Details
Stereochemistry | ACHIRAL |
Molecular Formula | C13H10N4O5.C6H8N2O |
Molecular Weight | 426.3828 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CC1=CC(C)=NC(=O)N1.[O-][N+](=O)C2=CC=C(NC(=O)NC3=CC=C(C=C3)[N+]([O-])=O)C=C2
InChI
InChIKey=UKHWDRMMMYWSFL-UHFFFAOYSA-N
InChI=1S/C13H10N4O5.C6H8N2O/c18-13(14-9-1-5-11(6-2-9)16(19)20)15-10-3-7-12(8-4-10)17(21)22;1-4-3-5(2)8-6(9)7-4/h1-8H,(H2,14,15,18);3H,1-2H3,(H,7,8,9)
DescriptionSources: https://www.fda.gov/OHRMS/DOCKETS/98fr/140339fi.pdfCurator's Comment: description was created based on several sources, including
https://www.drugs.com/vet/nicarb-25.html | https://www.drugs.com/vet/nicarb-can.html | https://www.ncbi.nlm.nih.gov/pubmed/1886867 | https://www.ncbi.nlm.nih.gov/pubmed/13843719
Sources: https://www.fda.gov/OHRMS/DOCKETS/98fr/140339fi.pdf
Curator's Comment: description was created based on several sources, including
https://www.drugs.com/vet/nicarb-25.html | https://www.drugs.com/vet/nicarb-can.html | https://www.ncbi.nlm.nih.gov/pubmed/1886867 | https://www.ncbi.nlm.nih.gov/pubmed/13843719
Nicarbazin, a complex of two compounds, 4,4'-dinitrocarbanilide (DNC) and 4,6-dimethyl-2-pyrimidinol (HDP) is an effective drug for preventing intestinal and caecal coccidiosis in poultry. It is used for prevention rather than the treatment of disease. Nicarbazin was the first agent with “broad‐spectrum” activity against Eimeria spp. of chickens. Nicarbazin is used as a single agent or in combination with polyether antibiotics (narasin, or maduramicin), roxarsone, or antibiotics (lincomycin, bacitracin, flavomycin) for prevention and control of coccidiosis caused by Eimeria spp. (all relevant species) in broiler chickens. Nicarbazin can cause increased sensitivity to heat stress, which may result in growth depression and even mortality in broilers; death may be due to cell degeneration processes in liver and kidneys; at the recommended dose, the drug causes occasionally toxic effects in laying hens like reduced hatchability and interruption of egg-laying. Nicarbazin interferes with the formation of the vitelline membrane, separating the egg yolk and egg white. The exact mode of action is unknown, although it is thought nicarbazin interferes with cholesterol metabolism in the formation of the membrane.
Originator
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: GO:0008203 Sources: https://www.ncbi.nlm.nih.gov/pubmed/13843719 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Curative | NICARB Approved UseUnknown |
Sample Use Guides
In Vivo Use Guide
Sources: https://www.fda.gov/OHRMS/DOCKETS/98fr/140339fi.pdf
Nicarbazin is added to chicken feed at a concentration of 113.5 g/ton as an aid in preventing outbreaks of cecal (Eimeria tenella) and intestinal (E. acervulina, E. maxima, E, necatrix, and E. brunetti) coccidiosis.
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/1886867
Fibroblasts were obtained by collagenase digestion from chicken skin and cultured. The cultured cells were incubated with various concentrations of nicarbazin (up to 1nM), and [3H]proline incorporation was evaluated in collagenase-digestible (representing mostly collagen) and nondigestible proteins exported by the cells into the medium.
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Classification Tree | Code System | Code | ||
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EPA PESTICIDE CODE |
85712
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NCI_THESAURUS |
C737
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CFR |
21 CFR 556.445
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CFR |
21 CFR 558.366
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D009528
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11P9NUA12U
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206-359-1
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9507
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7466
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m7849
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NICARBAZIN
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DTXSID6034762
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11P9NUA12U
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C76086
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1311583
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300000029191
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7171
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330-95-0
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ACTIVE MOIETY
SUBSTANCE RECORD