Pyrantel

Pyrantel is a medication used to treat a number of parasitic worm infections.[2] This includes ascariasis, hookworm infections, enterobiasis (pinworm infection), trichostrongyliasis, and trichinellosis.[2] It is taken by mouth.[2]

Pyrantel
Clinical data
Trade namesPin-X, Combantrin, others[1]
Routes of
administration		by mouth
ATC code
Legal status
Legal status
Identifiers
IUPAC name
  • 1-Methyl-2-[(E)-2-(2-thienyl)vinyl]-5,6-dihydro-4H-pyrimidine
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.036.143
Chemical and physical data
FormulaC11H14N2S
Molar mass206.31 g·mol−1
3D model (JSmol)
Melting point178 to 179 °C (352 to 354 °F)
SMILES
  • CN1CCCN=C1/C=C/c2cccs2
InChI
  • 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+
  • Key:YSAUAVHXTIETRK-AATRIKPKSA-N

Side effects include nausea, headache, dizziness, trouble sleeping, and rash.[2] A lower dose should be used in people with liver disease.[2] While it does not appear to be harmful during pregnancy, it has not been studied for this use.[3] It is unclear if it is safe for use during breastfeeding.[2] It is in the antihelmintic family of medications.[4] It works by paralyzing worms.[4]

Pyrantel was initially described in 1965.[5] It is on the World Health Organization's List of Essential Medicines.[6] Pyrantel is available as a generic medication.[4] It may also be used to treat worms in a number of other animals.[5]

Pregnancy and breastfeeding

Pyrantel pamoate is considered a pregnancy category C drug for use during pregnancy for humans, but is in category A for canines and felines. Pyrantel is considered safe to use in nursing animals.[7]

Mechanism of action

Pyrantel pamoate acts as a depolarizing neuromuscular blocking agent, thereby causing sudden contraction, followed by paralysis, of the helminths. This has the result of causing the worm to "lose its grip" on the intestinal wall and be passed out of the system by natural process. Since Pyrantel is poorly absorbed by the host's intestine, the host is unaffected by the small dosage of medication used. Spastic (tetanic) paralyzing agents, in particular pyrantel pamoate, may induce complete intestinal obstruction in a heavy worm load.[8] This obstruction is usually in the form of a worm impaction and happens when a very small, but heavily parasitized animal is treated and tries to pass a large number of dislodged worms at once. Worms usually pass in normal stool or with diarrhea, straining, and occasional vomiting.

Names

There are a number of brands, including "Reese's Pinworm Medicine", "Pin-X", "Pin-Rid","PYRANTRIN", "COMBANTRIN", "Anthel", "Helmintox", "Helmex", "Strongid" and Drontal Cat.

References
  1. Hamilton, Richart (2015). Tarascon Pocket Pharmacopoeia 2015 Deluxe Lab-Coat Edition. Jones & Bartlett Learning. p. 54. ISBN 9781284057560.
  2. World Health Organization (2009). Stuart MC, Kouimtzi M, Hill SR (eds.). WHO Model Formulary 2008. World Health Organization. pp. 89, 608. hdl:10665/44053. ISBN 9789241547659.
  3. "Pyrantel Use During Pregnancy | Drugs.com". www.drugs.com. Archived from the original on 20 December 2016. Retrieved 8 December 2016.
  4. "Pyrantel Pamoate". The American Society of Health-System Pharmacists. Archived from the original on 20 December 2016. Retrieved 8 December 2016.
  5. Maddison, Jill E.; Page, Stephen W.; (BVSc.), David Church (2008). Small Animal Clinical Pharmacology. Elsevier Health Sciences. p. 209. ISBN 978-0702028588. Archived from the original on 2016-12-20.
  6. World Health Organization (2019). World Health Organization model list of essential medicines: 21st list 2019. Geneva: World Health Organization. hdl:10665/325771. WHO/MVP/EMP/IAU/2019.06. License: CC BY-NC-SA 3.0 IGO.
  7. Plumb, D. C. (2005). Plumb's veterinary drug handbook. Stockholm, Wis: PharmaVet. ISBN 978-0-8138-0518-4.
  8. Salman, A. B. (1997). "Management of intestinal obstruction caused by ascariasis". Journal of Pediatric Surgery. 32 (4): 585–587. doi:10.1016/S0022-3468(97)90712-0. PMID 9126759.
  • "Pyrantel". Drug Information Portal. U.S. National Library of Medicine.
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