Bephenium hydroxynaphthoate

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 ; 7181-73-9 (bephenium);
PubChem CID	54678490;
ChemSpider	18524 ;
UNII	47RU9546DX;
ChEMBL	ChEMBL1673148 ;
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 ; Key:PMPQCPQAHTXCDK-UHFFFAOYSA-M ;
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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 is not FDA-approved and is not available in the United States.^[3]

References[]

^ 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.

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[Martindale-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.

[POC-IT-3] Pham PA (March 19, 2009). "Bephenium hydroxynaphthoate". Point-of-Care Information Technology ABX Guide. Johns Hopkins University. Retrieved on March 25, 2011.

[1]

[2]

[3]

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)
PubChem CID	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
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