6-[3-(tert-butylamino)-2-hydroxypropoxy]-1,2,3,4-tetrahydronaphthalene-2,3-diol

• ChemBase ID: 174899
• Molecular Formular: C17H27NO4
• Molecular Mass: 309.40058
• Monoisotopic Mass: 309.19400835
• SMILES: C1(C(Cc2c(C1)cc(cc2)OCC(CNC(C)(C)C)O)O)O
• Canonical SMILES: OC(COc1ccc2c(c1)CC(C(C2)O)O)CNC(C)(C)C
• InChI: InChI=1S/C17H27NO4/c1-17(2,3)18-9-13(19)10-22-14-5-4-11-7-15(20)16(21)8-12(11)6-14/h4-6,13,15-16,18-21H,7-10H2,1-3H3
• InChIKey: VVBMERYDWHEPNU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-[3-(tert-butylamino)-2-hydroxypropoxy]-1,2,3,4-tetrahydronaphthalene-2,3-diol
• IUPAC Traditional name: 6-[3-(tert-butylamino)-2-hydroxypropoxy]-1,2,3,4-tetrahydronaphthalene-2,3-diol
• Synonyms: 5-[3-[(1,1-Dimethylethyl)amino]-2-hydroxypropoxy]-1,2,3,4-tetrahydro-2,3-naphthalenediol; Anabet; Corgard; SQ 11725; Solgol; Nadolol

Database IDs

• CAS Number: 42200-33-9
• PubChem SID: 164230809
• PubChem CID: 12445672

CALCULATED PROPERTIES

• Acid pKa: 13.609736
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -2.3368313
• LogD (pH = 7.4): -1.4429479
• Log P: 0.8654279
• Molar Refractivity: 85.5269 cm^3
• Polarizability: 33.76335 Å^3
• Polar Surface Area: 81.95 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White Solid
• Melting Point: 125-130°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - N201050

β-Adrenergic blocker. Antihypertensive; antianginal.

REFERENCES

• Dreyfuss, J., et al.: J. Clin. Pharmacol., 17, 300 (1977)
• Sibley, P.L., et al.: Toxicol. Appl. Pharmacol., 44, 379 (1977)
• Slusarek, L., et al.: Anal. Profiles Drug Subs., 9, 455 (1977)