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Details

Stereochemistry ACHIRAL
Molecular Formula C17H22NO.C11H7O3
Molecular Weight 443.5342
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BEPHENIUM HYDROXYNAPHTHOATE

SMILES

OC1=C(C=C2C=CC=CC2=C1)C([O-])=O.C[N+](C)(CCOC3=CC=CC=C3)CC4=CC=CC=C4

InChI

InChIKey=PMPQCPQAHTXCDK-UHFFFAOYSA-M
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

HIDE SMILES / InChI
Molecular Formula C17H22NO
Molecular Weight 256.3627
Charge 1
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE
Molecular Formula C11H7O3
Molecular Weight 187.1715
Charge -1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

BEPHENIUM HYDROXYNAPHTHOATE is an anthelmintic agent used in the treatment of hookworm and roundworm infections (Ancylostoma duodenale, Ascaris lumbricoides, and Necatore americanus). It targets the AChRs of nematodes producing spastic paralysis of the worms.

Approval Year

1967
147
Targets

Targets

Primary TargetPharmacologyConditionPotency
Agonist
2678
Inhibitor
8297
PubMed

PubMed

TitleDatePubMed
Bephenium hydroxynaphthoate in treatment of ascariasis.
1960 Jul 23
Selective effect of the anthelmintic bephenium on Haemonchus contortus levamisole-sensitive acetylcholine receptors.
2012 Jun
Patents

Patents

20020012680
32
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:16:42 GMT 2023
Edited
by admin
on Fri Dec 15 16:16:42 GMT 2023
Record UNII
47RU9546DX
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
BEPHENIUM HYDROXYNAPHTHOATE
INN   MART.   MI   USP-RS   WHO-DD   WHO-IP  
INN  
Official Name English
ALCOPARA
Brand Name English
BEPHENII HYDROXYNAPHTHOAS [WHO-IP LATIN]
Common Name English
Bephenium hydroxynaphthoate [WHO-DD]
Common Name English
BEPHENIUM HYDROXYNAPHTHOATE [MART.]
Common Name English
FEDAL-UNCIN
Brand Name English
DEBEFENIUM
Brand Name English
BEFENIOL
Brand Name English
bephenium hydroxynaphthoate [INN]
Common Name English
BEPHENIUM EMBONATE
Common Name English
LECIBIS
Brand Name English
Benzyldimethyl(2-phenoxyethyl)ammonium 3-hydroxy-2-naphthoate (1:1)
Systematic Name English
BEPHENIUM 3-HYDROXY-2-NAPHTHOATE
Common Name English
ALCOPAR
Brand Name English
BEPHENE OXINAPHTOATE
Common Name English
NAPHTAMONE
Brand Name English
NSC-759245
Code English
BEPHENAMINE HYDROXYNAPHTHOATE
Common Name English
BEPHENIUM HYDROXYNAPHTHOATE [MI]
Common Name English
BEPHENIUM HYDROXYNAPHTHOATE [WHO-IP]
Common Name English
NAPHTAMON
Brand Name English
BEFEN
Brand Name English
BENZENEMETHANAMINIUM, N,N-DIMETHYL-N-(2-PHENOXYETHYL)-, SALT WITH 3-HYDROXY-2-NAPHTHALENECARBOXYLIC ACID (1:1)
Common Name English
FRANTIN
Brand Name English
NAFTAMON
Brand Name English
NEMEX
Brand Name English
Classification Tree Code System Code
NCI_THESAURUS C250
Created by admin on Fri Dec 15 16:16:42 GMT 2023 , Edited by admin on Fri Dec 15 16:16:42 GMT 2023
Code System Code Type Description
NSC
759245
Created by admin on Fri Dec 15 16:16:42 GMT 2023 , Edited by admin on Fri Dec 15 16:16:42 GMT 2023
PRIMARY
WHO INTERNATIONAL PHARMACOPEIA
BEPHENIUM HYDROXYNAPHTHOATE
Created by admin on Fri Dec 15 16:16:42 GMT 2023 , Edited by admin on Fri Dec 15 16:16:42 GMT 2023
PRIMARY Description: A yellow to greenish yellow, crystalline powder; odourless or almost odourless. Solubility: Practically insoluble in water, ether R and benzene R; soluble in 50 parts of ethanol (~750 g/l) TS. Category: Anthelmintic. Storage: Bephenium hydroxynaphthoate should be kept in a tightly closed container. Additional information: Even in the absence of light. Bephenium hydroxynaphthoate is gradually degraded on exposure to ahumid atmosphere, the decomposition being faster at higher temperatures. Definition: Bephenium hydroxynaphthoate contains not less than 99.0% and not more than 101.0%, of C28H29NO4, calculated with reference to the dried substance.
MERCK INDEX
m2420
Created by admin on Fri Dec 15 16:16:42 GMT 2023 , Edited by admin on Fri Dec 15 16:16:42 GMT 2023
PRIMARY Merck Index
INN
876
Created by admin on Fri Dec 15 16:16:42 GMT 2023 , Edited by admin on Fri Dec 15 16:16:42 GMT 2023
PRIMARY
WIKIPEDIA
BEPHENIUM HYDROXYNAPHTHOATE
Created by admin on Fri Dec 15 16:16:42 GMT 2023 , Edited by admin on Fri Dec 15 16:16:42 GMT 2023
PRIMARY
CAS
3818-50-6
Created by admin on Fri Dec 15 16:16:42 GMT 2023 , Edited by admin on Fri Dec 15 16:16:42 GMT 2023
PRIMARY
PUBCHEM
54678490
Created by admin on Fri Dec 15 16:16:42 GMT 2023 , Edited by admin on Fri Dec 15 16:16:42 GMT 2023
PRIMARY
NCI_THESAURUS
C75210
Created by admin on Fri Dec 15 16:16:42 GMT 2023 , Edited by admin on Fri Dec 15 16:16:42 GMT 2023
PRIMARY
EPA CompTox
DTXSID8022662
Created by admin on Fri Dec 15 16:16:42 GMT 2023 , Edited by admin on Fri Dec 15 16:16:42 GMT 2023
PRIMARY
EVMPD
SUB05776MIG
Created by admin on Fri Dec 15 16:16:42 GMT 2023 , Edited by admin on Fri Dec 15 16:16:42 GMT 2023
PRIMARY
SMS_ID
100000086067
Created by admin on Fri Dec 15 16:16:42 GMT 2023 , Edited by admin on Fri Dec 15 16:16:42 GMT 2023
PRIMARY
ECHA (EC/EINECS)
223-306-8
Created by admin on Fri Dec 15 16:16:42 GMT 2023 , Edited by admin on Fri Dec 15 16:16:42 GMT 2023
PRIMARY
FDA UNII
47RU9546DX
Created by admin on Fri Dec 15 16:16:42 GMT 2023 , Edited by admin on Fri Dec 15 16:16:42 GMT 2023
PRIMARY
Related Record Type Details
Structure of BEPHENIUM
PARENT -> SALT/SOLVATE
Related Record Type Details
Structure of BEPHENIUM HYDROXYNAPHTHOATE
ACTIVE MOIETY
http://apps.who.int/phint/pdf/b/Jb.6.1.55.pdf
NIH
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