Details
Stereochemistry | ACHIRAL |
Molecular Formula | C14H19N4.Cl.ClH |
Molecular Weight | 315.241 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
Cl.[Cl-].CCCC1=NC=C(C[N+]2=CC=CC=C2C)C(N)=N1
InChI
InChIKey=PJBQYZZKGNOKNJ-UHFFFAOYSA-M
InChI=1S/C14H19N4.2ClH/c1-3-6-13-16-9-12(14(15)17-13)10-18-8-5-4-7-11(18)2;;/h4-5,7-9H,3,6,10H2,1-2H3,(H2,15,16,17);2*1H/q+1;;/p-1
Molecular Formula | ClH |
Molecular Weight | 36.461 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
Molecular Formula | C14H19N4 |
Molecular Weight | 243.3275 |
Charge | 1 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
DescriptionSources: http://www.ema.europa.eu/docs/en_GB/document_library/Maximum_Residue_Limits_-_Report/2009/11/WC500010566.pdfhttps://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=49295a3c-eb73-4832-a8a3-5c1967accb4d | https://www.ncbi.nlm.nih.gov/pubmed/11502555Curator's Comment: Description was created based on several sources, including
http://scienceinternational.com/fulltext/?doi=sciintl.2013.261.265 | http://www.merckvetmanual.com/poultry/coccidiosis/overview-of-coccidiosis-in-poultry
Sources: http://www.ema.europa.eu/docs/en_GB/document_library/Maximum_Residue_Limits_-_Report/2009/11/WC500010566.pdfhttps://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=49295a3c-eb73-4832-a8a3-5c1967accb4d | https://www.ncbi.nlm.nih.gov/pubmed/11502555
Curator's Comment: Description was created based on several sources, including
http://scienceinternational.com/fulltext/?doi=sciintl.2013.261.265 | http://www.merckvetmanual.com/poultry/coccidiosis/overview-of-coccidiosis-in-poultry
Amprolium Hydrochloride is a broad spectrum, potent coccidiostat (anti-protozoal) used for the treatment and prevention of Coccidiosis in cattle, goats, sheep, and poultry (chicken and turkey) in veterinary. Amprolium probably acts by inhibiting thiamine uptake by parasites and thus creates disorders in the metabolism of parasites.
CNS Activity
Sources: http://www.ema.europa.eu/docs/en_GB/document_library/Maximum_Residue_Limits_-_Report/2009/11/WC500010566.pdf
Curator's Comment: Amprolium is brain penetrant in animals. No human data available.
Originator
Sources: https://www.google.com/patents/US3020277
Curator's Comment: # Merck & Co Inc
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL612854 |
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Target ID: thiamine uptake Sources: https://www.ncbi.nlm.nih.gov/pubmed/11502555 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Curative | CORID Approved UseUnknown |
PubMed
Title | Date | PubMed |
---|---|---|
Effect of amprolium on Eimeria adenoeides in cell culture. | 1970 Apr |
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Amprolium and transport of thiamine in suspensions of intestinal cells. | 1971 |
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Eimeria tenella: anticoccidial drug activity in cell cultures. | 1973 Oct |
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Studies on short-term application of drugs to Eimeria tenella in tissue culture. | 1976 Dec |
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Mechanism of thiamine uptake by human jejunal brush-border membrane vesicles. | 2001 Sep |
Patents
Sample Use Guides
Amprolium is a coccidiostat which is used for the treatment and prevention of coccidiosis in chickens, including laying hens, and turkeys. For treatment, it is administered in the drinking water at a concentration of 120 to 240 mg/l, or in the feed at a concentration of 125 mg/kg feed, for 5 to 7 days. For prevention of re-infection, it is administered in the drinking water at a concentration of 60 mg/l for 1 to 2 weeks.
Route of Administration:
Oral
Substance Class |
Chemical
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Record UNII |
95CO6N199Q
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Validated (UNII)
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Classification Tree | Code System | Code | ||
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CFR |
21 CFR 520.100
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WHO-VATC |
QP51AX09
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CFR |
21 CFR 558.58
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WHO-VATC |
QP51AX59
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CFR |
21 CFR 556.50
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CFR |
21 CFR 558.55
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NCI_THESAURUS |
C277
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Code System | Code | Type | Description | ||
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AMPROLIUM
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85265
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1034002
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DTXSID0045547
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137-88-2
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523454
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1006654
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C76388
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100000166984
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95CO6N199Q
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8732
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1546166
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ALTERNATIVE | |||
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SUB181396
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95CO6N199Q
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D000670
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205-307-5
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CHEMBL1179735
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Related Record | Type | Details | ||
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PARENT -> SALT/SOLVATE | |||
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TRANSPORTER -> INHIBITOR |
IC50
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SALT/SOLVATE -> PARENT |
Related Record | Type | Details | ||
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IMPURITY -> PARENT |
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
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ACTIVE MOIETY |