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D4025

Sigma-Aldrich

Dimetridazole

Synonym(s):

1,2-Dimethyl-5-nitroimidazole

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About This Item

Empirical Formula (Hill Notation):
C5H7N3O2
CAS Number:
551-92-8
Molecular Weight:
141.13
Beilstein:
130665
EC Number:
209-001-2
MDL number:
MFCD00047046
UNSPSC Code:
51102829
PubChem Substance ID:
24893809
NACRES:
NA.85

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

SMILES string

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

InChI

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

InChI key

IBXPYPUJPLLOIN-UHFFFAOYSA-N

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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.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Harold M J F van der Heijden et al.
Avian pathology : journal of the W.V.P.A, 37(1), 45-50 (2008-01-19)
Histomoniasis is a serious disease in poultry. All chemotherapeutics with known efficacy against its causative agent, Histomonas meleagridis, have been banned from use as prophylactic or therapeutic use in production animals. In a search for possible alternatives, the in vivo
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
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
M P Callait et al.
Poultry science, 81(8), 1122-1127 (2002-09-05)
Histomoniasis or blackhead is a life-threatening disease of turkeys that is caused by a flagellated protozoan, Histomonas meleagridis. The development of an assay to measure the sensitivity of drugs traditionally used against this parasite, as reputed to be effective against
Sulan Liao et al.
Electrophoresis, 31(16), 2822-2830 (2010-07-28)
A polymethacrylate-based molecularly imprinted monolithic column bearing mixed functional monomers, using non-covalent imprinting approach, was designed for the rapid separation of nitroimidazole compounds. The new monolithic column has been prepared via simple in situ polymerization of 2-hydroxyethyl methacrylate, dimethylaminoethyl methacrylate
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