1-(naphthalen-2-yl)-2-[(propan-2-yl)amino]ethan-1-ol

• ChemBase ID: 176981
• Molecular Formular: C15H19NO
• Molecular Mass: 229.31746
• Monoisotopic Mass: 229.14666423
• SMILES: c1ccc2c(c1)cc(cc2)C(CNC(C)C)O
• Canonical SMILES: CC(NCC(c1ccc2c(c1)cccc2)O)C
• InChI: InChI=1S/C15H19NO/c1-11(2)16-10-15(17)14-8-7-12-5-3-4-6-13(12)9-14/h3-9,11,15-17H,10H2,1-2H3
• InChIKey: HRSANNODOVBCST-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(naphthalen-2-yl)-2-[(propan-2-yl)amino]ethan-1-ol
• IUPAC Traditional name: NETH
• Synonyms: (+/-)-1-(2'-Naphthyl)-2-isopropylaminoethanol; Alderlin; Inetol; Naphthylisoproterenol; Nethalide; (+/-)-Pronethalol; α-[[(1-Methylethyl)amino]methyl]-2-naphthalenemethanol

Database IDs

• CAS Number: 54-80-8
• PubChem SID: 164232891
• PubChem CID: 4930

CALCULATED PROPERTIES

• Acid pKa: 14.0761385
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -0.517189
• LogD (pH = 7.4): 0.53060275
• Log P: 2.6641195
• Molar Refractivity: 70.8861 cm^3
• Polarizability: 29.295397 Å^3
• Polar Surface Area: 32.26 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - P757170

A non-selective beta blocker, not yet used in treatment due to carcinogenic properties.

REFERENCES

• Baker, J., et al.: J. Pharmacol. Exper. Ther., 313, 1163 (2005)
• Chong, C., et al.: Nat. Chem. Biol., 2, 415 (2005)
• Kaya, A., et al.: J. Pharmacol. Exper. Ther., 329, 350 (2005)