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Details

Stereochemistry ACHIRAL
Molecular Formula C14H19N4.Cl.ClH
Molecular Weight 315.2418
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of AMPROLIUM

SMILES

CCCc1ncc(C[n+]2ccccc2C)c(=N)[nH]1.Cl.[Cl-]

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

HIDE SMILES / InChI

Molecular Formula C14H19N4
Molecular Weight 243.328
Charge 1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula Cl
Molecular Weight 35.4529
Charge -1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula ClH
Molecular Weight 36.4609
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
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

Curator's Comment:: Amprolium is brain penetrant in animals. No human data available.

Originator

Curator's Comment:: # Merck & Co Inc

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: thiamine uptake
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
CORID

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Effect of amprolium on Eimeria adenoeides in cell culture.
1970 Apr
Amprolium and transport of thiamine in suspensions of intestinal cells.
1971
Eimeria tenella: anticoccidial drug activity in cell cultures.
1973 Oct
Studies on short-term application of drugs to Eimeria tenella in tissue culture.
1976 Dec
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
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.
Substance Class Chemical
Created
by admin
on Fri Jun 25 20:56:49 UTC 2021
Edited
by admin
on Fri Jun 25 20:56:49 UTC 2021
Record UNII
95CO6N199Q
Record Status Validated (UNII)
Record Version
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Name Type Language
AMPROLIUM
GREEN BOOK   USP  
Common Name English
AMPROLIUM HYDROCHLORIDE [WHO-DD]
Common Name English
CORID
Brand Name English
AMPROCIDUM
Common Name English
PYRIDINIUM, 1-((4-AMINO-2-PROPYL-5-PYRIMIDINYL)METHYL)-2-METHYL-, CHLORIDE, HYDROCHLORIDE (1:1:1)
Systematic Name English
1-((4-AMINO-2-PROPYL-5-PYRIMIDINYL)METHYL)-2-PICOLINIUM CHLORIDE MONOHYDROCHLORIDE
Common Name English
AMPROLIUM [USP MONOGRAPH]
Common Name English
MEPYRIUM
Common Name English
AMPROL
Brand Name English
AMPROLIUM HYDROCHLORIDE
Common Name English
NSC-523454
Code English
APROLIUM
Common Name English
AMPROLIUM [GREEN BOOK]
Common Name English
1-((4-AMINO-2-PROPYL-5-PYRIMIDINYL)METHYL)-2-METHYLPYRIDINIUM CHLORIDE MONOHYDROCHLORIDE
Systematic Name English
AMPROLIUM [USP-RS]
Common Name English
AMPROVINE
Brand Name English
Classification Tree Code System Code
CFR 21 CFR 520.100
Created by admin on Fri Jun 25 20:56:49 UTC 2021 , Edited by admin on Fri Jun 25 20:56:49 UTC 2021
WHO-VATC QP51AX09
Created by admin on Fri Jun 25 20:56:49 UTC 2021 , Edited by admin on Fri Jun 25 20:56:49 UTC 2021
CFR 21 CFR 558.58
Created by admin on Fri Jun 25 20:56:49 UTC 2021 , Edited by admin on Fri Jun 25 20:56:49 UTC 2021
WHO-VATC QP51AX59
Created by admin on Fri Jun 25 20:56:49 UTC 2021 , Edited by admin on Fri Jun 25 20:56:49 UTC 2021
CFR 21 CFR 556.50
Created by admin on Fri Jun 25 20:56:49 UTC 2021 , Edited by admin on Fri Jun 25 20:56:49 UTC 2021
CFR 21 CFR 558.55
Created by admin on Fri Jun 25 20:56:49 UTC 2021 , Edited by admin on Fri Jun 25 20:56:49 UTC 2021
NCI_THESAURUS C277
Created by admin on Fri Jun 25 20:56:49 UTC 2021 , Edited by admin on Fri Jun 25 20:56:49 UTC 2021
Code System Code Type Description
WIKIPEDIA
AMPROLIUM
Created by admin on Fri Jun 25 20:56:49 UTC 2021 , Edited by admin on Fri Jun 25 20:56:49 UTC 2021
PRIMARY
EPA CompTox
137-88-2
Created by admin on Fri Jun 25 20:56:49 UTC 2021 , Edited by admin on Fri Jun 25 20:56:49 UTC 2021
PRIMARY
CAS
137-88-2
Created by admin on Fri Jun 25 20:56:49 UTC 2021 , Edited by admin on Fri Jun 25 20:56:49 UTC 2021
PRIMARY
RXCUI
1006654
Created by admin on Fri Jun 25 20:56:49 UTC 2021 , Edited by admin on Fri Jun 25 20:56:49 UTC 2021
PRIMARY RxNorm
NCI_THESAURUS
C76388
Created by admin on Fri Jun 25 20:56:49 UTC 2021 , Edited by admin on Fri Jun 25 20:56:49 UTC 2021
PRIMARY
USP_CATALOG
1034002
Created by admin on Fri Jun 25 20:56:49 UTC 2021 , Edited by admin on Fri Jun 25 20:56:49 UTC 2021
PRIMARY USP-RS
FDA UNII
95CO6N199Q
Created by admin on Fri Jun 25 20:56:49 UTC 2021 , Edited by admin on Fri Jun 25 20:56:49 UTC 2021
PRIMARY
PUBCHEM
8732
Created by admin on Fri Jun 25 20:56:49 UTC 2021 , Edited by admin on Fri Jun 25 20:56:49 UTC 2021
PRIMARY
RXCUI
1546166
Created by admin on Fri Jun 25 20:56:49 UTC 2021 , Edited by admin on Fri Jun 25 20:56:49 UTC 2021
ALTERNATIVE
EVMPD
SUB181396
Created by admin on Fri Jun 25 20:56:49 UTC 2021 , Edited by admin on Fri Jun 25 20:56:49 UTC 2021
PRIMARY
MESH
D000670
Created by admin on Fri Jun 25 20:56:49 UTC 2021 , Edited by admin on Fri Jun 25 20:56:49 UTC 2021
PRIMARY
ECHA (EC/EINECS)
205-307-5
Created by admin on Fri Jun 25 20:56:49 UTC 2021 , Edited by admin on Fri Jun 25 20:56:49 UTC 2021
PRIMARY
ChEMBL
CHEMBL1179735
Created by admin on Fri Jun 25 20:56:49 UTC 2021 , Edited by admin on Fri Jun 25 20:56:49 UTC 2021
PRIMARY
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