CARBADOX

Details

Stereochemistry	ACHIRAL
Molecular Formula	C11H10N4O4
Molecular Weight	262.2215
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	1
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

COC(=O)NN=CC1=C[N+]([O-])=C2C=CC=CC2=[N+]1[O-]

InChI

InChIKey=OVGGLBAWFMIPPY-SDQBBNPISA-N

InChI=1S/C11H10N4O4/c1-19-11(16)13-12-6-8-7-14(17)9-4-2-3-5-10(9)15(8)18/h2-7H,1H3,(H,13,16)/b12-6-

HIDE SMILES / InChI

Molecular Formula	C11H10N4O4
Molecular Weight	262.2215
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	1
Optical Activity	NONE

Description
Sources: https://www.fda.gov/AnimalVeterinary/SafetyHealth/ProductSafetyInformation/ucm494695.htm | https://www.drugs.com/vet/mecadox-10.html

Carbadox is a veterinary medicine, which was approved by FDA for the treatment of swine dysentery and bacterial swine enteritis. In 2016 the FDA announced its plans to withdraw the approval of Mecadox (carbadox) due to the concern that the drug may leave trace amounts of carcinogenic residue in pork that could pose a cancer risk to people, however, the drug is still marketing.

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Swine dysentery 3 Sources: https://www.drugs.com/vet/mecadox-10.html	Curative		Approved 8583	MECADOX Approved Use For control of swine dysentery (vibrionic dysentery, bloody scours, or hemorrhagic dysentery); control of bacterial swine enteritis (salmonellosis or necrotic enteritis caused by Salmonella choleraesuis); increased rate of weight gain and improved feed efficiency. Launch Date 1998
Bacterial swine enteritis 1 Sources: https://www.drugs.com/vet/mecadox-10.html	Curative		Approved 8583	MECADOX Approved Use For control of swine dysentery (vibrionic dysentery, bloody scours, or hemorrhagic dysentery); control of bacterial swine enteritis (salmonellosis or necrotic enteritis caused by Salmonella choleraesuis); increased rate of weight gain and improved feed efficiency. Launch Date 1998

PubMed

Title	Date	PubMed
Disruption of spindle checkpoint function ahead of facilitation of cell proliferation by repeated administration of hepatocarcinogens in rats.	2015-12	26558467
Genotoxicity evaluation of Mequindox in different short-term tests.	2013-01	23063596

Patents

Sample Use Guides

In Vivo Use Guide

50 grams (0.0055 percent) per ton of feed.

Route of Administration: Oral

In Vitro Use Guide

Carbadox was tested against 44 isolates of B. hyodysenteriae. The MIC90 value was found to be 0.06 ug/ml.

Substance Class	Chemical Created by `admin` on `Mon Mar 31 17:57:55 GMT 2025` Edited by `admin` on `Mon Mar 31 17:57:55 GMT 2025`
Record UNII	M2X04R2E2Y
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

MECADOX

Preferred Name

English

CARBADOX

Official Name

English

CARBADOX [USAN]

Common Name

English

carbadox [INN]

Common Name

English

CARBADOX [MI]

Common Name

English

CARBADOX [GREEN BOOK]

Common Name

English

HYDRAZINECARBOXYLIC ACID (2-QUINOXALINYLMETHYLENE)-, METHYL ESTER N1,N4-DIOXIDE

Common Name

English

CARBADOX [HSDB]

Common Name

English

GS-6244

Code

English

CARBADOX [MART.]

Common Name

English

Methyl 3-(2-quinoxalinylmethylene)carbazate N1,N4-dioxide

Common Name

English

NSC-758942

Code

English

Classification Tree Code System Code

CFR

21 CFR 556.100