NAV

Cambendazole

This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.

Identification

Generic Name
Cambendazole
DrugBank Accession Number
DB11380
Background

Not Available

Type
Small Molecule
Groups
Experimental, Vet approved
Structure
3D
Similar Structures
Weight
Average: 302.35
Monoisotopic: 302.083746881
Chemical Formula
C14H14N4O2S
Synonyms
  • Cambendazol
  • Cambendazole
  • Cambendazolum

Pharmacology

Indication

Not Available

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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.
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MethotrexateThe excretion of Methotrexate can be decreased when combined with Cambendazole.
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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
Benzenoids / Thiazoles / Imidazoles / Heteroaromatic compounds / Propargyl-type 1,3-dipolar organic compounds / Carboximidic acids and derivatives / Azacyclic compounds / Organopnictogen compounds / Organooxygen compounds / Organonitrogen compounds
show 1 more
Substituents
Aromatic heteropolycyclic compound / Azacycle / Azole / Benzenoid / Benzimidazole / Carboximidic acid derivative / Heteroaromatic compound / Hydrocarbon derivative / Imidazole / Organic 1,3-dipolar compound
show 7 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
079X63S3DU
CAS number
26097-80-3
InChI Key
QZWHWHNCPFEXLL-UHFFFAOYSA-N
InChI
InChI=1S/C14H14N4O2S/c1-8(2)20-14(19)16-9-3-4-10-11(5-9)18-13(17-10)12-6-21-7-15-12/h3-8H,1-2H3,(H,16,19)(H,17,18)
IUPAC Name
propan-2-yl N-[2-(1,3-thiazol-4-yl)-1H-1,3-benzodiazol-5-yl]carbamate
SMILES
CC(C)OC(=O)NC1=CC2=C(NC(=N2)C2=CSC=N2)C=C1

References

General References
  1. VandenHeuvel WJ, Wolf DE, Arison BH, Buhs RP, Carlin JR, Ellsworth RL, Jacob TA, Koniuszy FR, Smith JL, Trenner NR, Walker RW, Wolf FJ: Urinary metabolites of cambendazole. J Agric Food Chem. 1978 Nov-Dec;26(6):1357-64. [Article]
  2. Hogg RA: Death after cambendazole dosing. Vet Rec. 1978 Nov 18;103(21):477. [Article]
  3. Main DC, Vass DE: Cambendazole toxicity in calves. Aust Vet J. 1980 May;56(5):237-8. [Article]
  4. Rosegay A: 4-Thio derivatives of cambendazole. Drug Metab Dispos. 1980 May-Jun;8(3):136-8. [Article]
  5. Baker NF, Walters GT: Anthelmintic efficacy of cambendazole in cattle. Am J Vet Res. 1971 Jan;32(1):29-33. [Article]
  6. Baer JE, Jacob TA, Wolf FJ: Cambendazole and nondrug macromolecules in tissue residues. J Toxicol Environ Health. 1977 Mar;2(4):895-903. [Article]
  7. Cook RW: Cambendazole paste as an anthelmintic in horses. Vet Med Small Anim Clin. 1975 Dec;70(12):1451-3. [Article]
  8. Cairns GC, Holmden JH: The anthelmintic efficacy of cambendazole in horses. N Z Vet J. 1977 Jan-Feb;25(1-2):35-7. [Article]
  9. Amann RP, Bowen JM, Pickett BW, Berndtson WE, Stashak RS, Voss JL: Reproductive function in stallions treated with cambendazole. J Am Vet Med Assoc. 1977 Apr 1;170(7):730-2. [Article]
  10. Nekipelova RA, Papikhina KM, Gordeev IuS, Aryngazin S: [Effectiveness of cambendazole against intestinal nematodes]. Veterinariia. 1979 Sep;(9):45-6. [Article]
KEGG Drug
D03340
ChemSpider
30767
RxNav
1951
ChEMBL
CHEMBL290578
ZINC
ZINC000005424098

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

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
PropertyValueSource
Water Solubility0.0211 mg/mLALOGPS
logP3.06ALOGPS
logP2.96Chemaxon
logS-4.2ALOGPS
pKa (Strongest Acidic)10.21Chemaxon
pKa (Strongest Basic)3.93Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area79.9 Å2Chemaxon
Rotatable Bond Count4Chemaxon
Refractivity90.56 m3·mol-1Chemaxon
Polarizability32.31 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

Drug created at February 25, 2016 18:17 / Updated at February 21, 2021 18:53