BENPROPERINE PHOSPHATE

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 Search

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

Molecular Formula	H3O4P
Molecular Weight	97.9952
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Molecular Formula	C21H27NO
Molecular Weight	309.4452
Charge	0
Count

Stereochemistry	RACEMIC
Additional Stereochemistry	No
Defined Stereocenters	0 / 1
E/Z Centers	0
Optical Activity	( + / - )

Description
Sources: http://www.mims.com/hongkong/drug/info/cofrel
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.

Originator

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Cough 106 Sources: http://www.mims.com/hongkong/drug/info/cofrel/?type=brief#Indications	Palliative		Approved 8429	Cofrel Approved Use Symptomatic relief of cough.

PubMed

Title	Date	PubMed
Anti-tussive activity of benproperine enantiomers on citric-acid-induced cough in conscious guinea-pigs.	2004 Feb	15005888
Identification of some benproperine metabolites in humans and investigation of their antitussive effect.	2005 Dec	16297353
Identification and quantitative determination of benproperine metabolites in human plasma and urine by liquid chromatography-tandem mass spectrometry.	2006 Jan 2	16280263
[Nondestructive quantitative analysis of Cofrel medicines by improved partial least squares-NIR spectroscopy].	2007 Jun	17763766
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	18800357

Patents

Sample Use Guides

In Vivo Use Guide

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.

Substance Class	Chemical Created by `admin` on `Fri Dec 15 17:03:40 GMT 2023` Edited by `admin` on `Fri Dec 15 17:03:40 GMT 2023`
Record UNII	S831Z48C5W
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

BENPROPERINE PHOSPHATE

Common Name

English

ASA-158/5

Code

English

BENPROPERINE TRIHYDROGEN PHOSPHATE

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