[2-hydroxy-3-(naphthalen-1-yloxy)propyl](propan-2-yl)amine hydrochloride

• ChemBase ID: 44459
• Molecular Formular: C16H22ClNO2
• Molecular Mass: 295.80438
• Monoisotopic Mass: 295.13390663
• SMILES: c12c(OCC(CNC(C)C)O)cccc1cccc2.Cl
• Canonical SMILES: OC(COc1cccc2c1cccc2)CNC(C)C.Cl
• InChI: InChI=1S/C16H21NO2.ClH/c1-12(2)17-10-14(18)11-19-16-9-5-7-13-6-3-4-8-15(13)16;/h3-9,12,14,17-18H,10-11H2,1-2H3;1H
• InChIKey: ZMRUPTIKESYGQW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [2-hydroxy-3-(naphthalen-1-yloxy)propyl](propan-2-yl)amine hydrochloride; 1-(naphthalen-1-yloxy)-3-[(propan-2-yl)amino]propan-2-ol hydrochloride
• IUPAC Traditional name: propranolol hydrochloride; 1-(isopropylamino)-3-(naphthalen-1-yloxy)propan-2-ol hydrochloride
• Synonyms: Propranolol hydrochloride; Propranolol HCl; (±)-1-Isopropylamino-3-(1-naphthyloxy)-2-propanol hydrochloride; DL-Propranolol hydrochloride; (±)-Propranolol hydrochloride; 1-Isopropylamino-3-(1-naphthyloxy)-2-propanol hydrochloride; (2R)-1-[(1-Methylethyl)amino]-3-(1-naphthalenyloxy)-2-propanol Hydrochloride; (+)-1-(Isopropylamino)-3-(1-naphthyloxy)-2-propanol Hydrochloride; (+)-Anapriline; (+)-Propranolol Hydrochloride; (R)-(+)-Propranolol Hydrochloride; AY 20694; Dexpropranolol Hydrochloride; ICI 47319; d-Anapriline; d-Propranolol Hydrochloride; (R)-Propranolol Hydrochloride; 1[(1-Methylethyl)amino]-3-(1-naphthalenyloxy)-2-propanol Hydrochloride; Angilol; Apsolol; Bedranol; Beprane; Berkolol; Beta-Tablinen; AY-64043; ICI-45520; NCS-91523; rac-Propranolol Hydrochloride; (+/-)-盐酸普萘洛尔

Database IDs

• CAS Number: 318-98-9; 13071-11-9
• EC Number: 206-268-7
• MDL Number: MFCD00012558
• Beilstein Number: 4164259
• Merck Index: 147840
• PubChem SID: 162049222
• PubChem CID: 62882

CALCULATED PROPERTIES

• Acid pKa: 14.08793
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.6095358
• LogD (pH = 7.4): 0.3584574
• Log P: 2.583696
• Molar Refractivity: 76.8257 cm^3
• Polarizability: 31.766071 Å^3
• Polar Surface Area: 41.49 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; H2O: soluble50 mg/mL, clear, colorless; Methanol; Water
• Apperance: Off-White to Light-Yellow Solid
• Melting Point: 163-165°C; 163-166°C

Safety Information

• Storage Condition: -20°C Freezer
• Storage Warning: IRRITANT
• RTECS: UB7525000
• European Hazard Symbols: X; Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• Safety Statements: 36
• TSCA Listed: false; 否
• GHS Pictograms: GHS06; GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H301; H302
• GHS Precautionary statements: P264-P270-P301+P310-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• Storage Temperature: 2-8°C

Pharmacology Properties

• Target: Adrenergic Receptor

Product Information

• Purity: >95%; ≥98.0% (TLC); 99%
• Grade: purum
• Salt Data: HCl
• Empirical Formula (Hill Notation): C16H21NO2 · HCl

DETAILS

Toronto Research Chemicals - P831790

The R-enantiomer of Propranolol (P831800). β-Adrenergic blocker. Antihypertensive; antianginal; antiarrhythmic (class II).

Toronto Research Chemicals - P831800

β-Adrenergic blocker. Antihypertensive; antianginal; antiarrhythmic (class II).

REFERENCES

• Bond, et al.: Nature, 213, 721 (1967)
• Hansteen, V., et al.: Br. Med. J., 284, 155 (1967)
• Diamond, S., et al.: J. Clin. Pharmacol., 28, 193 (1967)
• Bond, et al.: Nature, 213, 721 (1967)
• Hansteen, V., et al.: Br. Med. J., 284, 155 (1967)
• Diamond, S., et al.: J. Clin. Pharmacol., 28, 193 (1967)