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

• ChemBase ID: 131597
• Molecular Formular: C16H22ClNO2
• Molecular Mass: 295.80438
• Monoisotopic Mass: 295.13390663
• SMILES: CC(C)NC[C@H](COc1cccc2c1cccc2)O.Cl
• Canonical SMILES: O[C@@H](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/t14-;/m1./s1
• InChIKey: ZMRUPTIKESYGQW-PFEQFJNWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R)-2-hydroxy-3-(naphthalen-1-yloxy)propyl](propan-2-yl)amine hydrochloride
• IUPAC Traditional name: (+)-propranolol hydrochloride
• Synonyms: (R)-(+)-Propranolol hydrochloride; (R)-1-(isopropylamino)-3-(1-naphthyloxy)-2-propanol hydrochloride; (R)-1-(异丙基氨基)-3-(1-萘氧基)-2-丙醇 盐酸盐; (R)-(+)-普奈洛尔 盐酸盐

Database IDs

• CAS Number: 13071-11-9
• EC Number: 235-961-7
• MDL Number: MFCD00064546
• Beilstein Number: 5780490
• PubChem SID: 24898124; 24887924; 162225875
• PubChem CID: 66366

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: 45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: soluble8.0 mg/mL; DMSO: <14.5 mg/mL; ethanol: soluble10 mg/mL; H2O: soluble50 mg/mL (With heat. Aqueous solutions are most stable at pH 3.0 and decompose rapidly at basic pH. Decomposition is accompanied by discoloration of the solution.)
• Melting Point: 193-195 °C; 196-198 °C(lit.)
• Optical Rotation: [α]20/D +26±1°, c = 1% in ethanol

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• Safety Statements: 22-24/25
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (TLC); ≥99.0% (AT)
• Optical Purity: enantiomeric ratio: ≥99:1 (HPLC)
• Linear Formula: C10H7OCH2CH(OH)CH2NHCH(CH3)2·HCl

DETAILS

Sigma Aldrich - P0689

Biochem/physiol Actions
普奈洛尔活性较低的对映体。
包装
100, 500 mg in glass bottle

Sigma Aldrich - P5544

Biochem/physiol Actions
普奈洛尔活性较低的对映体。
Caution
如果储存方式能够避免吸收水分，则固体的保质期可至少达四年。

Sigma Aldrich - 82065

Biochem/physiol Actions
Less active enantiomer of propranolol.