AMPROLIUM ION

First approved in 1990

Details

Stereochemistry	ACHIRAL
Molecular Formula	C14H19N4
Molecular Weight	243.3275
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	1

SHOW SMILES / InChI

Structure Search

SMILES

CCCC1=NC=C(C[N+]2=CC=CC=C2C)C(N)=N1

InChI

InChIKey=IPZFPROOBOUEIG-UHFFFAOYSA-N

InChI=1S/C14H19N4/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)/q+1

HIDE SMILES / InChI

Description
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

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Eimeria tenella 10 Target ID: CHEMBL612854 Sources: https://www.ncbi.nlm.nih.gov/pubmed/4744839 \| https://www.ncbi.nlm.nih.gov/pubmed/1070675	Inhibitor 8297
thiamine uptake 4 Target ID: thiamine uptake Sources: https://www.ncbi.nlm.nih.gov/pubmed/11502555	Inhibitor 8297

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2578
Coccidiosis 45 Sources: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=49295a3c-eb73-4832-a8a3-5c1967accb4d	Curative		Approved 8429	CORID Approved Use Unknown

PubMed

Title	Date	PubMed
Effect of amprolium on Eimeria adenoeides in cell culture.	1970 Apr	5463052
Amprolium and transport of thiamine in suspensions of intestinal cells.	1971	5575143
Eimeria tenella: anticoccidial drug activity in cell cultures.	1973 Oct	4744839
Studies on short-term application of drugs to Eimeria tenella in tissue culture.	1976 Dec	1070675
Mechanism of thiamine uptake by human jejunal brush-border membrane vesicles.	2001 Sep	11502555

Patents

Sample Use Guides

In Vivo Use Guide

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

In Vitro Use Guide

Amprolium hydrochloride significantly decreased K. septempunctata spore viability at a concentration of 920 μg/mL. Amprolium exerts anticoccidial activity against Eimeria tenella at 100 μg/ml.

Name

Type

Language

AMPROLIUM ION

Common Name

English

PYRIDINIUM, 1-((4-AMINO-2-PROPYL-5-PYRIMIDINYL)METHYL)-2-METHYL-

Systematic Name

English

PICOLINIUM, 1-((4-AMINO-2-PROPYL-5-PYRIMIDINYL)METHYL)-2-

Common Name

English

Code System Code Type Description

PUBCHEM

2178