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Bephenium hydroxynaphthoate

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Chemical compound

Pharmaceutical compound

Bephenium hydroxynaphthoate
Clinical data

Pregnancy category	Undefined
Routes of administration	Oral
ATC code	P02CX02 (WHO)
Pharmacokinetic data
Bioavailability	<1%
Excretion	Renal (negligible)
Identifiers
IUPAC name N-Benzyl-N,N-dimethyl-2-phenoxyethanaminium 3-hydroxynaphthalene-2-carboxylate
CAS Number	3818-50-6^N 7181-73-9 (bephenium)
PubChemCID	54678490
ChemSpider	18524^Y
UNII	47RU9546DX
ChEMBL	ChEMBL1673148^N
CompTox Dashboard(EPA)	DTXSID8022662
ECHA InfoCard	100.021.189
Chemical and physical data
Formula	C₂₈H₂₉NO₄
Molar mass	443.543 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES C[N+](C)(CCOc1ccccc1)Cc2ccccc2.c1ccc2cc(c(cc2c1)C(=O)[O-])O
InChI InChI=1S/C17H22NO.C11H8O3/c1-18(2,15-16-9-5-3-6-10-16)13-14-19-17-11-7-4-8-12-17;12-10-6-8-4-2-1-3-7(8)5-9(10)11(13)14/h3-12H,13-15H2,1-2H3;1-6,12H,(H,13,14)/q+1;/p-1^N Key:PMPQCPQAHTXCDK-UHFFFAOYSA-M^N
^NY (what is this?) (verify)

Bephenium hydroxynaphthoate (INN, trade namesAlcopara,Alcopar,Befenium,Debefenium,Francin,Nemex) is ananthelmintic agent formerly used in the treatment ofhookworm infections andascariasis.^[1]^[2] It isformulated as asalt between theactive pharmaceutical ingredient, bephenium, and3-hydroxy-2-naphthoic acid.^{[citation needed]}

Bephenium is not FDA-approved and is not available in theUnited States.^[3]

^Sweetman S, ed. (2009).Martindale: The complete drug reference (36th ed.). London: Pharmaceutical Press. p. 143.ISBN 978-0-85369-840-1.
^Jayewardene G, Ismail MM, Wijayaratnam Y (July 1960)."Bephenium hydroxynaphthoate in treatment of ascariasis".Br Med J.2 (5194):268–71.doi:10.1136/bmj.2.5194.268.PMC 2097409.PMID 14406934.
^Pham PA (March 19, 2009)."Bephenium hydroxynaphthoate".Point-of-Care Information Technology ABX Guide.Johns Hopkins University. Retrieved on March 25, 2011.

Bindstubulin	benzimidazole Triclabendazole^#
AChE inhibitor	phosphonic acid Metrifonate^‡
Other/unknown	quinoline Arpraziquantel Praziquantel^# (+esafoxolaner/eprinomectin) Oxamniquine^# phenol Bithionol salicylanilide Oxyclozanide Rafoxanide thiazole Niridazole thioxanthone Hycanthone Lucanthone antimony compounds Stibophen Tartar emetic^‡

Bindstubulin	benzimidazole Albendazole^#
Other/unknown	quinoline Praziquantel^# (+esafoxolaner/eprinomectin) salicylanilide Niclosamide^# aminoacridine Quinacrine butyrophenone Desaspidin chlorophenol Dichlorophen Bunamidine Epsiprantel

Bindstubulin	benzimidazole Mebendazole^# Albendazole^# Tiabendazole Fenbendazole Ciclobendazole Flubendazole Oxfendazole Ricobendazole
Glutamate-gated chloride channel,GABA receptor	avermectins Abamectin Doramectin Emamectin Eprinomectin (+esafoxolaner/praziquantel) Ivermectin^# Selamectin milbemycins Moxidectin (+fluralaner) Milbemycin oxime
NMDA	tetrahydropyrimidine Pyrantel^# pyrantel pamoate Oxantel Morantel Carbantel Febantel (akafelsantel)
Other/unknown	piperazine Piperazine Diethylcarbamazine^# thiazole Levamisole^# quinolinium Pyrvinium benzylammonium Bephenium naphthalenesulfonate Suramin^# Ascaridole^‡ Emodepside Hexylresorcinol Melarsomine Monepantel Nitroscanate Phenothiazine^‡ Santonin^‡ Tetrachloroethylene^‡ Tribendimidine

nAChRsTooltip Nicotinic acetylcholine receptors

Agonists
(and PAMsTooltip positive allosteric modulators)

Antagonists
(and NAMsTooltip negative allosteric modulators)

See also: Receptor/signaling modulators; Muscarinic acetylcholine receptor modulators; Acetylcholine metabolism/transport modulators

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