Oxfendazole
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This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.
Explore a selection of our essential drug information below, or:
Identification
- Generic Name
- Oxfendazole
- DrugBank Accession Number
- DB11446
- Background
Oxfendazole is a sulfoxide metabolite of fenbendazole. This benzimidazole antihelminthic protects livestock from roundworm. strongyles, and pinworn.
- Type
- Small Molecule
- Groups
- Investigational, Vet approved
- Structure
- Weight
- Average: 315.347
Monoisotopic: 315.067761987 - Chemical Formula
- C15H13N3O3S
- Synonyms
- (5-(phenylsulfinyl)-1H-benzimidazol-2-yl)carbamic acid methyl ester
- 5-(phenylsulfinyl)-2-benzimidazolecarbamic acid methyl ester
- 5-phenylsulfinyl-2-carbomethoxyaminobenzimidazole
- Fenbendazole S-oxide
- Fenbendazole sulfoxide
- Fenbendazole sulphoxide
- OFDZ
- Oxfendazole
- External IDs
- RS-8858
Pharmacology
- Indication
Not Available
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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
- Improve decision support & research outcomesWith structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!Improve decision support & research outcomes with our structured adverse effects data.
- 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.
Drug Interaction Integrate drug-drug
interactions in your softwareMethotrexate The excretion of Methotrexate can be decreased when combined with Oxfendazole. - Food Interactions
- Not Available
Categories
- Drug Categories
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound 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).
- Kingdom
- Organic compounds
- Super Class
- Organoheterocyclic compounds
- Class
- Benzimidazoles
- Sub Class
- Not Available
- Direct Parent
- Benzimidazoles
- Alternative Parents
- Phenyl sulfoxides / Imidazoles / Heteroaromatic compounds / Sulfoxides / Sulfinyl compounds / Propargyl-type 1,3-dipolar organic compounds / Carboximidic acids and derivatives / Azacyclic compounds / Organopnictogen compounds / Organooxygen compounds show 3 more
- Substituents
- Aromatic heteropolycyclic compound / Azacycle / Azole / Benzenoid / Benzimidazole / Carboximidic acid derivative / Heteroaromatic compound / Hydrocarbon derivative / Imidazole / Monocyclic benzene moiety show 12 more
- Molecular Framework
- Aromatic heteropolycyclic compounds
- External Descriptors
- carbamate ester, sulfoxide, benzimidazoles (CHEBI:35812)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- OMP2H17F9E
- CAS number
- 53716-50-0
- InChI Key
- BEZZFPOZAYTVHN-UHFFFAOYSA-N
- InChI
- 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)
- IUPAC Name
- methyl N-[5-(benzenesulfinyl)-1H-1,3-benzodiazol-2-yl]carbamate
- SMILES
- COC(=O)NC1=NC2=CC(=CC=C2N1)S(=O)C1=CC=CC=C1
References
- General References
- Guinan JJ: Oxfendazole treatment of horses. Aust Vet J. 1983 Jun;60(6):193-4. [Article]
- Rowlands DT, Shepherd MT, Collins KR: The oxfendazole pulse release bolus. J Vet Pharmacol Ther. 1988 Dec;11(4):405-8. [Article]
- Middelberg A, McKenna PB: Oxfendazole resistance in Nematodirus spathiger. N Z Vet J. 1983 May;31(5):65-6. [Article]
- Jones PG: Oxfendazole and ivermectin in calves. Vet Rec. 1988 Feb 6;122(6):143-4. [Article]
- Marriner SE, Bogan JA: Pharmacokinetics of oxfendazole in sheep. Am J Vet Res. 1981 Jul;42(7):1143-5. [Article]
- Kingsbury PA, Rowlands DT, Reid JF: Anthelmintic activity of oxfendazole in pigs. Vet Rec. 1981 Jan 3;108(1):10-1. [Article]
- Soraci AL, Mestorino N, Errecalde JO: Some pharmacokinetic parameters of oxfendazole in sheep. Vet Res Commun. 1997 May;21(4):283-7. [Article]
- Webb RF, McCully CH: Resistance of Haemonchus contortus to oxfendazole. Aust Vet J. 1979 Jul;55(7):347-8. [Article]
- Morgan DW: Toxicity study of oxfendazole in pregnant sows. Vet Rec. 1982 Aug 21;111(8):161-3. [Article]
- Ortiz P, Terrones S, Cabrera M, Hoban C, Ceballos L, Moreno L, Canton C, Donadeu M, Lanusse C, Alvarez L: Oxfendazole flukicidal activity in pigs. Acta Trop. 2014 Aug;136:10-3. doi: 10.1016/j.actatropica.2014.03.024. Epub 2014 Apr 5. [Article]
- Yannai, Shmuel (2003). Dictionary of Food Compounds with : Additives, Flavors, and Ingredients. CRC Press LLC. [ISBN:1584884169]
- External Links
- Human Metabolome Database
- HMDB0031812
- KEGG Drug
- D05291
- ChemSpider
- 37316
- BindingDB
- 50300124
- 32634
- ChEBI
- 35812
- ChEMBL
- CHEMBL42442
- Wikipedia
- Oxfendazole
Clinical Trials
- Clinical Trials
Clinical Trial & Rare Diseases Add-on Data Package
Explore 4,000+ rare diseases, orphan drugs & condition pairs, clinical trial why stopped data, & more. Preview package Phase Status Purpose Conditions Count Start Date Why Stopped 100+ additional columns Unlock 175K+ rows when you subscribe.View sample data2 Not Yet Recruiting Treatment Fascioliasis 1 somestatus stop reason just information to hide 2 Not Yet Recruiting Treatment Trichuriasis 1 somestatus stop reason just information to hide 2 Not Yet Recruiting Treatment Trichuris Infection 1 somestatus stop reason just information to hide 2 Withdrawn Treatment Helminthiasis 1 somestatus stop reason just information to hide 2, 3 Not Yet Recruiting Treatment Brain Cysticercosis 1 somestatus stop reason just information to hide
Pharmacoeconomics
- Manufacturers
- Not Available
- Packagers
- Not Available
- Dosage Forms
- Not Available
- Prices
- Not Available
- Patents
- Not Available
Properties
- State
- Not Available
- Experimental Properties
- Not Available
- Predicted Properties
Property Value Source Water Solubility 0.387 mg/mL ALOGPS logP 2.16 ALOGPS logP 2.62 Chemaxon logS -2.9 ALOGPS pKa (Strongest Acidic) 9.26 Chemaxon pKa (Strongest Basic) 3.57 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 4 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 84.08 Å2 Chemaxon Rotatable Bond Count 4 Chemaxon Refractivity 84.98 m3·mol-1 Chemaxon Polarizability 32.4 Å3 Chemaxon Number of Rings 3 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
- Not Available
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
- Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 186.6746922 predictedDarkChem Lite v0.1.0 [M-H]- 170.12514 predictedDeepCCS 1.0 (2019) [M+H]+ 185.6688922 predictedDarkChem Lite v0.1.0 [M+H]+ 172.48314 predictedDeepCCS 1.0 (2019) [M+Na]+ 187.2092922 predictedDarkChem Lite v0.1.0 [M+Na]+ 178.95255 predictedDeepCCS 1.0 (2019)
Drug created at February 25, 2016 18:50 / Updated at February 21, 2021 18:53