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Substance Name: Pyrantel [INN:BAN]
RN: 15686-83-6
UNII: 4QIH0N49E7
InChIKey: YSAUAVHXTIETRK-AATRIKPKSA-N

Note

  • A depolarizing neuromuscular-blocking agent, that causes persistent nicotinic activation resulting in spastic paralysis of susceptible nematodes. It is a drug of second-choice after benzimidazoles for treatment of ascariasis, hookworm, and pinworm infections, being effective after a single dose. (From Smith and Reynard, Textbook of Pharmacology, 1992, p920)

Molecular Formula

  • C11-H14-N2-S

Molecular Weight

  • 206.3116
 

Classification Codes

  • Anthelmintics
  • Anti-Infective Agents
  • Antinematodal Agents
  • Antiparasitic Agents
  • Drug / Therapeutic Agent
  • Neuromuscular Agents
  • Neuromuscular Blocking Agents
  • Neuromuscular Depolarizing Agents
  • Peripheral Nervous System Agents

Names and Synonyms

Name of Substance

  • Pyrantel
  • Pyrantel [INN:BAN]

MeSH Heading

  • Pyrantel

Synonyms

  • CP-10,423-16
  • E-1,4,5,6-Tetrahydro-1-methyl-2-(2-(2-thienyl)vinyl)pyrimidine
  • EINECS 239-774-1
  • HSDB 3252
  • Pin-X
  • Pirantel
  • Pirantel [INN-Spanish]
  • Pirantele
  • Pirantele [DCIT]
  • Pyrantel
  • Pyrantelum
  • Pyrantelum [INN-Latin]
  • Pyrequan
  • Strongid
  • UNII-4QIH0N49E7

Systematic Names

  • Pyrantel
  • Pyrimidine, 1,4,5,6-tetrahydro-1-methyl-2-(2-(2-thienyl)ethenyl)-, (E)- (9CI)
  • Pyrimidine, 1,4,5,6-tetrahydro-1-methyl-2-(2-(2-thienyl)vinyl)-, (E)-

Registry Numbers

CAS Registry Number

  • 15686-83-6

FDA UNII

  • 4QIH0N49E7

System Generated Number

  • 0015686836

Structure Descriptors

InChI

1S/C11H14N2S/c1-13-8-3-7-12-11(13)6-5-10-4-2-9-14-10/h2,4-6,9H,3,7-8H2,1H3/b6-5+

InChIKey

YSAUAVHXTIETRK-AATRIKPKSA-N

Smiles

CN1CCCN=C1/C=C/c2cccs2

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 oral 2gm/kg (2000mg/kg)   Antibiotics and Chemotherapy Vol. 30, Pg. 1, 1981.
mouse LD50 oral 175mg/kg (175mg/kg)   Fortschritte der Arzneimittelforschung. Progress in Drug Research. Vol. 17, Pg. 108, 1973.
rat LD50 oral 170mg/kg (170mg/kg)   Fortschritte der Arzneimittelforschung. Progress in Drug Research. Vol. 17, Pg. 108, 1973.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 178.5 deg C   EXP
log P (octanol-water) 3.140 (none)   EST
Atmospheric OH Rate Constant 1.46E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.