NAV

Amprolium

This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.

Identification

Generic Name
Amprolium
DrugBank Accession Number
DB11374
Background

Amprolium is a coccidiostat used in poultry.

Type
Small Molecule
Groups
Experimental, Vet approved
Structure
Similar Structures
Weight
Average: 278.78
Monoisotopic: 278.1298243
Chemical Formula
C14H19ClN4
Synonyms
  • 1-((4-amino-2-Propyl-5-pyrimidinyl)methyl)-2-picolinium chloride
  • Amprolio
  • Amprolium
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Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
Not Available
Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism
Not Available
Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
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Not Available

Interactions

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Not Available
Food Interactions
Not Available

Products

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Product Ingredients
IngredientUNIICASInChI Key
Amprolium hydrochloride95CO6N199Q137-88-2PJBQYZZKGNOKNJ-UHFFFAOYSA-M

Categories

Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as methylpyridines. These are organic compounds containing a pyridine ring substituted at one or more positions by a methyl group.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Pyridines and derivatives
Sub Class
Methylpyridines
Direct Parent
Methylpyridines
Alternative Parents
Pyridinium derivatives / Imidolactams / Hydropyrimidines / Heteroaromatic compounds / Azacyclic compounds / Organopnictogen compounds / Organonitrogen compounds / Organic chloride salts / Hydrocarbon derivatives
Substituents
Aromatic heteromonocyclic compound / Azacycle / Heteroaromatic compound / Hydrocarbon derivative / Hydropyrimidine / Imidolactam / Methylpyridine / Organic chloride salt / Organic nitrogen compound / Organic salt
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
organic chloride salt, pyridinium salt (CHEBI:85265)
Affected organisms
Not Available

Chemical Identifiers

UNII
71M75T660B
CAS number
121-25-5
InChI Key
LCTXBFGHZLGBNU-UHFFFAOYSA-M
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
IUPAC Name
1-[(4-amino-2-propylpyrimidin-5-yl)methyl]-2-methylpyridin-1-ium chloride
SMILES
[Cl-].CCCC1=NC=C(C[N+]2=CC=CC=C2C)C(N)=N1

References

General References
  1. Bauchop T, King L: Amprolium and thiamine pyrophosphotransferase. Appl Microbiol. 1968 Jun;16(6):961-2. [Article]
  2. Veldhuyze van Zanten SJ, Lange JM, Sauerwein HP, Rijpstra AC, Laarman JJ, Rietra PJ, Danner SA: Amprolium for coccidiosis in AIDS. Lancet. 1984 Aug 11;2(8398):345-6. [Article]
  3. Greuel E: [Amprolium, an effective coccidiostatic drug]. Dtsch Tierarztl Wochenschr. 1964 May 1;71(9):229-34. [Article]
  4. Fitzsimmons WM: Amprolium as a coccidiostat for goats. Vet Rec. 1967 Jan 7;80(1):24-6. [Article]
  5. Davis EJ: Determination of amprolium in feeds: collaborative study. J Assoc Off Anal Chem. 1979 May;62(3):621-3. [Article]
  6. Leek RG, Fayer R: Amprolium for prophylaxis of ovine Sarcocystis. J Parasitol. 1980 Feb;66(1):100-6. [Article]
  7. Polin D, Ott WH, Wynosky ER, Porter CC: Yolk amprolium levels produced by giving chickens amprolium in feed or water. Poult Sci. 1968 May;47(3):795-9. [Article]
  8. Kan CA, van Leeuwen W, van Gend HW: [Amprolium residues in eggs following administration of amprolium/ethopabate in laying hens and breeding hens]. Tijdschr Diergeneeskd. 1989 Jan 15;114(2):76-82. [Article]
  9. Tanwar RK, Malik KS, Gahlot AK: Polioencephalomalacia induced with amprolium in buffalo calves--clinicopathologic findings. Zentralbl Veterinarmed A. 1994 Jun;41(5):396-404. [Article]
  10. Scupin E: [The treatment of coccidioses in pigeons with Amprolium]. Dtsch Tierarztl Wochenschr. 1966 Jan 15;73(2):35-7. [Article]
  11. Martinez-Villalba A, Nunez O, Moyano E, Galceran MT: Field amplified sample injection-capillary zone electrophoresis for the analysis of amprolium in eggs. Electrophoresis. 2013 Mar;34(6):870-6. doi: 10.1002/elps.201200579. Epub 2013 Feb 25. [Article]
  12. Iqbal A, Tariq KA, Wazir VS, Singh R: Antiparasitic efficacy of Artemisia absinthium, toltrazuril and amprolium against intestinal coccidiosis in goats. J Parasit Dis. 2013 Apr;37(1):88-93. doi: 10.1007/s12639-012-0137-9. Epub 2012 Jul 24. [Article]
  13. Hussein LA, Magdy N, Abbas MM: Five different spectrophotometric methods for determination of Amprolium hydrochloride and Ethopabate binary mixture. Spectrochim Acta A Mol Biomol Spectrosc. 2015 Mar 5;138:395-405. doi: 10.1016/j.saa.2014.11.073. Epub 2014 Nov 29. [Article]
KEGG Drug
D02928
ChemSpider
66070
RxNav
1006654
ChEBI
85265
ChEMBL
CHEMBL97350
Wikipedia
Amprolium

Clinical Trials

Clinical Trials Learn More" title="About Clinical Trials" id="clinical-trials-info" class="drug-info-popup" href="javascript:void(0);">
PhaseStatusPurposeConditionsCount

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
FormRouteStrength
SolutionOral
Powder, for solutionOral
Prices
Not Available
Patents
Not Available

Properties

State
Not Available
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.0246 mg/mLALOGPS
logP-1.7ALOGPS
logP-2.3Chemaxon
logS-4ALOGPS
pKa (Strongest Acidic)19.81Chemaxon
pKa (Strongest Basic)5.33Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count3Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area55.68 Å2Chemaxon
Rotatable Bond Count4Chemaxon
Refractivity75.04 m3·mol-1Chemaxon
Polarizability27.63 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSsplash10-01r7-5980000000-16dc944fb6c74fb8f145
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-159.3389
predicted
DeepCCS 1.0 (2019)
[M+H]+161.69688
predicted
DeepCCS 1.0 (2019)
[M+Na]+167.79002
predicted
DeepCCS 1.0 (2019)

Drug created at February 25, 2016 18:14 / Updated at February 21, 2021 18:53