Pyrantel pamoate

Pyrantel pamoate Basic information
Product Name:Pyrantel pamoate
Synonyms:Pyrantel pamoate,1-Methyl-2-(2-[2-thienyl]ethenyl)-1,4,5,6-tetrahydropyrimidine compound with 4,4′-methylenebis(3-hydroxy-2-naphthoic acid);1,4,5,6-Tetrahydro-1-Methyl-2-[(1E)-2-(2-thienyl)ethenyl]pyriMidine 4,4'-Methylenebis[3-hydroxy-2-naphthalenecarboxylate];4,4'-Methylenebis[3-hydroxy-2-naphthalenecarboxylic Acid coMpound with 1,4,5,6-Tetrahydro-1-Methyl-2-[(1E)-2-(2-thienyl)ethenyl]pyriMidine;Early Bird;HelMintox;NeMocid;Piranver;Pyrantel paMoate bioxtra
CAS:22204-24-6
MF:C34H30N2O6S
MW:594.68
EINECS:244-837-1
Product Categories:Veterinaries;Aromatics;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;NEMEX;22204-24-6
Mol File:22204-24-6.mol
Pyrantel pamoate Structure
Pyrantel pamoate Chemical Properties
Melting point 266-267°C
storage temp. Sealed in dry,Room Temperature
solubility Pratically insoluble in water, soluble in dimethyl sulfoxide, pratically insoluble in methanol.
form powder
color yellow
Water Solubility <0.1 g/100 mL at 19 ºC
BRN 9034755
BCS Class4
InChIKeyAQXXZDYPVDOQEE-MXDQRGINSA-N
SMILESC(C1=C(C(C(=O)O)=CC2=CC=CC=C12)O)C1=C(C(C(=O)O)=CC2=CC=CC=C12)O.C(/C1=NCCCN1C)=C\C1SC=CC=1
EPA Substance Registry System2-Naphthalenecarboxylic acid, 4,4'-methylenebis[3-hydroxy-, compd. with 1,4,5,6-tetrahydro-1-methyl-2-[(1E)-2-(2-thienyl)ethenyl]pyrimidine (1:1) (22204-24-6)
Safety Information
WGK Germany 3
RTECS QL2287000
HS Code 2934990002
MSDS Information
ProviderLanguage
Pyrantel pamoate English
SigmaAldrich English
Pyrantel pamoate Usage And Synthesis
Chemical PropertiesPale yellow or yellow powder.
UsesAn antiparasitic agent used in the treatment of intestinal parasites such as hookworms and roundworms (Ascaris lumbricoides, aka ascarids in humans) in domesticated animals such as horses, cattle, sheep, pigs, cats, dogs, and many other species.
Usesanthelmintic
IndicationsPyrantel pamoate (Antiminth) is a agonist at the nicotinic acetylcholine receptor, and its actions result in depolarization and spastic paralysis of the helminth muscle. Its selective toxicity occurs primarily because the neuromuscular junction of helminth muscle is more sensitive to the drug than is mammalian muscle. This drug is administered orally, and because very little is absorbed, high levels are achieved in the intestinal tract. Less than 15% of the drug and its metabolites are excreted in urine.
DefinitionChEBI: Pyrantel pamoate is an organic molecular entity.
Brand nameAntiminth (Roerig); Combantrin (Pfizer).
General DescriptionOdorless light yellow to tan crystalline powder. Tasteless. Used medicinally against nematodes in animals.
Air & Water ReactionsMay be sensitive to prolonged exposure to air and light . Insoluble in water.
Reactivity ProfilePyrantel pamoate may react with acids to liberate heat. May react exothermically enough with strong oxidizing acids to ignite the reaction products. Heat is also generated with caustic solutions. Generates flammable or toxic gases with alkali metals and hydrides and other reducing agents.
Fire HazardFlash point data for Pyrantel pamoate are not available; however, Pyrantel pamoate is probably combustible.
Clinical UseTrans-1,4,5,6,-Tetrahydro-1-methyl-2-[2-(2 -thienyl)ethenyl]pyrimidine pamoate (Antiminth) is a depolarizing neuromuscularblocking agent that causes spastic paralysis insusceptible helminths. It is used in the treatment of infestationscaused by pinworms and roundworms (ascariasis).Because its action opposes that of piperazine, the twoanthelmintics should not be used together. More than halfof the oral dose is excreted in the feces unchanged.Adverse effects associated with its use are primarilygastrointestinal.
Side effectsPyrantel pamoate is active against several roundworms: A. lumbricoides, Ancylostoma duodenale, Necator americanus, and E. vermicularis. Pyrantel is an alternative drug of choice in treating infections with A. lumbricoides, E. vermicularis (pinworms), and hookworms (N. americanus and A. duodenale). It is not recommended for pregnant patients or for children under age 1 year.
Although most of the drug remains in the intestinal lumen, enough can be absorbed systemically to cause headache, dizziness, and drowsiness. No major adverse effects have been reported on renal, hepatic, or hematological systems.
Veterinary Drugs and TreatmentsPyrantel has been used for the removal of the following parasites in dogs: ascarids (Toxocara canis, T. leonina), hookworms (Ancylostoma caninum, Uncinaria stenocephala), and stomach worm (Physaloptera). Although not approved for use in cats, it is useful for similar parasites and is considered safe to use.
Pyrantel is indicated (labeled) for the removal of the following parasites in horses: Strongylus vulgaris and equinus, Parasacaris equorum, and Probstymayria vivapara. It has variable activity against Oxyuris equi, S. edentatus, and small strongyles. Pyrantel is active against ileocecal tapeworm (A. perfoliata) when used at twice the recommended dose, although resistance has been reported.
Although there are apparently no pyrantel products approved for use in cattle, sheep, or goats, the drug is effective (as the tartrate) for the removal of the following parasites: Haemonchus spp., Ostertagia spp., Trichostrongylus spp., Nematodirus spp., Chabertia spp., Cooperia spp. and Oesophagostomum spp.
Pyrantel tartrate is indicated (labeled) for the removal or prevention of the following parasites in swine: large roundworms (Ascaris suum) and Oesophagostomum spp. The drug has activity against the swine stomach worm (Hyostrongylus rubidus).
Although not approved, pyrantel has been used in pet birds and llamas. See the Dosage section for more information.



Pyrantel pamoate Preparation Products And Raw materials
Methylparaben Sulfamerazine D-Timolol maleate Methyl pyrante Parathion-methyl Pamoic acid Vinyl ester resin 2-(2-Aminothiazole-4-yl)-2-methoxyiminoacetic acid PYRANTEL Cefotaxime Thiophanate-methyl Pirimiphos-methyl Methyl vinyl ketone Silicone rubber,methyl-vinyl Methyl acrylate Methyl bromide Pyrantel pamoate

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