1-hydroxy-3-(2-methoxyphenoxy)(2H5)propan-2-yl carbamate

• ChemBase ID: 166168
• Molecular Formular: C11H15NO5
• Molecular Mass: 241.2405
• Monoisotopic Mass: 241.09502259
• SMILES: c1(ccccc1OCC(CO)OC(=O)N)OC
• Canonical SMILES: OCC(OC(=O)N)COc1ccccc1OC
• InChI: InChI=1S/C11H15NO5/c1-15-9-4-2-3-5-10(9)16-7-8(6-13)17-11(12)14/h2-5,8,13H,6-7H2,1H3,(H2,12,14)
• InChIKey: SGJBZNIRQFJMEA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-hydroxy-3-(2-methoxyphenoxy)(^2H₅)propan-2-yl carbamate
• IUPAC Traditional name: 1-hydroxy-3-(2-methoxyphenoxy)(^2H₅)propan-2-yl carbamate
• Synonyms: 3-(2-Methoxyphenoxy)-1,2-propanediol-d5 2-Carbamate; 1-(Hydroxymethyl)-2-(o-methoxyphenoxy)carbamic Acid Ethyl Ester-d5; 1-Descarbamoyl-2-carbamoyl Methocarbamol-d5

Database IDs

• PubChem SID: 162260301
• PubChem CID: 71315593

CALCULATED PROPERTIES

• Acid pKa: 14.413806
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.44504622
• LogD (pH = 7.4): 0.4450462
• Log P: 0.44504622
• Molar Refractivity: 59.0674 cm^3
• Polarizability: 23.496504 Å^3
• Polar Surface Area: 91.01 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D288892

A labelled impurity of the muscle relaxant Methocarbamol (M225950) with lysosomal acid lipase inhibitory effects.

REFERENCES

• Topliss, J., et al.: J. Med. Chem., 22, 1238 (1979)
• Rosenbaum, A.I. et al.: J. Med. Chem., 52, 5281 (1979)