6-fluoro-2-(2-{[2-(6-fluoro-3,4-dihydro-2H-1-benzopyran-2-yl)-2-hydroxyethyl]amino}-1-hydroxyethyl)-3,4-dihydro-2H-1-benzopyran-4-ol hydrate hydrochloride

• ChemBase ID: 170954
• Molecular Formular: C22H28ClF2NO6
• Molecular Mass: 475.9106264
• Monoisotopic Mass: 475.15732174
• SMILES: c1cc(cc2c1OC(CC2O)C(CNCC(C1CCc2c(O1)ccc(c2)F)O)O)F.Cl.O
• Canonical SMILES: Fc1ccc2c(c1)CCC(O2)C(CNCC(C1CC(O)c2c(O1)ccc(c2)F)O)O.O.Cl
• InChI: InChI=1S/C22H25F2NO5.ClH.H2O/c23-13-2-5-19-12(7-13)1-4-21(29-19)17(27)10-25-11-18(28)22-9-16(26)15-8-14(24)3-6-20(15)30-22;;/h2-3,5-8,16-18,21-22,25-28H,1,4,9-11H2;1H;1H2
• InChIKey: NNLYRGGZJNHZRC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-fluoro-2-(2-{[2-(6-fluoro-3,4-dihydro-2H-1-benzopyran-2-yl)-2-hydroxyethyl]amino}-1-hydroxyethyl)-3,4-dihydro-2H-1-benzopyran-4-ol hydrate hydrochloride
• IUPAC Traditional name: 6-fluoro-2-(2-{[2-(6-fluoro-3,4-dihydro-2H-1-benzopyran-2-yl)-2-hydroxyethyl]amino}-1-hydroxyethyl)-3,4-dihydro-2H-1-benzopyran-4-ol hydrate hydrochloride
• Synonyms: 6-Fluoro-α-[[[2-(6-fluoro-3,4-dihydro-2H-1-benzopyran-2-yl)-2-hydroxyethyl]amino]methyl]-3,4-dihydro-4-hydroxy-2H-1-benzopyran-2-methanol Hydrochloride Hydrate; 4-Hydroxy Nebivolol, Hydrochloride Hydrate(Mixture of Diastereomers)

Database IDs

• CAS Number: 178383-76-1
• PubChem SID: 164226864
• PubChem CID: 71433852

CALCULATED PROPERTIES

• Acid pKa: 13.396408
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -1.1069934
• LogD (pH = 7.4): 0.40188944
• Log P: 1.9047982
• Molar Refractivity: 104.7891 cm^3
• Polarizability: 40.972027 Å^3
• Polar Surface Area: 91.18 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Light Tan Solid

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under inert atmosphere

DETAILS

Toronto Research Chemicals - H948530

A metabolite of Nebivolol.

REFERENCES

• Stoleru, L., et al.: J. Cardiovasc. Pharmacol., 22, 183 (1993)
• Cockcroft, J., et al.: J. Pharmacol. Exp. Ther., 274, 1067 (1993)
• Stoschitzky, K., et al.: Cardiovasc. Drugs Ther., 16, 133 (1993)
• Poole-Wilson, P., et al.: Lancet, 362, 7 (1993)