Details
Stereochemistry | RACEMIC |
Molecular Formula | C25H35NO5 |
Molecular Weight | 429.5491 |
Optical Activity | ( + / - ) |
Defined Stereocenters | 0 / 1 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CCN(CCCCOC(=O)C1=CC(OC)=C(OC)C=C1)C(C)CC2=CC=C(OC)C=C2
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
DescriptionCurator'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
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.
Originator
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
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Target ID: Alpha-1 adrenergic receptor (guinea pig) Sources: https://www.ncbi.nlm.nih.gov/pubmed/2442008 |
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Target ID: Muscarinic acetylcholine receptors (guinea pig) Sources: https://www.ncbi.nlm.nih.gov/pubmed/2442008 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Palliative | Colofac Approved UseColofac is used to treat symptoms of irritable bowel syndrome and similar problems. Launch Date1978 |
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Palliative | Colofac Approved UseThis 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 Date1978 |
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Palliative | Colofac Approved UseThis 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 Date1978 |
PubMed
Title | Date | PubMed |
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Rapid accurate mass desorption electrospray ionisation tandem mass spectrometry of pharmaceutical samples. | 2005 |
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A new RP-HPLC method for analysis of mebeverine hydrochloride in raw materials and tablets. | 2005 Apr |
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[Mebeverine for complex treatment of opisthorchiasis]. | 2006 |
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[The pain problem as a historic aspect. Pain at the biliary pathology. Mebeverine hydrochloride as a part of complex therapy]. | 2006 |
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Generic and brand-name drugs. Are different criteria sufficiently taken into account before granting market authorisation? | 2006 |
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Formulation of an antispasmodic drug as a topical local anesthetic. | 2006 Dec 1 |
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Cognitive behavioural therapy in addition to antispasmodic therapy for irritable bowel syndrome in primary care: randomised controlled trial. | 2006 Jun |
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Investigative implications of the instability and metabolism of mebeverine. | 2006 Mar |
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Quality of life of patients with irritable bowel syndrome is low compared to others with chronic diseases. | 2006 May |
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"My patients are the sickest". | 2006 May |
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Mebeverine influences sodium ion transport in the distal colon. | 2006 Sep-Oct |
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[Chronic abdominal pain syndrome in biliary pathology]. | 2007 |
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[Assessment of the efficacy of mebeverine in the complex therapy of chronic noncalculolis cholecystitis and biliary dysfunction]. | 2007 |
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Colon-specific drug delivery for mebeverine hydrochloride. | 2007 Dec |
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Development of in situ ion selective sensors for dissolution. | 2007 Jan 2 |
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[Drug treatment of irritable bowel syndrome: an unmet need]. | 2007 Mar |
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Improving the detection limits of antispasmodic drugs electrodes by using modified membrane sensors with inner solid contact. | 2007 May 9 |
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A novel formulation for mebeverine hydrochloride. | 2007 Oct |
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Health technology assessment and ill-structured problems: a case study concerning the drug mebeverine. | 2007 Summer |
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[Efficacy of duspatalin in the treatment and prophylaxis of postcholecystectomic syndrome]. | 2008 |
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Cost-effectiveness of cognitive behaviour therapy in addition to mebeverine for irritable bowel syndrome. | 2008 Apr |
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Serotonin receptor modulators in the treatment of irritable bowel syndrome. | 2008 Feb |
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Evaluation of the Birmingham IBS symptom questionnaire. | 2008 Jul 23 |
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Spectrophotometric determination of benzydamine HCl, levamisole HCl and mebeverine HCl through ion-pair complex formation with methyl orange. | 2008 Mar |
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[Irritable bowel syndrome-an unbeloved problem]. | 2008 Mar 27 |
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Effects of 5-hydroxytryptamine (serotonin) type 3 antagonists on symptom relief and constipation in nonconstipated irritable bowel syndrome: a systematic review and meta-analysis of randomized controlled trials. | 2008 May |
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Effect of fibre, antispasmodics, and peppermint oil in the treatment of irritable bowel syndrome: systematic review and meta-analysis. | 2008 Nov 13 |
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Drug use in children: cohort study in three European countries. | 2008 Nov 24 |
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Development of membrane selective electrode for determination of the antipsychotic sulpiride in pharmaceuticals and urine. | 2009 |
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[The effectiveness of spasmolytic therapy in chronic acalculous cholecystitis]. | 2009 |
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[How to raise efficacy of gastroesophageal reflux disease treatment]. | 2009 |
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Psychological associations of irritable bowel syndrome besides panic disorder: an often overlooked reality. | 2009 |
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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 |
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pH-Sensitive Mebeverine Microspheres for Colon Delivery. | 2009 Jul |
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The four killers of Meckel's diverticulum. | 2009 May |
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[A method for non-medicamentous treatment of irritated bowel syndrome]. | 2009 May-Jun |
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[Modern approaches to the therapy of biliary system diseases]. | 2010 |
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Predictors of treatment outcome after cognitive behavior therapy and antispasmodic treatment for patients with irritable bowel syndrome in primary care. | 2010 Apr |
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Development of a list of potentially inappropriate drugs for the korean elderly using the delphi method. | 2010 Dec |
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A systematic review of efficacy and tolerability of mebeverine in irritable bowel syndrome. | 2010 Feb 7 |
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Validated HPLC determination of the two fixed dose combinations (chlordiazepoxide hydrochloride and mebeverine hydrochloride; carvedilol and hydrochlorothiazide) in their tablets. | 2010 Jul-Aug |
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Design and formulation of mebeverine HCl semisolid formulations for intraorally administration. | 2010 Mar |
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Colloids as a sink for certain pharmaceuticals in the aquatic environment. | 2010 May |
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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 |
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Management of irritable bowel syndrome in primary care: feasibility randomised controlled trial of mebeverine, methylcellulose, placebo and a patient self-management cognitive behavioural therapy website. (MIBS trial). | 2010 Nov 18 |
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Topical piroxicam in vitro release and in vivo anti-inflammatory and analgesic effects from palm oil esters-based nanocream. | 2010 Nov 4 |
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Development and validation of stability indicating HPLC and HPTLC methods for determination of sulpiride and mebeverine hydrochloride in combination. | 2010 Sep |
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Autoimmune hepatitis triggered by nitrofurantoin: a case series. | 2010 Sep 23 |
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Presentations of perforated colonic pathology in patients with polymyalgia rheumatica: two case reports. | 2010 Sep 6 |
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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
In Vivo Use Guide
Sources: http://www.medicines.org.uk/emc/PIL.22522.latest.pdf
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
Sources: https://www.ncbi.nlm.nih.gov/pubmed/2444442
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.
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NCI_THESAURUS |
C66880
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A03AA04
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QA03AA04
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DTXSID6023238
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29410
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4031
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222-830-4
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SUB08662MIG
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m7108
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C005096
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MEBEVERINE
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1191
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DB12554
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C83909
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ACTIVE MOIETY
SALT/SOLVATE (PARENT)
SALT/SOLVATE (PARENT)