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Merck
CN

D4025

Dimetridazole

Synonym(s):

1,2-Dimethyl-5-nitroimidazole

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About This Item

Empirical Formula (Hill Notation):
C5H7N3O2
CAS Number:
Molecular Weight:
141.13
UNSPSC Code:
51102829
NACRES:
NA.85
PubChem Substance ID:
EC Number:
209-001-2
Beilstein/REAXYS Number:
130665
MDL number:
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InChI key

IBXPYPUJPLLOIN-UHFFFAOYSA-N

InChI

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

SMILES string

Cc1ncc(n1C)[N+]([O-])=O

form

powder

color

almost white to brownish-yellow

solubility

ethanol: sparingly soluble 96%, H2O: slightly soluble, chloroform: freely soluble, ether: slightly soluble

antibiotic activity spectrum

Gram-negative bacteria, parasites

mode of action

DNA synthesis | interferes

storage temp.

2-8°C

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Application

It is a potential antimicrobial agent against Campylobacter spp. from pigs. It has been used to study antitrichomonad action on Tritrichomonas foetus. Dimetridazole is used to study mechanisms of anti-protozoan nitroimidazole drugs.

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Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves


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C J Gebhart et al.
Antimicrobial agents and chemotherapy, 27(1), 55-59 (1985-01-01)
The in vitro activities of 47 antimicrobial agents against 30 isolates of Campylobacter species from pigs were determined by the agar dilution technique. The isolates were obtained from pigs with proliferative enteritis and included 10 strains each of Campylobacter coli
D G Lindmark et al.
Antimicrobial agents and chemotherapy, 10(3), 476-482 (1976-09-01)
Twelve 4- and 5-nitroimidazole derivatives, including metronidazole and two of its metabolites, tinidazole, dimetridazole, and nimorazole, were tested for antitrichomonad action on Tritrichomonas foetus (KV(1)) and Trichomonas vaginalis (ATCC 30001) for mutagenicity on a nitroreductase-positive (TA 100) and a nitroreductase-deficient
M Sánchez-Polo et al.
Water research, 43(16), 4028-4036 (2009-06-23)
The main objectives of this study were: (1) to investigate the decomposition and mineralization of nitroimidazoles (Metronidazole [MNZ], Dimetridazole [DMZ], and Tinidazole [TNZ]) in waste and drinking water using gamma irradiation; (2) to study the decomposition kinetics of these nitroimidazoles;
M-P Callait-Cardinal et al.
The Veterinary record, 161(17), 581-585 (2007-10-30)
Between April 2003 and March 2005, 113 outbreaks of histomonosis were recorded in standard turkey farms in France, and 15 cases were recorded in turkey breeding centres. Most of the cases were in north-west France, the principal farming area for
J H Wang
Journal of chromatography. A, 918(2), 435-438 (2001-06-16)
A method was developed for the determination of the nitroimidazole compounds dimetridazole (DMZ), ronidazole (RNZ) and metronidazole (MNZ) by gas chromatography with nitrogen phosphorus detection. Nitroimidazole compounds were extracted with acetonitrile, followed by acidification using acetic acid and cleanup using

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