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

• ChemBase ID: 175045
• Molecular Formular: C22H26ClF2NO4
• Molecular Mass: 441.8959464
• Monoisotopic Mass: 441.15184244
• SMILES: c1cc(cc2c1OC(CC2)C(CNCC(C1CCc2c(O1)ccc(c2)F)O)O)F.Cl
• Canonical SMILES: OC(C1CCc2c(O1)ccc(c2)F)CNCC(C1CCc2c(O1)ccc(c2)F)O.Cl
• InChI: InChI=1S/C22H25F2NO4.ClH/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;1H
• InChIKey: JWEXHQAEWHKGCW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(6-fluoro-3,4-dihydro-2H-1-benzopyran-2-yl)-2-{[2-(6-fluoro-3,4-dihydro-2H-1-benzopyran-2-yl)-2-hydroxyethyl]amino}ethan-1-ol hydrochloride
• IUPAC Traditional name: nebivolol hydrochloride
• Synonyms: α,α’-[Iminobis(methylene)]bis[6-fluoro-3,4-dihydro-2H-1-benzopyran-2-methanol]; α,α’-(Iminodimethylene)bis[6-fluoro-2-chromanmethanol] Hydrochloride; Lobivon; Nebilet; Nebilox; R-67555; rac Nebivolol Hydrochloride

Database IDs

• CAS Number: 169293-50-9
• PubChem SID: 164230955
• PubChem CID: 9933004

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: 40.23752 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
• Melting Point: 220-222°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - N387900

A 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)