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Details

Stereochemistry RACEMIC
Molecular Formula C21H27NO.H3O4P
Molecular Weight 407.4404
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BENPROPERINE PHOSPHATE

SMILES

OP(O)(O)=O.CC(COC1=CC=CC=C1CC2=CC=CC=C2)N3CCCCC3

InChI

InChIKey=MCVUURBOSHQXMK-UHFFFAOYSA-N
InChI=1S/C21H27NO.H3O4P/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;1-5(2,3)4/h2,4-7,10-13,18H,3,8-9,14-17H2,1H3;(H3,1,2,3,4)

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 PHOSPHATE
JAN   WHO-DD  
Common Name English
ASA-158/5
Code English
BENPROPERINE TRIHYDROGEN PHOSPHATE
MI  
Common Name English
ASA 158/5
Code English
BENPROPERINE PHOSPHATE [JAN]
Common Name English
Benproperine phosphate [WHO-DD]
Common Name English
BENPROPERINE TRIHYDROGEN PHOSPHATE [MI]
Common Name English
PIREXYL
Common Name English
1-(2-(2-BENZYLPHENOXY)-1-METHYLETHYL)PIPERIDINE MONOPHOSPHATE
Systematic Name English
Code System Code Type Description
MERCK INDEX
m2321
Created by admin on Fri Dec 15 17:03:40 GMT 2023 , Edited by admin on Fri Dec 15 17:03:40 GMT 2023
PRIMARY Merck Index
CAS
3563-76-6
Created by admin on Fri Dec 15 17:03:40 GMT 2023 , Edited by admin on Fri Dec 15 17:03:40 GMT 2023
SUPERSEDED
ECHA (EC/EINECS)
222-635-4
Created by admin on Fri Dec 15 17:03:40 GMT 2023 , Edited by admin on Fri Dec 15 17:03:40 GMT 2023
ALTERNATIVE
EVMPD
SUB00705MIG
Created by admin on Fri Dec 15 17:03:40 GMT 2023 , Edited by admin on Fri Dec 15 17:03:40 GMT 2023
PRIMARY
ChEMBL
CHEMBL2105910
Created by admin on Fri Dec 15 17:03:40 GMT 2023 , Edited by admin on Fri Dec 15 17:03:40 GMT 2023
PRIMARY
CHEBI
31261
Created by admin on Fri Dec 15 17:03:40 GMT 2023 , Edited by admin on Fri Dec 15 17:03:40 GMT 2023
PRIMARY
PUBCHEM
167811
Created by admin on Fri Dec 15 17:03:40 GMT 2023 , Edited by admin on Fri Dec 15 17:03:40 GMT 2023
PRIMARY
FDA UNII
S831Z48C5W
Created by admin on Fri Dec 15 17:03:40 GMT 2023 , Edited by admin on Fri Dec 15 17:03:40 GMT 2023
PRIMARY
SMS_ID
100000085016
Created by admin on Fri Dec 15 17:03:40 GMT 2023 , Edited by admin on Fri Dec 15 17:03:40 GMT 2023
PRIMARY
ECHA (EC/EINECS)
243-050-0
Created by admin on Fri Dec 15 17:03:40 GMT 2023 , Edited by admin on Fri Dec 15 17:03:40 GMT 2023
PRIMARY
EPA CompTox
DTXSID10941157
Created by admin on Fri Dec 15 17:03:40 GMT 2023 , Edited by admin on Fri Dec 15 17:03:40 GMT 2023
PRIMARY
CAS
19428-14-9
Created by admin on Fri Dec 15 17:03:40 GMT 2023 , Edited by admin on Fri Dec 15 17:03:40 GMT 2023
PRIMARY