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Details

Stereochemistry ACHIRAL
Molecular Formula C14H19N4.Cl
Molecular Weight 278.78
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of AMPROLIUM CHLORIDE

SMILES

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

InChI

InChIKey=LCTXBFGHZLGBNU-UHFFFAOYSA-M
InChI=1S/C14H19N4.ClH/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);1H/q+1;/p-1

HIDE SMILES / InChI
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
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

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

CNS Penetrant
2432
Curator's Comment: Amprolium is brain penetrant in animals. No human data available.

Originator

Merck
231
Curator's Comment: # Merck & Co Inc

Approval Year

2009
330
Targets

Targets

Primary TargetPharmacologyConditionPotency
Inhibitor
8146
Target ID: thiamine uptake
Inhibitor
8146
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
Approved
8307
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

Patents

JP2003527336A
18
US3020277
4
US3305443
4

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.
Substance Class Chemical
Created
by admin
on Sat Dec 17 00:25:48 UTC 2022
Edited
by admin
on Sat Dec 17 00:25:48 UTC 2022
Record UNII
71M75T660B
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
AMPROLIUM CHLORIDE
Common Name English
AMPROLIUM [MI]
Common Name English
amprolium [INN]
Common Name English
Amprolium [WHO-DD]
Common Name English
AMPISOL
Common Name English
PYRIDINIUM, 1-((4-AMINO-2-PROPYL-5-PYRIMIDINYL)METHYL)-2-METHYL-, CHLORIDE (1:1)
Systematic Name English
NSC-755872
Code English
AMPROLSOL
Common Name English
ANTICOCCID
Common Name English
Code System Code Type Description
PUBCHEM
73341
Created by admin on Sat Dec 17 00:25:48 UTC 2022 , Edited by admin on Sat Dec 17 00:25:48 UTC 2022
PRIMARY
FDA UNII
71M75T660B
Created by admin on Sat Dec 17 00:25:48 UTC 2022 , Edited by admin on Sat Dec 17 00:25:48 UTC 2022
PRIMARY
NSC
755872
Created by admin on Sat Dec 17 00:25:48 UTC 2022 , Edited by admin on Sat Dec 17 00:25:48 UTC 2022
PRIMARY
MERCK INDEX
M1856
Created by admin on Sat Dec 17 00:25:48 UTC 2022 , Edited by admin on Sat Dec 17 00:25:48 UTC 2022
PRIMARY Merck Index
EVMPD
SUB05489MIG
Created by admin on Sat Dec 17 00:25:48 UTC 2022 , Edited by admin on Sat Dec 17 00:25:48 UTC 2022
PRIMARY
ECHA (EC/EINECS)
204-458-4
Created by admin on Sat Dec 17 00:25:48 UTC 2022 , Edited by admin on Sat Dec 17 00:25:48 UTC 2022
PRIMARY
INN
2105
Created by admin on Sat Dec 17 00:25:48 UTC 2022 , Edited by admin on Sat Dec 17 00:25:48 UTC 2022
PRIMARY
CAS
121-25-5
Created by admin on Sat Dec 17 00:25:48 UTC 2022 , Edited by admin on Sat Dec 17 00:25:48 UTC 2022
PRIMARY
EPA CompTox
DTXSID10904505
Created by admin on Sat Dec 17 00:25:48 UTC 2022 , Edited by admin on Sat Dec 17 00:25:48 UTC 2022
PRIMARY
NCI_THESAURUS
C142371
Created by admin on Sat Dec 17 00:25:48 UTC 2022 , Edited by admin on Sat Dec 17 00:25:48 UTC 2022
PRIMARY
Related Record Type Details
Structure of AMPROLIUM ION
PARENT -> SALT/SOLVATE
Structure of AMPROLIUM
PARENT -> SALT/SOLVATE
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