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Details

Stereochemistry RACEMIC
Molecular Formula C25H35NO5
Molecular Weight 429.5501
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of MEBEVERINE

SMILES

CCN(CCCCOC(=O)c1ccc(c(c1)OC)OC)C(C)Cc2ccc(cc2)OC

InChI

InChIKey=VYVKHNNGDFVQGA-UHFFFAOYSA-N
InChI=1S/C25H35NO5/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

HIDE SMILES / InChI

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

2.58595193E11
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

2.58595193E11
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

2.58595193E11
PubMed

PubMed

TitleDatePubMed
Drug therapy options for patients with irritable bowel syndrome.
2001 Jul
Meta-analysis of smooth muscle relaxants in the treatment of irritable bowel syndrome.
2001 Mar
[Duspatalin in functional disorders of the Oddi's sphincter in patients subjected cholecystectomy].
2002
Spectrophotometric microdetermination of nefopam, mebevrine and phenylpropanolamine hydrochloride in pharmaceutical formulations using alizarins.
2004 Jul
Treatment patterns and health care costs of mebeverine-treated IBS patients: a case-control study.
2004 Nov
Atmospheric pressure photoionization for enhanced compatibility in on-line micellar electrokinetic chromatography-mass spectrometry.
2005 Aug 15
[Mebeverine for complex treatment of opisthorchiasis].
2006
[Chronic abdominal pain syndrome in biliary pathology].
2007
Colon-specific drug delivery for mebeverine hydrochloride.
2007 Dec
Development of in situ ion selective sensors for dissolution.
2007 Jan 2
Effect of fibre, antispasmodics, and peppermint oil in the treatment of irritable bowel syndrome: systematic review and meta-analysis.
2008 Nov 13
[The effectiveness of spasmolytic therapy in chronic acalculous cholecystitis].
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
pH-Sensitive Mebeverine Microspheres for Colon Delivery.
2009 Jul
The four killers of Meckel's diverticulum.
2009 May
Development of a list of potentially inappropriate drugs for the korean elderly using the delphi method.
2010 Dec
A systematic review of efficacy and tolerability of mebeverine in irritable bowel syndrome.
2010 Feb 7
Validated HPLC determination of the two fixed dose combinations (chlordiazepoxide hydrochloride and mebeverine hydrochloride; carvedilol and hydrochlorothiazide) in their tablets.
2010 Jul-Aug
First derivative synchronous fluorescence spectroscopy for the simultaneous determination of sulpiride and mebeverine hydrochloride in their combined tablets and application to real human plasma.
2010 Nov
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.
Name Type Language
MEBEVERINE
INN   MI   WHO-DD  
INN  
Official Name English
MEBEVERINE [MI]
Common Name English
MEBEVERINE [WHO-DD]
Common Name English
ARLUY
Brand Name English
BENZOIC ACID, 3,4-DIMETHOXY-, 4-(ETHYL(2-(4-METHOXYPHENYL)-1-METHYLETHYL)AMINO)BUTYL ESTER
Common Name English
VERATRIC ACID, 4-((ETHYL(P-METHOXY-.ALPHA.-METHYLPHENETHYL))AMINO)BUTYL ESTER
Common Name English
4-(ETHYL(P-METHOXY-.ALPHA.-METHYLPHENETHYL)AMINO)BUTYL VERATRATE
Common Name English
MEBEVERINE [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C66880
Created by admin on Sat Jun 26 01:12:23 UTC 2021 , Edited by admin on Sat Jun 26 01:12:23 UTC 2021
WHO-ATC A03AA04
Created by admin on Sat Jun 26 01:12:23 UTC 2021 , Edited by admin on Sat Jun 26 01:12:23 UTC 2021
WHO-VATC QA03AA04
Created by admin on Sat Jun 26 01:12:23 UTC 2021 , Edited by admin on Sat Jun 26 01:12:23 UTC 2021
Code System Code Type Description
EPA CompTox
3625-06-7
Created by admin on Sat Jun 26 01:12:23 UTC 2021 , Edited by admin on Sat Jun 26 01:12:23 UTC 2021
PRIMARY
FDA UNII
7F80CC3NNV
Created by admin on Sat Jun 26 01:12:23 UTC 2021 , Edited by admin on Sat Jun 26 01:12:23 UTC 2021
PRIMARY
DRUG CENTRAL
1642
Created by admin on Sat Jun 26 01:12:23 UTC 2021 , Edited by admin on Sat Jun 26 01:12:23 UTC 2021
PRIMARY
CAS
3625-06-7
Created by admin on Sat Jun 26 01:12:23 UTC 2021 , Edited by admin on Sat Jun 26 01:12:23 UTC 2021
PRIMARY
RXCUI
29410
Created by admin on Sat Jun 26 01:12:23 UTC 2021 , Edited by admin on Sat Jun 26 01:12:23 UTC 2021
PRIMARY RxNorm
PUBCHEM
4031
Created by admin on Sat Jun 26 01:12:23 UTC 2021 , Edited by admin on Sat Jun 26 01:12:23 UTC 2021
PRIMARY
ECHA (EC/EINECS)
222-830-4
Created by admin on Sat Jun 26 01:12:23 UTC 2021 , Edited by admin on Sat Jun 26 01:12:23 UTC 2021
PRIMARY
ChEMBL
CHEMBL282121
Created by admin on Sat Jun 26 01:12:23 UTC 2021 , Edited by admin on Sat Jun 26 01:12:23 UTC 2021
PRIMARY
EVMPD
SUB08662MIG
Created by admin on Sat Jun 26 01:12:23 UTC 2021 , Edited by admin on Sat Jun 26 01:12:23 UTC 2021
PRIMARY
MERCK INDEX
M7108
Created by admin on Sat Jun 26 01:12:23 UTC 2021 , Edited by admin on Sat Jun 26 01:12:23 UTC 2021
PRIMARY Merck Index
MESH
C005096
Created by admin on Sat Jun 26 01:12:23 UTC 2021 , Edited by admin on Sat Jun 26 01:12:23 UTC 2021
PRIMARY
WIKIPEDIA
MEBEVERINE
Created by admin on Sat Jun 26 01:12:23 UTC 2021 , Edited by admin on Sat Jun 26 01:12:23 UTC 2021
PRIMARY
INN
1191
Created by admin on Sat Jun 26 01:12:23 UTC 2021 , Edited by admin on Sat Jun 26 01:12:23 UTC 2021
PRIMARY
DRUG BANK
DB12554
Created by admin on Sat Jun 26 01:12:23 UTC 2021 , Edited by admin on Sat Jun 26 01:12:23 UTC 2021
PRIMARY
NCI_THESAURUS
C83909
Created by admin on Sat Jun 26 01:12:23 UTC 2021 , Edited by admin on Sat Jun 26 01:12:23 UTC 2021
PRIMARY