2-(benzylamino)-1-(6-fluoro-3,4-dihydro-2H-1-benzopyran-2-yl)(2,2-2H2)ethan-1-ol

• ChemBase ID: 168971
• Molecular Formular: C18H20FNO2
• Molecular Mass: 301.3553032
• Monoisotopic Mass: 301.14780711
• SMILES: c1c(cc2c(c1)OC(CC2)C(O)CNCc1ccccc1)F
• Canonical SMILES: OC(C1CCc2c(O1)ccc(c2)F)CNCc1ccccc1
• InChI: InChI=1S/C18H20FNO2/c19-15-7-9-17-14(10-15)6-8-18(22-17)16(21)12-20-11-13-4-2-1-3-5-13/h1-5,7,9-10,16,18,20-21H,6,8,11-12H2
• InChIKey: UWHPUMRASBVSQY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(benzylamino)-1-(6-fluoro-3,4-dihydro-2H-1-benzopyran-2-yl)(2,2-^2H₂)ethan-1-ol
• IUPAC Traditional name: 2-(benzylamino)-1-(6-fluoro-3,4-dihydro-2H-1-benzopyran-2-yl)(2,2-^2H₂)ethanol
• Synonyms: 6-Fluoro-3,4-dihydro-α-[[(phenylmethyl)amino]methyl]-2H-1-benzopyran-2-methanol-d2; 6-Fluoro-3,4-dihydro-α-[[(benzyl)amino]methyl]-2H-1-benzopyran-2-methanol-d2(Mixture of Diastereomers)

Database IDs

• PubChem SID: 162263103
• PubChem CID: 71316756

CALCULATED PROPERTIES

• Acid pKa: 13.821997
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.18428434
• LogD (pH = 7.4): 1.6400045
• Log P: 3.2322354
• Molar Refractivity: 83.6179 cm^3
• Polarizability: 32.635235 Å^3
• Polar Surface Area: 41.49 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Dimethylformamide; Methanol
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - F590977

Intermediate in the production of labelled Nebivolol

REFERENCES

• Bai, Y., et al.: J. Chem. Res., (12)
• 807 (12)