N-[2-hydroxy-5-(1-hydroxy-2-{[1-(4-methoxyphenyl)(2H6)propan-2-yl]amino}ethyl)phenyl]formamide

• ChemBase ID: 169212
• Molecular Formular: C19H24N2O4
• Molecular Mass: 344.40486
• Monoisotopic Mass: 344.17360726
• SMILES: c1c(c(cc(c1)C(CNC(Cc1ccc(cc1)OC)C)O)NC=O)O
• Canonical SMILES: O=CNc1cc(ccc1O)C(CNC(Cc1ccc(cc1)OC)C)O
• InChI: InChI=1S/C19H24N2O4/c1-13(9-14-3-6-16(25-2)7-4-14)20-11-19(24)15-5-8-18(23)17(10-15)21-12-22/h3-8,10,12-13,19-20,23-24H,9,11H2,1-2H3,(H,21,22)
• InChIKey: BPZSYCZIITTYBL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[2-hydroxy-5-(1-hydroxy-2-{[1-(4-methoxyphenyl)(^2H₆)propan-2-yl]amino}ethyl)phenyl]formamide
• IUPAC Traditional name: N-[2-hydroxy-5-(1-hydroxy-2-{[1-(4-methoxyphenyl)(^2H₆)propan-2-yl]amino}ethyl)phenyl]formamide
• Synonyms: D,L-N-[2-Hydroxy-5-[1-hydroxy-2-[(2-(4-methoxyphenyl)-1-methylethyl]amino]ethyl]phenyl]formamide; Formoterol-D6 (Major)(Mixture of Diastereomers)

Database IDs

• PubChem SID: 162263344
• PubChem CID: 45039298

CALCULATED PROPERTIES

• Acid pKa: 8.607353
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -1.1008605
• LogD (pH = 7.4): 0.03789571
• Log P: 1.0566727
• Molar Refractivity: 97.8715 cm^3
• Polarizability: 37.432293 Å^3
• Polar Surface Area: 90.82 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; DMSO; Ethanol
• Apperance: Tan Solid
• Melting Point: 84-87°C

Safety Information

• Storage Condition: Hygroscopic, Refrigerator, Under inert atmosphere

DETAILS

Toronto Research Chemicals - F693402

A labelled selective β2-adrenergic receptor agonist. Used as an antiasthmatic.A representative lot is 80% d6, 18% d5, 2% d4.

REFERENCES

• Yoshida, T., et al.: Pharmacometrics, 26, 811 (1983)
• Anderson, G.P., et al.: 52, 2145 (1983)
• Bartow, R.A., et al.: Drugs, 55, 303 (1998)