CYCLOBENDAZOLE

Possibly Marketed Outside US

Details

Stereochemistry	ACHIRAL
Molecular Formula	C13H13N3O3
Molecular Weight	259.2606
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

COC(=O)NC1=NC2=CC(=CC=C2N1)C(=O)C3CC3

InChI

InChIKey=OXLKOMYHDYVIDM-UHFFFAOYSA-N

InChI=1S/C13H13N3O3/c1-19-13(18)16-12-14-9-5-4-8(6-10(9)15-12)11(17)7-2-3-7/h4-7H,2-3H2,1H3,(H2,14,15,16,18)

HIDE SMILES / InChI

Molecular Formula	C13H13N3O3
Molecular Weight	259.2606
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/15463317 | https://www.ncbi.nlm.nih.gov/pubmed/369076 | https://link.springer.com/referenceworkentry/10.1007%2F978-3-642-27769-6_1960-2

Cyclobendazole, a benzimidazole derivative, is an anthelmintic drug. It is a microtubule synthesis inhibitor.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
microtubule polymerization 21 Target ID: GO:0046785 Sources: https://link.springer.com/referenceworkentry/10.1007%2F978-3-642-27769-6_1960-2 \| https://www.ncbi.nlm.nih.gov/pubmed/7811023 \| http://togodb.biosciencedbc.jp/togodb/show/kegg_medicus_drug_en/D03623	Inhibitor 8504

Conditions

Condition	Modality	Targets	Highest Phase	Product
Helminthiasis 39 Sources: https://www.ncbi.nlm.nih.gov/pubmed/493246 https://www.ncbi.nlm.nih.gov/pubmed/369076 https://www.ncbi.nlm.nih.gov/pubmed/705298	Curative		Approved 8583	Ciclobendazole Approved Use Anthelmintic

Doses

Dose	Population	Adverse events
1200 mg single, oral Highest studied dose Dose: 1200 mg Route: oral Route: single Dose: 1200 mg Sources: https://pubmed.ncbi.nlm.nih.gov/369076/	unhealthy, UNKNOWN Health Status: unhealthy Age Group: UNKNOWN Sex: unknown Food Status: UNKNOWN Sources: https://pubmed.ncbi.nlm.nih.gov/369076/	Other AEs: Vomiting, Diarrhoea... Other AEs: Vomiting Diarrhoea Sources: https://pubmed.ncbi.nlm.nih.gov/369076/

AEs

AE	Significance	Dose	Population
Diarrhoea		1200 mg single, oral Highest studied dose Dose: 1200 mg Route: oral Route: single Dose: 1200 mg Sources: https://pubmed.ncbi.nlm.nih.gov/369076/	unhealthy, UNKNOWN Health Status: unhealthy Age Group: UNKNOWN Sex: unknown Food Status: UNKNOWN Sources: https://pubmed.ncbi.nlm.nih.gov/369076/
Vomiting		1200 mg single, oral Highest studied dose Dose: 1200 mg Route: oral Route: single Dose: 1200 mg Sources: https://pubmed.ncbi.nlm.nih.gov/369076/	unhealthy, UNKNOWN Health Status: unhealthy Age Group: UNKNOWN Sex: unknown Food Status: UNKNOWN Sources: https://pubmed.ncbi.nlm.nih.gov/369076/

PubMed

Title	Date	PubMed
In vitro susceptibilities of the AIDS-associated microsporidian Encephalitozoon intestinalis to albendazole, its sulfoxide metabolite, and 12 additional benzimidazole derivatives.	1997-12	9420047
Comparative trial on the therapeutic effectiveness of the new anthelmintic drug: ciclobendazole.	1978-12	369076

Patents

Sample Use Guides

In Vivo Use Guide

Oxyuriasis treatment: 50 children were treated twice with 100 mg of cyclobendazole each, at a weekly interval

Route of Administration: Oral

In Vitro Use Guide

Cyclobendazole inhibited G. lamblia growth with IC50 0.047 ug/ml.

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:24:31 GMT 2025` Edited by `admin` on `Mon Mar 31 18:24:31 GMT 2025`
Record UNII	JF3KQ40J31
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

CICLOBENDAZOLE

Preferred Name

English

CYCLOBENDAZOLE

Official Name

English

CYCLOBENDAZOLE [USAN]

Common Name

English

CARBAMIC ACID, (5-(CYCLOPROPYLCARBONYL)-1H-BENZIMIDAZOL-2-YL)-, METHYL ESTER

Common Name

English

ciclobendazole [INN]

Common Name

English

NSC-335307

Code

English

CICLOBENDAZOLE [MART.]

Common Name

English

Methyl 5-(cyclopropylcarbonyl)-2-benzimidazolecarbamate

Common Name

English

R-17147

Code

English

R 17,147

Code

English

CYCLOBENDAZOLE [MI]

Common Name

English

Ciclobendazole [WHO-DD]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C250