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524417

Sigma-Aldrich

3,5-Dinitro-o-toluamide

98%

Synonym(s):

2-Methyl-3,5-dinitrobenzamide

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About This Item

Linear Formula:
(O2N)2C6H2(CH3)CONH2
CAS Number:
Molecular Weight:
225.16
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

mp

170-180 °C (lit.)

functional group

amide
nitro

SMILES string

Cc1c(cc(cc1[N+]([O-])=O)[N+]([O-])=O)C(N)=O

InChI

1S/C8H7N3O5/c1-4-6(8(9)12)2-5(10(13)14)3-7(4)11(15)16/h2-3H,1H3,(H2,9,12)

InChI key

ZEFNOZRLAWVAQF-UHFFFAOYSA-N

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General description

Water solubility of 3,5-Dinitro-o-toluamide (3,5-DNoTAME) is 447.5mg/L. It affords 3-amino-5-nitro-o-toluamide, via biological reduction. 3,5-DNoTAME also forms colored complexes on reaction with various diamines and organic solvents.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Anticoccidial drugs: effects on infectivity and survival intracellularly of Eimeria tenella sporozoites.
L R McDougald et al.
Experimental parasitology, 40(3), 314-319 (1976-12-01)
E Panitz
Parasitology, 78(1), 33-40 (1979-02-01)
N,N'-bis (3,4 ditrifluoromethylphenyl) methylmalonamide (Sch 18545) completely controlled a mild Eimeria necatrix infection at 50, 40 or 30 p.p.m. in the diet, and controlled E. tenella infections at 50 and 40 p.p.m. Slight oocyst passage was observed at each E.
Feed Additive Residues, Isolation and Identification of Amino-nitro-o-toluamide Formed by Biological Reduction of 3, 5-Dinitro-o-tuamide.
Smith GN, et al.
Journal of Agricultural and Food Chemistry, 11(3), 257-260 (1963)
L P Joyner et al.
Parasitology, 75(2), 155-164 (1977-10-01)
Chicks infected with the Weybridge strains of Eimeria maxima and E. acervulina were not protected by the normal levels of amprolium, but the sporulation of the oocysts was inhibited. With higher drug concentrations, fewer oocysts were produced. E brunetti was
Experimental development of resistance of amprolium or dinitolmide in Eimeria acervulina and its effect on inhibition of sporulation of oocysts.
G F Mathis et al.
The Journal of parasitology, 67(6), 956-957 (1981-12-01)

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