(2R,3R)-2,3-dihydroxybutanedioic acid; 1-methyl-2-[(E)-2-(thiophen-2-yl)ethenyl]-1,4,5,6-tetrahydropyrimidine

• ChemBase ID: 133130
• Molecular Formular: C15H20N2O6S
• Molecular Mass: 356.3941
• Monoisotopic Mass: 356.10420737
• SMILES: CN1CCCN=C1/C=C/c1cccs1.[C@@H]([C@H](C(=O)O)O)(C(=O)O)O
• Canonical SMILES: OC(=O)[C@@H]([C@H](C(=O)O)O)O.CN1CCCN=C1/C=C/c1cccs1
• 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
• InChIKey: VWRCYAZJKNPEQR-NIEARKAZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R)-2,3-dihydroxybutanedioic acid; 1-methyl-2-[(E)-2-(thiophen-2-yl)ethenyl]-1,4,5,6-tetrahydropyrimidine
• IUPAC Traditional name: L(+)-tartaric acid; pyrantel
• Synonyms: 1-Methyl-2-(2-[2-thienyl]ethenyl)-1,4,5,6-tetrahydropyrimidine; Pyrantel (+)-tartrate salt; Pyrantel tartrate salt

Database IDs

• CAS Number: 33401-94-4
• EC Number: 251-501-8
• MDL Number: MFCD00216022
• PubChem SID: 162227407
• PubChem CID: 6434144

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): -0.45122287
• LogD (pH = 7.4): -0.40053108
• Log P: 1.9635495
• Molar Refractivity: 61.8136 cm^3
• Polarizability: 22.833937 Å^3
• Polar Surface Area: 15.6 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• RTECS: UW0249000
• European Hazard Symbols: Toxic (T)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 25
• Safety Statements: 45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301
• GHS Precautionary statements: P301 + P310
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 3

Product Information

• Purity: 95+%

DETAILS

Sigma Aldrich - P7674

Application
Pyrantel is used to study neuronal nicotinic receptors and has been is used to treat parasiticinfections in livestock1. Pyrantel tartrate salt is used to study allosteric modulation of the neuronal nicotinic acetylcholine receptors (nAChRs)2.
Biochem/physiol Actions
Pyrantel is a nematode muscle cell-associated nicotinic agonist for the acetylcholine (ACh) receptor. Cholinesterase inhibitor.
Pyrantel is a nematode muscle cell-associated nicotinic agonist for the acetylcholine (ACh) receptor. This is a cholinesterase inhibitor. It causes spastic muscle paralysis in parasitic worms due to prolonged activation of the excitatory nicotinic acetylcholine (nACh) receptors.