| Identification | Back Directory | [Name]
BEPHENIUM HYDROXYNAPHTHOATE | [CAS]
3818-50-6 | [Synonyms]
Bephenium
BEPHENIUM HYDROXYNAPTHOATE
BEPHENIUM HYDROXYNAPHTHOATE
3-hydroxynaphthalene-2-carboxylate
Bephenium Hydroxynaphthoate (500 mg)
BEPHENIUM HYDROXYNAPHTHOATE USP/EP/BP
Bephenium Hydroxynaphthoate (1065006)
dimethyl-[2-(phenoxy)ethyl]-(phenylmethyl)azanium
Bephenium (hydroxynaphthoate),Inhibitor,Parasite,inhibit
BENZYLDIMETHYL[2-PHENOXYETHYL]-AMMONIUM 3-HYDROXYNAPHTHOATE
benzyldimethyl-2-phenoxyethylammonium 3-hydroxy-2-naphthoate
N-Benzyl-N,N-dimethyl-2-phenoxyethanaminium 3-hydroxy-2-naphthoate | [EINECS(EC#)]
223-306-8 | [Molecular Formula]
C28H29NO4 | [MDL Number]
MFCD00078960 | [MOL File]
3818-50-6.mol | [Molecular Weight]
443.53 |
| Hazard Information | Back Directory | [Uses]
antibacterial, antilepretic, antituberculosis | [Uses]
Bephenium Hydroxynapthoate is an anthelmintic agent used to treat hookworm infections and ascariasis. | [Clinical Use]
Bephenium can be used against Ascaris,
Ancylostoma, and Trichostrongylus infections;
it is less effective against Necator. Occasional
adverse reactions occur: nausea, diarrhea, vomiting,
headache, vertigo. | [Synthesis]
Bephenium, 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.
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| Questions And Answer | Back Directory | [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).
| [Indications]
Infections with Ancylostoma duodenale, Ascaris lumbricoides and Necator americanus. Superior alternative drugs are available today.
| [Side effects]
The 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.
| [Contraindications]
There are no known contraindications to the drug.
| [Interactions]
Bephenium has antagonistic effects to piperazine. However, no interactions were reported when the two drugs were combined together during helminthic therapy [1].
| [Preparations]
5 g bephenium hydroxynaphthoate contains 2.9 g bephenium.
• Alcopar® (Wellcome). Sachet containing 5 g of bephenium hydroxynaphthoate.
| [References]
1. Goodwin LG, Jayewardene LG, Standen OD (1958). Clinical trials with bephenium hydroxynaphthoate against hookworm in Ceylon. BMJ, 2, 1572–1576.
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