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Details

Stereochemistry RACEMIC
Molecular Formula C25H35NO5.ClH
Molecular Weight 466.01
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of MEBEVERINE HYDROCHLORIDE

SMILES

Cl.CCN(CCCCOC(=O)C1=CC(OC)=C(OC)C=C1)C(C)CC2=CC=C(OC)C=C2

InChI

InChIKey=PLGQWYOULXPJRE-UHFFFAOYSA-N
InChI=1S/C25H35NO5.ClH/c1-6-26(19(2)17-20-9-12-22(28-3)13-10-20)15-7-8-16-31-25(27)21-11-14-23(29-4)24(18-21)30-5;/h9-14,18-19H,6-8,15-17H2,1-5H3;1H

HIDE SMILES / InChI

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C25H35NO5
Molecular Weight 429.5491
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Description
Curator's Comment: description was created based on several sources, including: http://www.mhra.gov.uk/home/groups/par/documents/websiteresources/con744437.pdf | https://www.ncbi.nlm.nih.gov/pubmed/20128021

Mebeverine is an antispasmodic with a direct action on the smooth muscle of the gastrointestinal tract. The exact mechanism of action is not known, but multiple mechanisms, such as a decrease in ion channel permeabilities, blockade of noradrenaline reuptake, a local anesthetic effects, as well as weak anti-muscarinic and phosphodiesterase inhibitory effect might contribute to the local effects of Mebeverine. This medicine is used to treat symptoms of irritable bowel syndrome (IBS) and similar problems such as chronic irritable colon, spastic constipation, mucous colitis and spastic colitis. Most people will not have problems with Mebeverine, but some may get some side effects, such as: difficulty in breathing, swelling of face, neck, tongue or throat, skin rash, red itchy skin.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: Alpha-1 adrenergic receptor (guinea pig)
Target ID: Muscarinic acetylcholine receptors (guinea pig)
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Palliative
Colofac

Approved Use

Colofac is used to treat symptoms of irritable bowel syndrome and similar problems.

Launch Date

1978
Palliative
Colofac

Approved Use

This medicine is used to treat symptoms of irritable bowel syndrome (IBS) and similar problems such as chronic irritable colon, spastic constipation, mucous colitis and spastic colitis.

Launch Date

1978
Palliative
Colofac

Approved Use

This medicine is used to treat symptoms of irritable bowel syndrome (IBS) and similar problems such as chronic irritable colon, spastic constipation, mucous colitis and spastic colitis

Launch Date

1978
PubMed

PubMed

TitleDatePubMed
[Duspatalin in functional disorders of the Oddi's sphincter in patients subjected cholecystectomy].
2002
Treatment patterns and health care costs of mebeverine-treated IBS patients: a case-control study.
2004 Nov
Rapid accurate mass desorption electrospray ionisation tandem mass spectrometry of pharmaceutical samples.
2005
A new RP-HPLC method for analysis of mebeverine hydrochloride in raw materials and tablets.
2005 Apr
[Mebeverine for complex treatment of opisthorchiasis].
2006
Investigative implications of the instability and metabolism of mebeverine.
2006 Mar
"My patients are the sickest".
2006 May
Mebeverine influences sodium ion transport in the distal colon.
2006 Sep-Oct
Colon-specific drug delivery for mebeverine hydrochloride.
2007 Dec
Development of in situ ion selective sensors for dissolution.
2007 Jan 2
Improving the detection limits of antispasmodic drugs electrodes by using modified membrane sensors with inner solid contact.
2007 May 9
[Efficacy of duspatalin in the treatment and prophylaxis of postcholecystectomic syndrome].
2008
Cost-effectiveness of cognitive behaviour therapy in addition to mebeverine for irritable bowel syndrome.
2008 Apr
Spectrophotometric determination of benzydamine HCl, levamisole HCl and mebeverine HCl through ion-pair complex formation with methyl orange.
2008 Mar
Drug use in children: cohort study in three European countries.
2008 Nov 24
Development of membrane selective electrode for determination of the antipsychotic sulpiride in pharmaceuticals and urine.
2009
Validated LC-MS/MS method for determination of Alverine and one of its hydroxy metabolites in human plasma along with its application to a bioequivalence study.
2009 Jan 15
The four killers of Meckel's diverticulum.
2009 May
[A method for non-medicamentous treatment of irritated bowel syndrome].
2009 May-Jun
Development of a list of potentially inappropriate drugs for the korean elderly using the delphi method.
2010 Dec
Colloids as a sink for certain pharmaceuticals in the aquatic environment.
2010 May
Development and validation of stability indicating HPLC and HPTLC methods for determination of sulpiride and mebeverine hydrochloride in combination.
2010 Sep
Autoimmune hepatitis triggered by nitrofurantoin: a case series.
2010 Sep 23
Profiling of a prescription drug library for potential renal drug-drug interactions mediated by the organic cation transporter 2.
2011 Jul 14
Patents

Sample Use Guides

One tablet (135 mg) three times a day. This may be gradually reduced after a few weeks when the desired effect has been obtained. The tablets are best taken 20 minutes before meals.
Route of Administration: Oral
In Vitro Use Guide
Mebeverine (10^5-10^4 M) suppressed the amplitude of the action potential and lengthened the time between stimulation and the top of the response in non-myelinated fibres of the vagus nerve.
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:14:12 GMT 2023
Edited
by admin
on Fri Dec 15 15:14:12 GMT 2023
Record UNII
15VZ5AL4JN
Record Status Validated (UNII)
Record Version
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Name Type Language
MEBEVERINE HYDROCHLORIDE
MART.   MI   USAN   WHO-DD  
USAN  
Official Name English
Mebeverine hydrochloride [WHO-DD]
Common Name English
MEBEVERINE HYDROCHLORIDE [EP MONOGRAPH]
Common Name English
MEBEVERINE HYDROCHLORIDE [USAN]
Common Name English
MEBEVERINE HCL
Common Name English
MEBEVERINE HYDROCHLORIDE [MI]
Common Name English
BENZOIC ACID, 3,4-DIMETHOXY-, 4-(ETHYL(2-(4-METHOXYPHENYL)-1-METHYLETHYL)AMINO)BUTYL ESTER, HYDROCHLORIDE
Common Name English
4-(ETHYL(P-METHOXY-.ALPHA.-METHYLPHENETHYL)AMINO)BUTYL VERATRATE HYDROCHLORIDE
Common Name English
MEBEVERINE HYDROCHLORIDE [MART.]
Common Name English
NSC-169101
Code English
CSAG-144
Code English
Classification Tree Code System Code
NCI_THESAURUS C66880
Created by admin on Fri Dec 15 15:14:12 GMT 2023 , Edited by admin on Fri Dec 15 15:14:12 GMT 2023
Code System Code Type Description
NCI_THESAURUS
C73596
Created by admin on Fri Dec 15 15:14:12 GMT 2023 , Edited by admin on Fri Dec 15 15:14:12 GMT 2023
PRIMARY
MESH
C005096
Created by admin on Fri Dec 15 15:14:12 GMT 2023 , Edited by admin on Fri Dec 15 15:14:12 GMT 2023
PRIMARY
RXCUI
235827
Created by admin on Fri Dec 15 15:14:12 GMT 2023 , Edited by admin on Fri Dec 15 15:14:12 GMT 2023
PRIMARY RxNorm
ECHA (EC/EINECS)
220-400-0
Created by admin on Fri Dec 15 15:14:12 GMT 2023 , Edited by admin on Fri Dec 15 15:14:12 GMT 2023
PRIMARY
CAS
2753-45-9
Created by admin on Fri Dec 15 15:14:12 GMT 2023 , Edited by admin on Fri Dec 15 15:14:12 GMT 2023
PRIMARY
MERCK INDEX
m7108
Created by admin on Fri Dec 15 15:14:12 GMT 2023 , Edited by admin on Fri Dec 15 15:14:12 GMT 2023
PRIMARY Merck Index
FDA UNII
15VZ5AL4JN
Created by admin on Fri Dec 15 15:14:12 GMT 2023 , Edited by admin on Fri Dec 15 15:14:12 GMT 2023
PRIMARY
EVMPD
SUB03102MIG
Created by admin on Fri Dec 15 15:14:12 GMT 2023 , Edited by admin on Fri Dec 15 15:14:12 GMT 2023
PRIMARY
ChEMBL
CHEMBL282121
Created by admin on Fri Dec 15 15:14:12 GMT 2023 , Edited by admin on Fri Dec 15 15:14:12 GMT 2023
PRIMARY
PUBCHEM
17683
Created by admin on Fri Dec 15 15:14:12 GMT 2023 , Edited by admin on Fri Dec 15 15:14:12 GMT 2023
PRIMARY
EPA CompTox
DTXSID1045372
Created by admin on Fri Dec 15 15:14:12 GMT 2023 , Edited by admin on Fri Dec 15 15:14:12 GMT 2023
PRIMARY
NSC
169101
Created by admin on Fri Dec 15 15:14:12 GMT 2023 , Edited by admin on Fri Dec 15 15:14:12 GMT 2023
PRIMARY
SMS_ID
100000086181
Created by admin on Fri Dec 15 15:14:12 GMT 2023 , Edited by admin on Fri Dec 15 15:14:12 GMT 2023
PRIMARY
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