OXFENDAZOLE

Details

Stereochemistry	UNKNOWN
Molecular Formula	C15H13N3O3S
Molecular Weight	315.347
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

SMILES

COC(=O)NC1=NC2=CC=C(C=C2N1)[S+]([O-])C3=CC=CC=C3

InChI

InChIKey=BEZZFPOZAYTVHN-UHFFFAOYSA-N

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)

HIDE SMILES / InChI

Molecular Formula	C15H13N3O3S
Molecular Weight	315.347
Charge	0
Count	MOL RATIO 1 MOL RATIO (average)

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

Description

Oxfendazole is a broad spectrum benzimidazole anthelmintic. Oxfendazole has broad-spectrum activity against inhibited larval stages of gastrointestinal roundworms, tapeworms, and lungworms in many animal species at doses between 4.5–10 mg/kg.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Acetylcholinesterase, Nippostrongylus brasiliensis 1	Inhibitor 8,297
Tubulin alpha chain 3	Binding Agent 1,064		266.0 nM [IC50]

Conditions

Condition	Modality	Highest Phase	Product
Helminthiasis in cattle 3	Curative	Approved 8,429	Synanthic Bovine Dewormer
Neurocysticercosis 2	Primary	Phase I 428	Unknown
Helminthiasis 39	Curative	Phase II 1,132	Unknown

PubMed

Show entries

Title	Date	PubMed
In vitro susceptibility of the opportunistic fungus Cryptococcus neoformans to anthelmintic benzimidazoles.	1994 Feb	8192471
In vitro susceptibilities of the AIDS-associated microsporidian Encephalitozoon intestinalis to albendazole, its sulfoxide metabolite, and 12 additional benzimidazole derivatives.	1997 Dec	9420047
Housing, feeding and management of calves and replacement heifers in Swedish dairy herds.	2001	11957375
Protection of pigs with cysticercosis from further infections after treatment with oxfendazole.	2001 Jul	11504400
Taenia solium oncosphere antigens induce immunity in pigs against experimental cysticercosis.	2002 Aug 30	12191899

Showing 1 to 5 of 25 entries

Previous1 2 3 4 5Next

Patents

Sample Use Guides

In Vivo Use Guide

Cattle: The recommended dose for cattle is 2.05 mg/lb (4.5 mg/kg) of body weight. Synanthic Bovine Dewormer Suspension, 22.5%, should be administered orally by accurate dose syringe at the rate of 1 mL per 110 lb (50 kg) of body weight.

Route of Administration: Oral

In Vitro Use Guide

0.1 mM oxfendazole inhibited acetylcholinesterase secretion from Nippostrongylus brasiliensis in vitro.

Substance Class	Chemical
Record UNII	OMP2H17F9E
Record Status	`Validated (UNII)`
Record Version

Show entries

Name

Type

Language

OXFENDAZOLE

Official Name

English

OXFENDAZOLE [USAN]

Common Name

English

OXFENDAZOLE [USP MONOGRAPH]

Common Name

English

oxfendazole [INN]

Common Name

English

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

Common Name

English

Showing 1 to 5 of 13 entries

Previous1 2 3Next

Show entries

Classification Tree

Code System

Code

Subpart B--Specific Tolerances for Residues of New Animal Drugs

CFR

21 CFR 556.495

PART 520 ORAL DOSAGE FORM NEW ANIMAL DRUGS

CFR

21 CFR 520.1631

Antiparasitic Agent

NCI_THESAURUS

C250

PART 520 ORAL DOSAGE FORM NEW ANIMAL DRUGS

CFR

21 CFR 520.1628

Designated

FDA ORPHAN DRUG

597217

Showing 1 to 5 of 10 entries

Previous1 2Next

Show entries

Code System

Code

Type

Description

PUBCHEM

40854

PRIMARY

RXCUI

32634

PRIMARY

RxNorm

SMS_ID

100000083039

PRIMARY

NSC

758943

PRIMARY

INN

3853

PRIMARY

Showing 1 to 5 of 18 entries

Previous1 2 3 4Next

Show entries

Related Record

Type

Details


					OMP2H17F9E

OXFENDAZOLE

BASIS OF STRENGTH->SUBSTANCE

Interaction Type:

ASSAY (TITRATION)

Qualification:

EP

Amount:

RELATIONSHIP_AMOUNT [97.5 to 100.5] WEIGHT PERCENT (limits)


					OMP2H17F9E

OXFENDAZOLE

BASIS OF STRENGTH->SUBSTANCE

Interaction Type:

ASSAY (TITRATION)

Qualification:

USP

Amount:

RELATIONSHIP_AMOUNT [98 to 100.5] WEIGHT PERCENT (limits)

Showing 1 to 2 of 2 entries

Previous1Next

Show entries

Related Record

Type

Details


					FQM8UA6SPQ

OXFENDAZOLE SULFONE

METABOLITE -> PARENT

Amount:

Showing 1 to 1 of 1 entries

Previous1Next

Show entries

Related Record

Type

Details


					621BVT9M36

FENBENDAZOLE

IMPURITY -> PARENT

Comments:

from Standard solution 1(Dissolve a quantity of USP Oxfendazole RS in Diluent to obtain a solution having a concentration of 0.1 mg per mL)

Interaction Type:

CHROMATOGRAPHIC PURITY (TLC)

Qualification:

USP

Amount:

RELATIONSHIP_AMOUNT [<2] PERCENT SPOT INTENSITY (limits)


					FQM8UA6SPQ

OXFENDAZOLE SULFONE

IMPURITY -> PARENT

Interaction Type:

CHROMATOGRAPHIC PURITY (HPLC/UV)

Qualification:

EP

Amount:

RELATIONSHIP_AMOUNT [<2] PERCENT PEAK AREA (limits)


					621BVT9M36

FENBENDAZOLE

IMPURITY -> PARENT

Interaction Type:

CHROMATOGRAPHIC PURITY (HPLC/UV)

Qualification:

EP

Amount:

RELATIONSHIP_AMOUNT [<1] PERCENT PEAK AREA (limits)


					ZR38Z38HB3

5-(PHENYLSULFINYL)-1H-BENZIMIDAZOL-2-AMINE

IMPURITY -> PARENT

Interaction Type:

CHROMATOGRAPHIC PURITY (HPLC/UV)

Qualification:

EP

Amount:

RELATIONSHIP_AMOUNT [<1] PERCENT PEAK AREA (limits)


					0WWM0PC8OB

N,N'-BIS(5-(PHENYLSULFINYL)-1H-BENZIMIDAZOL-2-YL)UREA

IMPURITY -> PARENT

Interaction Type:

CHROMATOGRAPHIC PURITY (HPLC/UV)

Qualification:

EP

Amount:

RELATIONSHIP_AMOUNT [<1] PERCENT PEAK AREA (limits)

Showing 1 to 5 of 6 entries

Previous1 2Next

Show entries

Related Record

Type

Details


					OMP2H17F9E

OXFENDAZOLE

ACTIVE MOIETY

Showing 1 to 1 of 1 entries

Previous1Next