5-(1-hydroxy-2-{[1-(4-methoxyphenyl)(2H6)propan-2-yl]amino}ethyl)benzene-1,3-diol

• ChemBase ID: 172977
• Molecular Formular: C18H23NO4
• Molecular Mass: 317.37952
• Monoisotopic Mass: 317.16270822
• SMILES: c1c(cc(cc1O)C(CNC(Cc1ccc(cc1)OC)C)O)O
• Canonical SMILES: COc1ccc(cc1)CC(NCC(c1cc(O)cc(c1)O)O)C
• InChI: InChI=1S/C18H23NO4/c1-12(7-13-3-5-17(23-2)6-4-13)19-11-18(22)14-8-15(20)10-16(21)9-14/h3-6,8-10,12,18-22H,7,11H2,1-2H3
• InChIKey: WHAUNCTVVNUUIP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-(1-hydroxy-2-{[1-(4-methoxyphenyl)(^2H₆)propan-2-yl]amino}ethyl)benzene-1,3-diol
• IUPAC Traditional name: 5-(1-hydroxy-2-{[1-(4-methoxyphenyl)(^2H₆)propan-2-yl]amino}ethyl)benzene-1,3-diol
• Synonyms: 5-[1-Hydroxy-2-[[2-(4-methoxyphenyl)-1-methylethyl]amino]ethyl]-1,3-benzenediol-d6; Methoxy Fenoterol-d6

Database IDs

• PubChem SID: 164228887
• PubChem CID: 71750086

CALCULATED PROPERTIES

• Acid pKa: 8.871102
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -0.6077493
• LogD (pH = 7.4): 0.47182858
• Log P: 1.6462177
• Molar Refractivity: 89.4799 cm^3
• Polarizability: 34.99527 Å^3
• Polar Surface Area: 81.95 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Methanol
• Apperance: Beige Solid

DETAILS

Toronto Research Chemicals - M262672

Labelled Fenoterol (F248850) derivative, an β2-adrenergic agonist. Bronchodilator; tocolytic.

REFERENCES

• Schuster, B., et al. Arzneim.-Forsch., 19, 1905 (1969)
• Gerris, J., et al.: Eur. J. Clin. Pharmacol., 18, 443 (1969)
• Heel, R.C., et al.: Drugs, 15, 3 (1969)