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13071-11-9

13071-11-9 Structure

13071-11-9 Structure
IdentificationMore
[Name]

(R)-(+)-PROPRANOLOL
[CAS]

13071-11-9
[Synonyms]

2R-(+)-PROPANOLOL HYDROCHLORIDE
(R)-(+)-1-[(1-METHYLETHYL)AMINO]-3-(1-NAPHTHALENYLOXY)-2-PROPANOL HYDROCHLORIDE
(R)-(+)-1-(ISOPROPYLAMINO)-3-(1-NAPHTHYLOXY)-2-PROPANOL HYDROCHLORIDE
(R)-1-ISOPROPYLAMINO-3-(1-NAPHTHYLOXY)-2-PROPANOL HYDROCHLORIDE
R-PROPANOLOL
R-(+)-PROPANOLOL HCL
(R)-(+)-PROPANOLOL HYDROCHLORIDE
(R)-(+)-PROPRANOLOL
R-PROPRANOLOL
(R)-(+)-PROPRANOLOL HYDROCHLORIDE
(R)-PROPRANOLOL HYDROCHLORIDE
(R)-[2-hydroxy-3-(naphthyloxy)propyl]isopropylammonium chloride
(R)-(+)-PROPANOLOL HYDROCHLORIDE 99+%
2-Propanol, 1-(1-methylethyl)amino-3-(1-naphthalenyloxy)-, hydrochloride, (2R)-
(+)-Anapriline
2-Propanol, 1-(isopropylamino)-3-(1-naphthyloxy)-, hydrochloride, (+)-(8CI)
2-Propanol, 1-[(1-methylethyl)amino]-3-(1-naphthalenyloxy)-, hydrochloride, (2R)-(9CI)
2-Propanol, 1-[(1-methylethyl)amino]-3-(1-naphthalenyloxy)-, hydrochloride, (R)-
AY 20694
d-Anapriline
[EINECS(EC#)]

235-961-7
[Molecular Formula]

C16H21NO2
[MDL Number]

MFCD00066275
[Molecular Weight]

259.34
[MOL File]

13071-11-9.mol
Questions And AnswerBack Directory
[Description]

(R)-Propranolol hydrochloride is the less active enantiomer of the anti-adrenoceptor (β-adrenoceptor) antagonist propranolol (HY-B0573). Propranolol is a nonselective β-adrenergic receptor (βAR) antagonist with high affinity for β1AR and β2AR with Ki values of 1.8 nM and 0.8 nM, respectively.
Chemical PropertiesBack Directory
[Melting point ]

196-198 °C(lit.)
[storage temp. ]

2-8°C
[solubility ]

ethanol: 10 mg/mL
[form ]

Solid
[color ]

White to Off-White
[Water Solubility ]

Soluble to 100 mM in water
[BRN ]

5780490
[CAS DataBase Reference]

13071-11-9(CAS DataBase Reference)
Safety DataBack Directory
[Hazard Codes ]

Xn
[Risk Statements ]

R22:Harmful if swallowed.
[Safety Statements ]

S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes .
[WGK Germany ]

3
[HS Code ]

2922 19 00
Hazard InformationBack Directory
[Physical properties]

(R)-Propranolol's solubility:ethanol: 10 mg/mLDMSO: <14.5 mg/mLH2O: 50 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.)
[Uses]

less active enantiomer
[Uses]

The R-enantiomer of Propranolol (P831800). β?Adrenergic blocker. Antihypertensive; antianginal; antiarrhythmic (class II).
[Biochem/physiol Actions]

Less active enantiomer of propranolol.
[Mechanism of action]

Pronolol hydrochloride is a non-selective beta-receptor blocker that blocks beta receptors in the myocardium and has antagonistic effects on beta1 and beta2 receptors. Slow down the heart rate, inhibit cardiac contractility and conduction, reduce circulating blood volume, and reduce myocardial oxygen consumption.
[storage]

Store at 2-8°C
[Purification Methods]

The hydrochloride is recrystallised from n-PrOH or Me2CO. It is soluble in H2O and EtOH but is insoluble in Et2O, *C6H6 or EtOAc. The racemate has m 163-164o, and the free base recrystallises from cyclohexane with m 96o. [Howe & Shanks Nature 210 1336 1966.] The S-isomer (below) is the physiologically active isomer.
Spectrum DetailBack Directory
[Spectrum Detail]

(R)-(+)-PROPRANOLOL(13071-11-9)MS
(R)-(+)-PROPRANOLOL(13071-11-9)1HNMR
(R)-(+)-PROPRANOLOL(13071-11-9)IR1
(R)-(+)-PROPRANOLOL(13071-11-9)IR2
(R)-(+)-PROPRANOLOL(13071-11-9)Raman
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

13071-11-9(sigmaaldrich)
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