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Details

Stereochemistry ACHIRAL
Molecular Formula C14H14N4O2S
Molecular Weight 302.3532
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CAMBENDAZOLE

SMILES

CC(C)OC(=Nc1ccc2c(c1)[nH]c(-c3cscn3)n2)O

InChI

InChIKey=QZWHWHNCPFEXLL-UHFFFAOYSA-N
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)

HIDE SMILES / InChI
Cambendazole is a veterinary anti-parasitic drug, which was approved by FDA for the treatment of worm infections in horses. The mode of action of cambendazole is the inhibition of glucose uptake, fumarate reductase and phosphoenolpyruvate carboxykinase. Due to its mechanism of action, cambendazole causes the paralysis of parasites.

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
CAMVET

Approved Use

It is used in horses for the control of large strongyles (Strongylus vulgaris, S. edentatus, S. equinus); small strongyles (Trichonema, Poteriostomum, Cylicobrachytus, Craterostomum, Oesophagodontus); roundworms (Parascaris); pinworms (Oxyuris); and threadworms (Strongyloides).
PubMed

PubMed

TitleDatePubMed
In vitro susceptibilities of the AIDS-associated microsporidian Encephalitozoon intestinalis to albendazole, its sulfoxide metabolite, and 12 additional benzimidazole derivatives.
1997 Dec
[Strongyloidosis. Part IX. Treatment].
2002
Parasexual genetics of Dictyostelium gene disruptions: identification of a ras pathway using diploids.
2003 Jul 10
Population-S benzimidazole- and tetrahydropyrimidine-resistant small strongyles in a pony herd in Kentucky (1977-1999): effects of anthelmintic treatment on the parasites as determined in critical tests.
2003 Nov
Comparison of multivariate calibration methods to determine simultaneously mebendazole-cambendazole and mebendazole-thiabendazole in pharmaceutical preparations by UV-visible spectrophotometry.
2003 Nov 24
The Hymenolepis diminuta-golden hamster (Mesocricetus auratus) model for the evaluation of gastrointestinal anticestode activity.
2004 Aug
A new environmentally resistant cell type from Dictyostelium.
2007 Feb
Replacement of the essential Dictyostelium Arp2 gene by its Entamoeba homologue using parasexual genetics.
2007 Jun 6
Strongyloides ratti: in vitro and in vivo activity of tribendimidine.
2008 Jan 23
Lagochilascariasis leading to severe involvement of ocular globes, ears and meninges.
2008 Nov-Dec

Sample Use Guides

It is administered by stomach tube or as a drench at a dose of 0.9 gram of cambendazole per 100 pounds of body weight (20 milligrams per kilogram).
Route of Administration: Oral
Thirty-two small watch glasses were each set up with 100 ug aliquots of feces containing eggs of S.ratti. To each of these was added 400 uL PBS containing either no drug or 200 ug of cambendazole giving a final concentration of 400 ug drug/ml. There was a 52% reduction in the numbers of first-stage larvae in feces incubated with cambendazole for seven hours. After 24 hours incubation with drug (48 hours after feces were moistened) no viable infective larvae were seen in feces.
Name Type Language
CAMBENDAZOLE
GREEN BOOK   INN   MART.   MI   USAN   WHO-DD  
INN   USAN  
Official Name English
CAMBENDAZOLE [MART.]
Common Name English
CAMBENDAZOLE [GREEN BOOK]
Common Name English
CAMVET
Brand Name English
CARBAMIC ACID, (2-(4-THIAZOLYL)-1H-BENZIMIDAZOL-5-YL)-, 1-METHYLETHYL ESTER
Common Name English
CAMBENDAZOLE [USAN]
Common Name English
ISOPROPYL 2-(4-TRIAZOLYL)-5-BENZIMIDAZOLECARBAMATE
Common Name English
CAMBENDAZOLE [MI]
Common Name English
CAMBENDAZOLE [WHO-DD]
Common Name English
NSC-377071
Code English
CAMDAN
Brand Name English
CAMBENDAZOLE [INN]
Common Name English
Classification Tree Code System Code
CFR 21 CFR 520.284B
Created by admin on Sat Jun 26 04:28:26 UTC 2021 , Edited by admin on Sat Jun 26 04:28:26 UTC 2021
NCI_THESAURUS C250
Created by admin on Sat Jun 26 04:28:26 UTC 2021 , Edited by admin on Sat Jun 26 04:28:26 UTC 2021
CFR 21 CFR 520.284A
Created by admin on Sat Jun 26 04:28:26 UTC 2021 , Edited by admin on Sat Jun 26 04:28:26 UTC 2021
WHO-VATC QP52AC08
Created by admin on Sat Jun 26 04:28:26 UTC 2021 , Edited by admin on Sat Jun 26 04:28:26 UTC 2021
CFR 21 CFR 520.284C
Created by admin on Sat Jun 26 04:28:26 UTC 2021 , Edited by admin on Sat Jun 26 04:28:26 UTC 2021
CFR 21 CFR 520.284
Created by admin on Sat Jun 26 04:28:26 UTC 2021 , Edited by admin on Sat Jun 26 04:28:26 UTC 2021
Code System Code Type Description
ChEMBL
CHEMBL290578
Created by admin on Sat Jun 26 04:28:26 UTC 2021 , Edited by admin on Sat Jun 26 04:28:26 UTC 2021
PRIMARY
EPA CompTox
26097-80-3
Created by admin on Sat Jun 26 04:28:26 UTC 2021 , Edited by admin on Sat Jun 26 04:28:26 UTC 2021
PRIMARY
MESH
D002159
Created by admin on Sat Jun 26 04:28:26 UTC 2021 , Edited by admin on Sat Jun 26 04:28:26 UTC 2021
PRIMARY
DRUG BANK
DB11380
Created by admin on Sat Jun 26 04:28:26 UTC 2021 , Edited by admin on Sat Jun 26 04:28:26 UTC 2021
PRIMARY
FDA UNII
079X63S3DU
Created by admin on Sat Jun 26 04:28:26 UTC 2021 , Edited by admin on Sat Jun 26 04:28:26 UTC 2021
PRIMARY
INN
2931
Created by admin on Sat Jun 26 04:28:26 UTC 2021 , Edited by admin on Sat Jun 26 04:28:26 UTC 2021
PRIMARY
ECHA (EC/EINECS)
247-459-5
Created by admin on Sat Jun 26 04:28:26 UTC 2021 , Edited by admin on Sat Jun 26 04:28:26 UTC 2021
PRIMARY
CAS
26097-80-3
Created by admin on Sat Jun 26 04:28:26 UTC 2021 , Edited by admin on Sat Jun 26 04:28:26 UTC 2021
PRIMARY
NCI_THESAURUS
C75212
Created by admin on Sat Jun 26 04:28:26 UTC 2021 , Edited by admin on Sat Jun 26 04:28:26 UTC 2021
PRIMARY
RXCUI
1951
Created by admin on Sat Jun 26 04:28:26 UTC 2021 , Edited by admin on Sat Jun 26 04:28:26 UTC 2021
PRIMARY RxNorm
EVMPD
SUB06062MIG
Created by admin on Sat Jun 26 04:28:26 UTC 2021 , Edited by admin on Sat Jun 26 04:28:26 UTC 2021
PRIMARY
MERCK INDEX
M2998
Created by admin on Sat Jun 26 04:28:26 UTC 2021 , Edited by admin on Sat Jun 26 04:28:26 UTC 2021
PRIMARY Merck Index
PUBCHEM
33309
Created by admin on Sat Jun 26 04:28:26 UTC 2021 , Edited by admin on Sat Jun 26 04:28:26 UTC 2021
PRIMARY