Bephenium hydroxynaphthoate

Chemical Name N,N-dimethyl-N-(2-phenoxyethyl)benzenemethanaminium hydroxynaphthoate 

Trade Name Manufacturer Country Year Introduced 

dimethylamino-2-phenoxyethane was made by reacting chloro-2-phenoxyethane with dimethylamine. Benzyl chloride (10 grams) was then added to a solution of 1-dimethylamino-2-phenoxyethane (12.3 grams) in acetone (35 ml). The mixture warmed spontaneously and N-benzyl-N,N-dimethyl-N-2-phenoxyethylammonium chloride slowly crystallized. After 24 hours, this solid was filtered off, washed with fresh acetone and dried immediately in vacuo, MP 135°-136 C. 

2-Hydroxy-3-naphthoic acid (1.88 grams) was dissolved in hot aqueous sodium hydroxide (0.5N 20 ml) and the resulting solution was slowly added to a solution of N-benzyl-N,N-dimethyl-N-2-phenoxyethylammonium chloride (2.9 grams) in water (5 ml). A gum separated at first but it solidified on scratching. After the addition was complete, the mixture was allowed to stand at room temperature for 2 hours and then filtered. The residue was washed with water and dried in vacuo to give N-benzyl-N,N-dimethyl-N-2-phenoxyethylammonium 2-hydroxy-3-naphthoate, MP 170 -171°C. 

dimethylamino-2-phenoxyethane was made by reacting chloro-2-phenoxyethane with dimethylamine. Benzyl chloride (10 grams) was then added to a solution of 1-dimethylamino- 

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Benzethonium chloride Benzphetamine HCI Bephenium hydroxynaphthoate Bufeniode Diazoxide Ifenprodil tartrate Phenoxybenzamine HCI Propoxyphene HCI Tiopronin T ribenoside... 

Benzethonium chloride Bephenium hydroxynaphthoate Camazepam Dibutoline sulfate Doxepin HCI Furtrethonium iodide Loperamide HCI Thiothixene... 

C4H10CIN 107-99-3) see Bephenium hydroxynaphthoate Binedaline Brompheniramine Captodiame Carbinoxamine Chlorphenamine Chlorphenoxamine Cyclopentolate Dibenzepine Diltiazem Dimetindene Doxylamine Ethoheptazine Itopride hydrochloride Meclofenoxate Mepyramine Moxisylyte Normethadone Noxiptiline Pheniramine Phenyltoloxamine Tamoxifen Toremifene Trimethobenzamide Tripelennamine Zotepine... 

CioHijNO 13468-02-5) see Bephenium hydroxynaphthoate Domiphen bromide Thenium closilate... 

Acepromazine (- red), adiphenine (-> blue), benorylate, bephenium hydroxynaphthoate, bibenzonium, buclosamide (blue rim), bunamidine, chlorpromazine (-> violet), clefamide (— brown), codeine, colchicine, cyclazocine, cyclomethycaine (— brown), debrisoquine, diaveridine, dibenzepin, diethazine (— violet with excess reagent), diethylthiambutene (-> green-blue), dimethindene, dimethoxanate (— brown), dimoxyline, dipipanone (— blue), dothiepin, doxorubicin, doxycycline (-> yellow), ethopropazine violet), fenpiprane,... 

Acetophenazine, benzoctamine, bephenium hydroxynaphthoate, cephaloridine, chlophedianol (— brown), dihydromorphine, ethomoxane, fluopromazine, isoxsuprine, lobeline, methdilazine, propiomazine, tramazo-line, trifluomeprazine, trifluoperazine, trimeperidine... 

Bephenium Hydroxynaphthoate BP Surface area of not less than 7000 cm g determined by air permeability method... 

High molecular weight quaternary salts such as bephenium hydroxynaphthoate (XXI) and pyrvinium embonate (XXII), being quaternary, have low lipid solubility but also have... 

This is an effective drug for the treatment of hookworm infections in humans. The drug possesses better activity against A. duodenale than against N. americanus. The drug is administered orally at a dose of 5 g (2.5g base)/adult and 2.5g (1.25g base)/child [12,23,34,89]. Bephenium hydroxynaphthoate has been used in individual and community treatment of ancylostomiasis with high success however, it was not possible to eradicate the infection completely [90-92]. 

It is a bitter tasting drug and induces several side effects, which are related to gastrointestinal upset. The common side effects of bephenium hydroxynaphthoate are nausea, vomiting, diarrhea, abdominal pain, anorexia, dizziness and headache occuring in nearly 60% of the treated cases [89]. 

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