U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry RACEMIC
Molecular Formula C21H27NO
Molecular Weight 309.4452
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BENPROPERINE

SMILES

CC(COC1=CC=CC=C1CC2=CC=CC=C2)N3CCCCC3

InChI

InChIKey=JTUQXGZRVLWBCR-UHFFFAOYSA-N
InChI=1S/C21H27NO/c1-18(22-14-8-3-9-15-22)17-23-21-13-7-6-12-20(21)16-19-10-4-2-5-11-19/h2,4-7,10-13,18H,3,8-9,14-17H2,1H3

HIDE SMILES / InChI

Description
Curator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/16297353 and http://www.ncbi.nlm.nih.gov/pubmed/5301345

Benproperine (Cofrel) is a cough suppressant. It is used for symptomatic relief of cough. Cofrel is 2-4 times as potent as codeine in suppressing cough in animals. It acts peripherally by blocking afferent sensory nerve impulses originating from receptors in the lungs and pleura.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Palliative
Cofrel

Approved Use

Symptomatic relief of cough.
PubMed

PubMed

TitleDatePubMed
Anti-tussive activity of benproperine enantiomers on citric-acid-induced cough in conscious guinea-pigs.
2004 Feb
Identification of some benproperine metabolites in humans and investigation of their antitussive effect.
2005 Dec
Identification and quantitative determination of benproperine metabolites in human plasma and urine by liquid chromatography-tandem mass spectrometry.
2006 Jan 2
[Nondestructive quantitative analysis of Cofrel medicines by improved partial least squares-NIR spectroscopy].
2007 Jun
Resonance light scattering study on the interaction of benproperine phosphate with eriochrome blue black R in the presence of sodium dodecylbenzene sulphonate and its analytical application.
2009 Mar-Apr
Patents

Patents

Sample Use Guides

1 or 2 tablets 3 times daily, according to severity of cough. Tablets should be swallowed whole and not chewed.
Route of Administration: Oral
In Vitro Use Guide
10(-5) g/ml of Benproperine (ASA 158/5) caused remarkable reduction of the contraction of the tracheal muscle preparation of a guinea pig caused by histamine HCl.
Name Type Language
BENPROPERINE
INN   MART.   MI   WHO-DD  
INN  
Official Name English
Benproperine [WHO-DD]
Common Name English
ASA 158/5 FREE BASE
Code English
ASA-158/5 FREE BASE
Code English
benproperine [INN]
Common Name English
1-(2-(2-BENZYLPHENOXY)-1-METHYLETHYL)PIPERIDINE
Systematic Name English
BENPROPERINE [MI]
Common Name English
BENPROPERINE [MART.]
Common Name English
COFREL
Brand Name English
Classification Tree Code System Code
WHO-VATC QR05DB02
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NCI_THESAURUS C66917
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WHO-ATC R05DB02
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Code System Code Type Description
DRUG BANK
DB13309
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PRIMARY
DRUG CENTRAL
5236
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MESH
C477447
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CHEBI
37560
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CAS
2156-27-6
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PUBCHEM
2326
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WIKIPEDIA
BENPROPERINE
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MERCK INDEX
m2321
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PRIMARY Merck Index
NCI_THESAURUS
C78103
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PRIMARY
EPA CompTox
DTXSID10862853
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INN
3118
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PRIMARY
EVMPD
SUB05728MIG
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PRIMARY
SMS_ID
100000086375
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RXCUI
236749
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PRIMARY RxNorm
ChEMBL
CHEMBL2105910
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FDA UNII
3AA6IZ48YK
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PRIMARY