[2-hydroxy-3-(1H-indol-4-yloxy)propyl][(2H7)propan-2-yl]amine

• ChemBase ID: 176741
• Molecular Formular: C14H20N2O2
• Molecular Mass: 248.3208
• Monoisotopic Mass: 248.15247789
• SMILES: c12c(c(ccc1)OCC(CNC(C)C)O)cc[nH]2
• Canonical SMILES: OC(COc1cccc2c1cc[nH]2)CNC(C)C
• InChI: InChI=1S/C14H20N2O2/c1-10(2)16-8-11(17)9-18-14-5-3-4-13-12(14)6-7-15-13/h3-7,10-11,15-17H,8-9H2,1-2H3
• InChIKey: JZQKKSLKJUAGIC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [2-hydroxy-3-(1H-indol-4-yloxy)propyl][(^2H₇)propan-2-yl]amine
• IUPAC Traditional name: [2-hydroxy-3-(1H-indol-4-yloxy)propyl](^2H₇)propan-2-ylamine
• Synonyms: 1-(1H-Indol-4-yloxy)-3-[(1-methylethyl)amino]-2-propanol; (+/-)-4-[2-Hydroxy-3-(isopropylamino)propoxy]indole; Apo-pindol; Betapindol; Decreten; Pectobloc; Prinodolol; Pindolol-d7

Database IDs

• CAS Number: 1185031-19-9
• PubChem SID: 164232651
• PubChem CID: 46782757

CALCULATED PROPERTIES

• Acid pKa: 14.086726
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): -1.5002506
• LogD (pH = 7.4): -0.5322574
• Log P: 1.6929811
• Molar Refractivity: 71.462 cm^3
• Polarizability: 29.42685 Å^3
• Polar Surface Area: 57.28 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Off-White Solid
• Melting Point: 160-162°C

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - P468002

Mixed β-adrenergic blocker and serotonin 5HT1A-receptor antagonist. Antihypertensive; antianginal; antiarrhythmic; antiglaucoma.

REFERENCES

• Dreshfield, L.J., et al.: Neurochem. Res., 21, 557 (1996)
• Perez, V., et al.: Lancet, 349, 1594 (1996)