4-{ethyl[1-(4-methoxyphenyl)propan-2-yl]amino}butyl 3,4-dimethoxybenzoate hydrochloride

• ChemBase ID: 157721
• Molecular Formular: C25H36ClNO5
• Molecular Mass: 466.01004
• Monoisotopic Mass: 465.22820094
• SMILES: CCN(CCCCOC(=O)c1ccc(c(c1)OC)OC)C(C)Cc1ccc(cc1)OC.Cl
• Canonical SMILES: COc1ccc(cc1)CC(N(CCCCOC(=O)c1ccc(c(c1)OC)OC)CC)C.Cl
• InChI: 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

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{ethyl[1-(4-methoxyphenyl)propan-2-yl]amino}butyl 3,4-dimethoxybenzoate hydrochloride
• IUPAC Traditional name: mebeverine hydrochloride
• Synonyms: Mebeverine hydrochloride; 3,4-Dimethoxybenzoic Acid 4-[Ethyl[2-(4-methoxyphenyl)-1-methylethyl]amino]butyl Ester Hydrochloride; 4-[Ethyl(p-methoxy-α-methylphenethyl)amino]veratric Acid Butyl Ester Hydrochloride; CSAG 144; Colaspa; Colofac; Colospasmin; Duspatal; Duspatalin; Mebaspa; NSC 169101; Mebeverine Hydrochloride; 美贝维林 盐酸盐

Database IDs

• CAS Number: 2753-45-9
• EC Number: 220-400-0
• MDL Number: MFCD00083411
• PubChem SID: 24896829; 162251858
• PubChem CID: 17683

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 1.4057937
• LogD (pH = 7.4): 2.0775855
• Log P: 4.8861933
• Molar Refractivity: 123.537 cm^3
• Polarizability: 48.0761 Å^3
• Polar Surface Area: 57.23 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: White Solid
• Melting Point: 125-127°C

Safety Information

• Storage Condition: Refrigerator
• RTECS: YX5425000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• Safety Statements: 36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Empirical Formula (Hill Notation): C25H35NO5 · HCl

DETAILS

Toronto Research Chemicals - M202490

Smooth muscle relaxant. Antispasmodic.

REFERENCES

• Bertaccini, G., et al.: Farmaco. Ed. Sci., 30, 823 (1975)
• Robertson, D., et al.: Cardiovasc. Toxicol.,1, 7 (1975)
• McGovern, S., et al.: J. Med. Chem., 45, 1712 (1975)