamate methyl esterGenerator
(5-(Phenylsulphinyl)-1H-benzimidazol-2-yl)carbamate methyl esterGenerator
(5-(Phenylsulphinyl)-1H-benzimidazol-2-yl)carbamic acid methyl esterGenerator
5-(Phenylsulfinyl)-2-benzimidazolecarbamate methyl esterGenerator
5-(Phenylsulphinyl)-2-benzimidazolecarbamate methyl esterGenerator
5-(Phenylsulphinyl)-2-benzimidazolecarbamic acid methyl esterGenerator
5-Phenylsulphinyl-2-carbomethoxyaminobenzimidazoleGenerator
Fenbendazole sulphoxideGenerator
BenzelminHMDB
Methyl (5-phenylsulfinyl)-1H-benzimidazol-2-yl carbamateHMDB
Methyl 5(6)-phenylsulfinyl-2-benzimidazolecarbamateHMDB
Methyl 5-(phenylsulfinyl)-2-benzimidazolecarbamateHMDB
Methyl 5-(phenylsulfinyl)-benzimidazol-2-carbamateHMDB
Methyl [5-(phenylsulfinyl)-1H-benzimidazol-2-yl]carbamateHMDB
Methyl [5-(phenylsulfinyl)-1H-benzimidazol-2-yl]carbamate, 9ciHMDB
NanthicHMDB
OxfendazolHMDB
OxfendazolumHMDB
RepidoseHMDB
RS 8858HMDB
Synanthic (veterinary)HMDB
SystamexHMDB
SystemaxHMDB
FBZ-SOMeSH
Oxfendazole monohydrochlorideMeSH
Chemical FormulaC15H13N3O3S
Average Molecular Weight315.347
Monoisotopic Molecular Weight315.067761987
IUPAC Namemethyl N-[5-(benzenesulfinyl)-1H-1,3-benzodiazol-2-yl]carbamate
Traditional Nameoxfendazole
CAS Registry Number53716-50-0
SMILES
COC(=O)NC1=NC2=CC(=CC=C2N1)S(=O)C1=CC=CC=C1
InChI Identifier
InChI=1S/C15H13N3O3S/c1-21-15(19)18-14-16-12-8-7-11(9-13(12)17-14)22(20)10-5-3-2-4-6-10/h2-9H,1H3,(H2,16,17,18,19)
InChI KeyBEZZFPOZAYTVHN-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as benzimidazoles. These are organic compounds containing a benzene ring fused to an imidazole ring (five member ring containing a nitrogen atom, 4 carbon atoms, and two double bonds).
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassBenzimidazoles
Sub ClassNot Available
Direct ParentBenzimidazoles
Alternative Parents
Substituents
  • Phenyl sulfoxide
  • Benzimidazole
  • Monocyclic benzene moiety
  • Benzenoid
  • Azole
  • Imidazole
  • Heteroaromatic compound
  • Sulfoxide
  • Azacycle
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Sulfinyl compound
  • Carboximidic acid derivative
  • Organopnictogen compound
  • Organosulfur compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Disposition

Source:

Biological location:

Role

Industrial application:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point253 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.39 g/LALOGPS
logP2.16ALOGPS
logP2.62ChemAxon
logS-2.9ALOGPS
pKa (Strongest Acidic)9.26ChemAxon
pKa (Strongest Basic)3.57ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area84.08 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity84.98 m³·mol⁻¹ChemAxon
Polarizability32.4 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-056r-0691000000-9035b2a3bd038f0c5b1cSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-014i-0009000000-b75f3a06f0da46a11658Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-014i-0569000000-1ffed3cf65a96a10e68bSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-0a4l-0950000000-c9aa9d43cb60924d738aSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-0a4i-0930000000-21e6ac8aab5ac86d0492Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-0a4i-0920000000-107b63eb5ae48e71a66fSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-014s-0900000000-4e25d758cb49f67ae07eSpectrum
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-066u-2965000000-a70e1a64ce45c89ae19aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0159000000-8daa12d259117e8249a7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a59-0091000000-49724120fa7b66dc3b3dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-001i-3940000000-1d3df6978b0eacae5e5fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-06si-4295000000-5c34ca9f4d451e556c9bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-003r-3592000000-375e32dae9d8734826d0Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-1910000000-6d05c8ed2b771d3fed14Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB11446
Phenol Explorer Compound IDNot Available
FooDB IDFDB008486
KNApSAcK IDNot Available
Chemspider ID37316
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkOxfendazole
METLIN IDNot Available
PubChem Compound40854
PDB IDNot Available
ChEBI ID35812
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB ID
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .