1-[6-fluoro-3,4-dihydro(3,3,4,4-2H4)-2H-1-benzopyran-2-yl]-2-({2-[6-fluoro-3,4-dihydro(3,3,4,4-2H4)-2H-1-benzopyran-2-yl]-2-hydroxyethyl}amino)ethan-1-ol

• ChemBase ID: 175046
• Molecular Formular: C22H25F2NO4
• Molecular Mass: 405.4350064
• Monoisotopic Mass: 405.17516473
• SMILES: c1cc(cc2c1OC(CC2)C(CNCC(C1CCc2c(O1)ccc(c2)F)O)O)F
• Canonical SMILES: OC(C1CCc2c(O1)ccc(c2)F)CNCC(C1CCc2c(O1)ccc(c2)F)O
• InChI: InChI=1S/C22H25F2NO4/c23-15-3-7-19-13(9-15)1-5-21(28-19)17(26)11-25-12-18(27)22-6-2-14-10-16(24)4-8-20(14)29-22/h3-4,7-10,17-18,21-22,25-27H,1-2,5-6,11-12H2
• InChIKey: KOHIRBRYDXPAMZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[6-fluoro-3,4-dihydro(3,3,4,4-^2H₄)-2H-1-benzopyran-2-yl]-2-({2-[6-fluoro-3,4-dihydro(3,3,4,4-^2H₄)-2H-1-benzopyran-2-yl]-2-hydroxyethyl}amino)ethan-1-ol
• IUPAC Traditional name: 1-[6-fluoro(3,3,4,4-^2H₄)-2H-1-benzopyran-2-yl]-2-({2-[6-fluoro(3,3,4,4-^2H₄)-2H-1-benzopyran-2-yl]-2-hydroxyethyl}amino)ethanol
• Synonyms: α,α’-[Iminobis(methylene)]bis[6-fluoro-3,4-dihydro-2H-1-benzopyran-2-methanol-d8]; α,α’-(Iminodimethylene)bis[6-fluoro-2-chromanmethanol]-d8; dl-Nebivolol-d8; Narbivolol-d8; R-65824-d8; rac Nebivolol-d8See N387903

Database IDs

• CAS Number: 1219166-00-3
• PubChem SID: 164230956
• PubChem CID: 45040005

CALCULATED PROPERTIES

• Acid pKa: 13.520145
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 0.19658114
• LogD (pH = 7.4): 1.7054241
• Log P: 3.208403
• Molar Refractivity: 103.3172 cm^3
• Polarizability: 40.383373 Å^3
• Polar Surface Area: 70.95 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dimethyl Sulfoxide,
• Apperance: White to Off-White Powder

DETAILS

Toronto Research Chemicals - N387902

A labelled β1-Adrenergic blocker. Used as an antihypertensive.

REFERENCES

• Van de Water, A., et al.: J. Cardiovasc. Pharmacol., 11, 552 (1988)
• De Cree, J., et al.: Angiology, 41, 95 (1990)