Pyrantel tartrateProduct ingredient for Pyrantel

Name
Pyrantel tartrate
Drug Entry
Pyrantel

Pyrantel is a pyrimidine-derivative anthelmintic agent for the oral treatment of various parasitic worm infections including ascariasis, hookworm infections, enterobiasis (pinworm infection), trichostrongyliasis, and trichinellosis 17.

Pyrantel was initially described in 1965 by researchers from Pfizer who sought cyclic amidines with suitable pharmacokinetic properties (specifically, duration of action) for use as an anthelmintic drug. Pyrantel is mainly available in formulations for dogs and cats as the embonate salt, containing a 34.7% pyrantel base 14.

Pyrantel is on the World Health Organization's List of Essential Medicines, which are the safest and most effective medicines required in a functioning health system 15, 16.

A depolarizing neuromuscular-blocking agent causing longstanding nicotinic receptor activation, resulting in spastic paralysis of susceptible nematodes (worms). Pyrantel has shown to be effective after a single dose 18.

In humans, it is administered as pyrantel pamoate 3,4,8,12.

Accession Number
DBSALT001617
Structure
Synonyms
Not Available
UNII
SC82VF0480
CAS Number
33401-94-4
Weight
Average: 356.39
Monoisotopic: 356.104207546
Chemical Formula
C15H20N2O6S
InChI Key
VWRCYAZJKNPEQR-NIEARKAZSA-N
InChI
InChI=1S/C11H14N2S.C4H6O6/c1-13-8-3-7-12-11(13)6-5-10-4-2-9-14-10;5-1(3(7)8)2(6)4(9)10/h2,4-6,9H,3,7-8H2,1H3;1-2,5-6H,(H,7,8)(H,9,10)/b6-5+;/t;1-,2-/m.1/s1
IUPAC Name
(2R,3R)-2,3-dihydroxybutanedioic acid; 1-methyl-2-[(E)-2-(thiophen-2-yl)ethenyl]-1,4,5,6-tetrahydropyrimidine
SMILES
[H][C@](O)(C(O)=O)[C@@]([H])(O)C(O)=O.[H]\C(=C(\[H])C1=NCCCN1C)C1=CC=CS1
ChemSpider
4939099
ChEMBL
CHEMBL2105309
Predicted Properties
PropertyValueSource
Water Solubility0.118 mg/mLALOGPS
logP2.69ALOGPS
logP1.96Chemaxon
logS-3.2ALOGPS
pKa (Strongest Basic)10.71Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count2Chemaxon
Hydrogen Donor Count0Chemaxon
Polar Surface Area15.6 Å2Chemaxon
Rotatable Bond Count5Chemaxon
Refractivity61.81 m3·mol-1Chemaxon
Polarizability23.32 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleYesChemaxon
MDDR-like RuleNoChemaxon