(2R)-2-[(R)-2-ethoxyphenoxy(phenyl)methyl]morpholine; methanesulfonic acid

• ChemBase ID: 177388
• Molecular Formular: C20H27NO6S
• Molecular Mass: 409.49648
• Monoisotopic Mass: 409.15590859
• SMILES: c1cc(c(cc1)O[C@@H]([C@@H]1OCCNC1)c1ccccc1)OCC.CS(=O)(=O)O
• Canonical SMILES: CS(=O)(=O)O.CCOc1ccccc1O[C@H](c1ccccc1)[C@@H]1OCCNC1
• InChI: InChI=1S/C19H23NO3.CH4O3S/c1-2-21-16-10-6-7-11-17(16)23-19(15-8-4-3-5-9-15)18-14-20-12-13-22-18;1-5(2,3)4/h3-11,18-20H,2,12-14H2,1H3;1H3,(H,2,3,4)/t18-,19-;/m1./s1
• InChIKey: CGTZMJIMMUNLQD-STYNFMPRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-[(R)-2-ethoxyphenoxy(phenyl)methyl]morpholine; methanesulfonic acid
• IUPAC Traditional name: methanesulfonic acid; reboxetine
• Synonyms: (2R)-rel-2-[(R)-(2-Ethoxyphenoxy)phenylmethyl]morpholine Methanesulfonate; (+/-)-Reboxetine Mesylate; Davedax; Edronax; FCE 20124; PNU 155905E; PNU 155950E; Reboxetine Mesilate; Reboxetine Mesylate

Database IDs

• CAS Number: 98769-84-7
• PubChem SID: 164233298
• PubChem CID: 127150

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.9233303
• LogD (pH = 7.4): 2.6492774
• Log P: 3.2758145
• Molar Refractivity: 89.4849 cm^3
• Polarizability: 35.656822 Å^3
• Polar Surface Area: 39.72 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Water
• Apperance: Off-White to Pale Beige Solid
• Melting Point: 170-171°C

Safety Information

• Storage Condition: -20°C Freezer

Pharmacology Properties

• Target: Others

Product Information

• Salt Data: Mesylate

DETAILS

Toronto Research Chemicals - R142000

A selective noradrenaline reuptake inhibitor. Antidepressant.

REFERENCES

• Cocchiara, G., et al.: Eur. J. Drug. Metab. Pharmacokinet., 16, 231 (1991)
• Pelliazoni, C., et al.: Biopharm. Drug. Dispos., 17, 623 (1991)