DIMETRIDAZOLE

Investigational

Details

Stereochemistry	ACHIRAL
Molecular Formula	C5H7N3O2
Molecular Weight	141.128
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CN1C(C)=NC=C1[N+]([O-])=O

InChI

InChIKey=IBXPYPUJPLLOIN-UHFFFAOYSA-N

InChI=1S/C5H7N3O2/c1-4-6-3-5(7(4)2)8(9)10/h3H,1-2H3

HIDE SMILES / InChI

Molecular Formula	C5H7N3O2
Molecular Weight	141.128
Charge	0
Count

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

Description
Sources: http://www.ema.europa.eu/docs/en_GB/document_library/Maximum_Residue_Limits_-_Report/2009/11/WC500013885.pdf | https://www.ncbi.nlm.nih.gov/pubmed/9374025

Dimetridazole is an anti-fungal and anti-protozoal drug traditionally used in veterinary for the prevention and treatment of histomoniasis in turkeys, genital trichomoniasis in cattle and hemorrhagic enteritis in pigs. Results from the in vitro and in vivo tests suggested, that dimetridazole was not genotoxic compound, but its use is legally limited, although this compound is still can be found in eggs.

Approval Year

Conditions

Condition	Modality	Highest Phase	Product
Histomoniasis 7 Sources: http://www.ema.europa.eu/docs/en_GB/document_library/Maximum_Residue_Limits_-_Report/2009/11/WC500013885.pdf	Curative	Not Provided 511	Unknown Approved Use Unknown
Genital trichomoniasis 3 Sources: http://www.ema.europa.eu/docs/en_GB/document_library/Maximum_Residue_Limits_-_Report/2009/11/WC500013885.pdf	Curative	Not Provided 511	Unknown Approved Use Unknown
Haemorhagic enteritis 3 Sources: http://www.ema.europa.eu/docs/en_GB/document_library/Maximum_Residue_Limits_-_Report/2009/11/WC500013885.pdf	Curative	Not Provided 511	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Synthesis and evaluation of nitroheterocyclic carbamate prodrugs for use with nitroreductase-mediated gene-directed enzyme prodrug therapy.	2003-12-04	14640560
Determination of dimetridazole in poultry tissues and eggs using liquid chromatography-thermospray mass spectrometry.	1997-09	9374025
The therapeutic effect of 16 antimicrobial agents on Cryptosporidium infection in mice.	1982-04	7115220

Sample Use Guides

In Vivo Use Guide

in veterinary: After laying hens had been dosed orally with dimetridazole (DMZ) for 3 days (50 and 250 mg/kg body weight (b.w.)) or intramuscularly, also for 3 days (50 mg/kg b.w.), the residues were determined in serum, liver, breast and thigh muscle by liquid chromatography.

Route of Administration: Other

In Vitro Use Guide

The in vitro susceptibility of four Trichomonas gallinae isolates to five nitroimidazolic drugs, that is, carnidazole, dimetridazole, metronidazole, ornidazole and ronidazole, was also determined. Minimal lethal concentrations (MLCs) of these drugs were obtained. For carnidazole, dimetridazole, metronidazole and ornidazole the MLC ranged between 93.75-500 microg ml.

Substance Class	Chemical Created by `admin` on `Mon Mar 31 17:50:31 GMT 2025` Edited by `admin` on `Mon Mar 31 17:50:31 GMT 2025`
Record UNII	K59P7XNB8X
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

DIMETRIDAZOLE

Official Name

English

ALAZOL

Preferred Name

English

dimetridazole [INN]

Common Name

English

DIMETRIDAZOLE [MI]

Common Name

English

DIMETRIDAZOLE [MART.]

Common Name

English

RP-8595

Code

English

RP 8595

Code

English

NSC-226253

Code

English

1,2-DIMETHYL-5-NITROIMIDAZOLE

Systematic Name

English

EMTRYL

Brand Name

English

Classification Tree Code System Code

WHO-VATC

QP51AA07