Bephenium hydroxynaphthoate

Bephenium hydroxynaphthoate (INN, trade names Alcopara, Alcopar, Befenium, Debefenium, Francin, Nemex) is an anthelmintic agent formerly used in the treatment of hookworm infections and ascariasis.[1][2] It is formulated as a salt between the active pharmaceutical ingredient, bephenium, and 3-hydroxy-2-naphthoic acid.

Bephenium hydroxynaphthoate
Clinical data
Pregnancy
category
  • Undefined
Routes of
administration		Oral
ATC code
Pharmacokinetic data
Bioavailability<1%
ExcretionRenal (negligible)
Identifiers
IUPAC name
  • N-Benzyl-N,N-dimethyl-2-phenoxyethanaminium 3-hydroxynaphthalene-2-carboxylate
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.021.189
Chemical and physical data
FormulaC28H29NO4
Molar mass443.543 g·mol−1
3D model (JSmol)
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 is not FDA-approved and is not available in the United States.[3]

References
  1. Sweetman S, ed. (2009). Martindale: The complete drug reference (36th ed.). London: Pharmaceutical Press. p. 143. ISBN 978-0-85369-840-1.
  2. 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.
  3. Pham PA (March 19, 2009). "Bephenium hydroxynaphthoate". Point-of-Care Information Technology ABX Guide. Johns Hopkins University. Retrieved on March 25, 2011.
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