BEPHENIUM HYDROXYNAPHTHOATE

BEPHENIUM HYDROXYNAPHTHOATE
  • CAS No.:3818-50-6
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BEPHENIUM HYDROXYNAPHTHOATE Basic information
Pharmacology and mechanism of action Indications Side effects Contraindications Interactions Preparations References
Product Name:BEPHENIUM HYDROXYNAPHTHOATE
Synonyms:BENZYLDIMETHYL[2-PHENOXYETHYL]-AMMONIUM 3-HYDROXYNAPHTHOATE;BEPHENIUM HYDROXYNAPHTHOATE;benzyldimethyl-2-phenoxyethylammonium 3-hydroxy-2-naphthoate;Bephenium;3-hydroxynaphthalene-2-carboxylate;dimethyl-[2-(phenoxy)ethyl]-(phenylmethyl)azanium;Bephenium Hydroxynaphthoate (500 mg);BEPHENIUM HYDROXYNAPTHOATE
CAS:3818-50-6
MF:C28H29NO4
MW:443.53
EINECS:223-306-8
Product Categories:LAMPRENE
Mol File:3818-50-6.mol
BEPHENIUM HYDROXYNAPHTHOATE Chemical Properties
Melting point 170-171°
form neat
Safety Information
WGK Germany 3
MSDS Information
ProviderLanguage
SigmaAldrich English
BEPHENIUM HYDROXYNAPHTHOATE Usage And Synthesis
Pharmacology and mechanism of action Bephenium is a quaternary ammonium compound first introduced into clinical medicine in 1958. It has a wide anthelminthic activity, in particular against Ancylostoma duodenale and Ascaris lumbricoides. The mechanism of action of bephenium is similar to that of pyrantel and levamisole (see the monograph on levamisole, p. 74).  
IndicationsInfections with Ancylostoma duodenale, Ascaris lumbricoides and Necator americanus. Superior alternative drugs are available today.  
Side effectsThe drug has a bitter taste which might cause some patients especially children to refuse intake or vomit. This may be minimized by giving the drug with a sweet drink. Some individuals experience transient nausea, vomiting and headache after drug intake. Vertigo is occasionally reported.  
ContraindicationsThere are no known contraindications to the drug.  
InteractionsBephenium has antagonistic effects to piperazine. However, no interactions were reported when the two drugs were combined together during helminthic therapy [1].  
Preparations5 g bephenium hydroxynaphthoate contains 2.9 g bephenium. • Alcopar® (Wellcome). Sachet containing 5 g of bephenium hydroxynaphthoate.
References1. Goodwin LG, Jayewardene LG, Standen OD (1958). Clinical trials with bephenium hydroxynaphthoate against hookworm in Ceylon. BMJ, 2, 1572–1576.
Usesantibacterial, antilepretic, antituberculosis
UsesBephenium Hydroxynapthoate is an anthelmintic agent used to treat hookworm infections and ascariasis.
IndicationsThis drug exhibits antihelmintic action by acting as a cholinergic agonist, causing paralysis of the parasite musculature. This facilitates its removal from the intestines. It is used for treating ascariasis, ankylostomiasis, enterobiasis, trichostrongyliasis, and tricocefalosis. A single dose of bephenium heals from 80 to 100% of patients infected with A. duodenale. It is less effective with respect to N. americanus. Synonyms of this drug are aclopar and others.
SynthesisBephenium, 3-hydroxy-2-naphthoat benzyldimethyl(2-phenoxyethyl) ammonia (38.1.37), is made by reacting the sodium salt of 3-hydroxy-2-naphthoic acid with benzyldimethyl(2-phenoxyethyl)ammonia chloride (38.1.36). This is in turn made from benzyl chloride and N-(2-phenoxyethyl)dimethylamine (38.1.35), which is synthesized by reacting sodium phenolate with 2-dimethylaminoethylchloride.
BEPHENIUM HYDROXYNAPHTHOATE Preparation Products And Raw materials

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