Mebeverine Hydrochloride
Basic information
- CAS
2753-45-9- Standard SMILES
CCN(CCCCOC(=O)c1ccc(OC)c(OC)c1)C(C)Cc1ccc(OC)cc1.Cl- InChIKey
PLGQWYOULXPJRE-UHFFFAOYSA-N- Molecular formula
- C25H36ClNO5
- Average molar mass
- 466 g/mol
- Monoisotopic mass
- 465.2282009
Overview
Mebeverine Hydrochloride is the hydrochloride salt form of mebeverine, an orally bioavailable reserpine derivative and anticholinergic agent, with spasmolytic activity. Upon administration, mebeverine targets, binds to and blocks the muscarinic receptors on smooth muscle cells in target tissues, such as the gastrointestinal (GI) tract, uterus, gallbladder and bladder. This prevents smooth muscle contraction and relaxes smooth muscle. Additionally, this may prevent spasms, ease pain and cramps in the GI tract and improve incontinence. In addition, mebeverine stabilizes excitable membranes by decreasing the permeability of ion channels and preventing intracellular calcium accumulation. This agent also blocks noradrenaline reuptake by sympathetic nerve endings and exerts a local anesthetic effect.
Names & identifiers
- Preferred name
- Mebeverine Hydrochloride
- IUPAC
- 4-[ethyl-[1-(4-methoxyphenyl)propan-2-yl]amino]butyl 3,4-dimethoxybenzoate;hydrochloride
- English name
- Mebeverine hydrochloride
- Molecular formula
- C25H35NO5.ClH
- Molecular weight
- 466.01
Names & synonyms
MEBEVERINE HYDROCHLORIDE2753-45-9Mebeverine HClColofacCsag-144DTXSID1045372Colofac ibsColofac mr15VZ5AL4JNNSC-169101Colofac 1004-(Ethyl(p-methoxy-alpha-methylphenethyl)amino)butyl veratrate hydrochloride
Show more names
MEBEVERINEduspatalinColofac HydrochlorideDuspatal HydrochlorideDuspatalin HydrochlorideMebeverine HCL SR Pellets
Benzoic acid, 3,4-dimethoxy-, 4-(ethyl(2-(4-methoxyphenyl)-1-methylethyl)amino)butyl ester, hydrochlorideDTXCID9025372RefChem:156184220-400-0DuspatalRudakolCSAG 144Mebeverine hydrochloride [USAN]
Database identifiers
- CAS
2753-45-9- PubChem CID
- 17683
- DTXSID
DTXSID1045372- ChEMBL
CHEMBL1446650- UNII
- 15VZ5AL4JN
- EC Number
- 220-400-0
Properties
Computed structural properties
- Topological polar surface area
- 57.2 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 14
- Heavy atoms
- 32
- Formal charge
- 0
- Complexity
- 494
Experimental & physicochemical properties
Collision Cross Section205.7 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
Physicochemical properties
- Melting point
- 105 · 105-107 C
- storage temp.
- 2 · Inert atmosphere,2-8°C
- solubility
- 155 mg/mL · DMSO : ≥ 155 mg/mL (332.61 mM)
- form
- Solid
- pka
- 9.07 · pKa 9.07± 0.02(40% EtOH,t =25,) (Uncertain)
- color
- White to off-white
- Major Application
- pharmaceutical
- 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
- InChIKey
- PLGQWYOULXPJRE-UHFFFAOYSA-N
- SMILES
- Cl.CCN(CCCCOC(=O)c1ccc(OC)c(OC)c1)C(C)Cc2ccc(OC)cc2
- CAS DataBase Reference
- 2753 · 2753-45-9(CAS DataBase Reference)
- FDA UNII
- 15 VZ5AL4JN · 15VZ5AL4JN
- ATC code
- 3 AA04 · A03AA04
- UNSPSC Code
- 41116107 · 41116107
- NACRES
- 24 · NA.24
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302
- Precautionary statements
- 264 · P264-P270-P301+P312-P501
- Hazard Codes
- Xn,Xi
- Risk Statements
- 22 · 22-36/37/38
- Safety Statements
- 36 · 36-26
- WGK Germany
- 3 · 3
- RTECS
- 5425000 · YX5425000
- Storage Class
- 11 · 11 - Combustible Solids
- Hazard Classifications
- 4 Oral · Acute Tox. 4 Oral
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P264, P264+P265, P270, P273, P280, P301+P317, P305+P354+P338, P317, P330, P391, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 88 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Other Safety InformationIMAP assessments - Benzoic acid, 3,4-dimethoxy-, 4-[ethyl[2-(4-methoxyphenyl)-1-methylethyl]amino]butyl ester, hydrochloride: Environment tier I assessment
Hazard Classes and CategoriesAcute Tox. 4 (100%)
Safety data
- wgk
- 3
- rtecs
- YX5425000
- risk_code
- 22-36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xn,Xi
- safety_code
- 36-26
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302
- Hazard Classifications
- Acute Tox. 4 Oral
- Precautionary statements
- P264-P270-P301+P312-P501
Chemistry & industry
Pharmacology
MeSH Pharmacological Classification
Drugs used to prevent SEIZURES or reduce their severity.
Agents that inhibit the actions of the parasympathetic nervous system. The major group of drugs used therapeutically for this purpose is the MUSCARINIC ANTAGONISTS.
Uses & manufacturing
UsesUse (kg; approx.) in Germany (2009): >2500
Applications
Usesmuscarinic ACh agonist, antiglaucoma
UsesSmooth muscle relaxant. Antispasmodic.
Upstream & downstream products
Upstream raw materials
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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