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Amprolium

HCID 73341
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Basic information

CAS
121-25-5
Standard SMILES
CCCc1ncc(C[n+]2ccccc2C)c(N)n1.[Cl-]
InChIKey
LCTXBFGHZLGBNU-UHFFFAOYSA-M
Molecular formula
C14H19ClN4
Average molar mass
278.78 g/mol
Monoisotopic mass
278.1298243

Overview

Amprolium is an organic chloride salt having 1-[(4-amino-2-propylpyrimidin-5-yl)methyl]-2-methylpyridin-1-ium as the counterion. Used for prevention of coccidiosis in poultry and cattle. It has a role as a coccidiostat. It is an organic chloride salt and a pyridinium salt. It contains an amprolium(1+).

Names & identifiers

Preferred name
Amprolium
IUPAC
5-[(2-methylpyridin-1-ium-1-yl)methyl]-2-propylpyrimidin-4-amine chloride
English name
Amprolium
Molecular formula
C14H19N4.Cl
Molecular weight
278.79

Names & synonyms

amproliumAmprolio2-Picolinium, 1-((4-amino-2-propyl-5-pyrimidinyl)methyl)-, chloride71M75T660B1-((4-Amino-2-propyl-5-pyrimidinyl)methyl)-2-picolinium chlorideCHEBI:85265CocciAidAMPROCIDUMPyridinium, 1-((4-amino-2-propyl-5-pyrimidinyl)methyl)-2-methyl-, chlorideCocci Cure P FOR POULTRYDTXSID9048140Cocciprol
Show more names
Amprolium HCIAMproliuM, USPAmprolium [INN:BAN]Amprolium USP/EP/BPAMPROLIUM USP 26, BPV 98Venlafaxine Impurity 1-d6amprolium/amprolium hydrochlorideAmprolium 1000 μg/mL in Acetonitrile:Water(1-(4-AMINO-2-PROPYL-5-PYRIMIDINYL)-METHYL)-2-METHYLPYRID.
AmproMed for CalvesCocciAid for CalvesAmprid FOR CALVESAmprol 128AMPROMED For CattleAmproMed P for PoultryRefChem:57745AmproMed-P FOR POULTRY

Database identifiers

CAS
121-25-5

Properties

Computed structural properties

Topological polar surface area
55.7 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
4
Rotatable bonds
4
Heavy atoms
19
Formal charge
0
Complexity
246

Experimental & physicochemical properties

Animal Drugs · 2 items

FDA approved animal drugs -> Active ingredient

Pharmaceuticals -> UK Veterinary Medicines Directorate List

Physicochemical properties

Melting point
246 · 246-248 °C (decomp)
storage temp.
0 · 0-6°C
solubility
Soluble in DMSO
form
powder
color
Crystals from methanol + ethanol
Stability
Stable. Incompatible with strong acids, strong bases, strong oxidizing agents.
Major Application
pharmaceutical small molecule
InChI
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
InChIKey
LCTXBFGHZLGBNU-UHFFFAOYSA-M
SMILES
C1(C=NC(CCC)=NC=1N)C[N+]1C=CC=CC=1C.[Cl-]
CAS DataBase Reference
121 · 121-25-5(CAS DataBase Reference)

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 2.8% (1 of 36) of reports.

Danger

H361 (97.2%): Suspected of damaging fertility or the unborn child [Warning Reproductive toxicity]

P203, P260, P264, P270, P280, P318, P319, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 36 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory InformationAmprolium: Non hazardous
Other Safety InformationIMAP assessments - Pyridinium, 1-[(4-amino-2-propyl-5-pyrimidinyl)methyl]-2-methyl-, chloride: Environment tier I assessment
Hazard Classes and CategoriesRepr. 2 (97.2%)

Safety data

wgk
WGK 3
Signal word
Warning
Symbol(GHS)
GHS07
Storage Class
11 - Combustible Solids
Hazard statements
H302-H315-H319-H335
Hazard Classifications
Resp. Sens. 1Skin Sens. 1
Precautionary statements
P261-P280-P301+P312-P302+P352-P305+P351+P338

Chemistry & industry

Pharmacology

ATC CodeQP - Antiparasitic products, insecticides and repellents
MeSH Pharmacological ClassificationAgents useful in the treatment or prevention of COCCIDIOSIS in man or animals.
Applications · 3 items

DescriptionAmprolium is an antiprotozoal agent used for the prevention of coccidiosis in poultry.

UsesCoccidiostat (for poultry).

UsesAmprolium is an oral coccidiostat, a thiamine analogue, which is used for the prevention and treatment of intestinal coccidiosis . It is used as a feed additive for livestock, sometimes administered in the food or drinking water of puppies and kittens, and in chickens and calves.

Upstream & downstream products

Upstream raw materials

Hydrochloric acidTosyl chloride2-Picoline

Additional notes

DefinitionChEBI: An organic chloride salt having 1-[(4-amino-2-propylpyrimidin-5-yl)methyl]-2-methylpyridin-1-ium as the counterion. Used for prevention of coccidiosis in poultry and cattle.

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Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
PubChem CID
73341
DTXSID
DTXSID10904505
ChEMBL
CHEMBL1318296、CHEMBL97350
ChEBI
CHEBI:85265
UNII
71M75T660B
EC Number
204-458-4
FDA 21 CFR
556.5 · 556.50; 558.55
FDA UNII
71 M75T660B · 71M75T660B
EPA Substance Registry System
Amprolium (121-25-5)
UNSPSC Code
41116107 · 41116107
NACRES
24 · NA.24
Symbol(GHS)
7 · GHS07
Signal word
Warning
Hazard statements
302 · H302-H315-H319-H335
Precautionary statements
261 · P261-P280-P301+P312-P302+P352-P305+P351+P338
WGK Germany
3 · WGK 3
Storage Class
11 · 11 - Combustible Solids
Hazard Classifications
1 Skin · Resp. Sens. 1Skin Sens. 1