Pyrantel citrateProduct ingredient for Pyrantel
- Name
- Pyrantel citrate
- 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.
- Accession Number
- DBSALT002662
- Structure
Structure for Pyrantel citrate (DBSALT002662)
- Synonyms
- Not Available
- UNII
- 1YXE665Z2S
- CAS Number
- 5685-86-9
- Weight
- Average: 398.43
Monoisotopic: 398.11477223 - Chemical Formula
- C17H22N2O7S
- InChI Key
- YJGGCARNRYGSPA-IPZCTEOASA-N
- InChI
- InChI=1S/C11H14N2S.C6H8O7/c1-13-8-3-7-12-11(13)6-5-10-4-2-9-14-10;7-3(8)1-6(13,5(11)12)2-4(9)10/h2,4-6,9H,3,7-8H2,1H3;13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)/b6-5+;
- IUPAC Name
- 1-methyl-2-[(E)-2-(thiophen-2-yl)ethenyl]-1,4,5,6-tetrahydropyrimidine; 2-hydroxypropane-1,2,3-tricarboxylic acid
- SMILES
- OC(=O)CC(O)(CC(O)=O)C(O)=O.CN1CCCN=C1\C=C\C1=CC=CS1
- External Links
- ChemSpider
- 4941042
- Predicted Properties
Property Value Source Water Solubility 106.0 mg/mL ALOGPS logP -1.3 ALOGPS logP 1.96 Chemaxon logS -0.26 ALOGPS pKa (Strongest Basic) 10.71 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 2 Chemaxon Hydrogen Donor Count 0 Chemaxon Polar Surface Area 15.6 Å2 Chemaxon Rotatable Bond Count 7 Chemaxon Refractivity 61.81 m3·mol-1 Chemaxon Polarizability 23.34 Å3 Chemaxon Number of Rings 2 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule Yes Chemaxon MDDR-like Rule No Chemaxon