Identification | More | [Name]
(S)-(-)-PROPRANOLOL HYDROCHLORIDE | [CAS]
4199-10-4 | [Synonyms]
2S-(-)-PROPANOLOL HYDROCHLORIDE (S)-(-)-1-[(1-METHYLETHYL)AMINO]-3-(1-NAPHTHALENYLOXY)-2-PROPANOL HYDROCHLORIDE (S)-1-ISOPROPYLAMINO-3-(1-NAPHTHYLOXY)-2-PROPANOL HYDROCHLORIDE S-(-)-PROPANOLOL HCL S(-)-PROPRANOLOL HCL (S)-(-)-PROPRANOLOL HYDROCHLORIDE (S)-PROPRANOLOL HYDROCHLORIDE (S)-[2-hydroxy-3-(naphthyloxy)propyl]isopropylammonium chloride 2-Propanol, 1-(1-methylethyl)amino-3-(1-naphthalenyloxy)-, hydrochloride, (2S)- 2-Propanol, 1-[(1-methylethyl)amino]-3-(1-naphthalenyloxy)-, hydrochloride, (2S)-(9CI) 2-Propanol, 1-[(1-methylethyl)amino]-3-(1-naphthalenyloxy)-, hydrochloride, (S)- L-(-)-Propranolol hydrochloride l-Propranolol chlorhydrate l-Propranolol hydrochloride S-(-)-1-Isopropylamino-3-(1-naphthoxy)-2-propanol hydrochloride S-PROPANOLOL (S)-1-(isopropylamino)-3-(naphthalen-1-yloxy)propan-2-ol hydrochloride (S)-(-)-1-(1-Methylethylamino)-3-naphthalen-1-yloxy-propan-2-ol hydrochloride (2S)-1-(1-Naphtyloxy)-3-(isopropylamino)-2-propanol·hydrochloric acid | [EINECS(EC#)]
224-096-0 | [Molecular Formula]
C16H22ClNO2 | [MDL Number]
MFCD00064547 | [Molecular Weight]
295.8 | [MOL File]
4199-10-4.mol |
Chemical Properties | Back Directory | [Melting point ]
193-195 °C(lit.) | [storage temp. ]
2-8°C
| [solubility ]
ethanol: 10 mg/mL
| [form ]
powder
| [color ]
White to off-white | [optical activity]
[α]25/D 25.5°, c = 1.0 in ethanol(lit.) | [Water Solubility ]
Soluble to 100 mM in water | [BRN ]
3574966 | [InChIKey]
ZMRUPTIKESYGQW-UQKRIMTDSA-N | [CAS DataBase Reference]
4199-10-4(CAS DataBase Reference) |
Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S36:Wear suitable protective clothing . | [WGK Germany ]
3
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Hazard Information | Back Directory | [Description]
(S)-(-)-Propranolol is the active enantiomer of propranolol, a β-adrenergic receptor antagonist with log Kd values of -8.16, -9.08, and -6.93 for β1, β2, and β3, respectively.1,2 It is also a non-specific serotonin receptor antagonist.3 Propanolol was one of the first β-adrenergic receptor blockers to be widely used in clinical practice for the treatment of hypertension, angina pectoris, and cardiac ischemia.1,4 | [Chemical Properties]
(S)-(-)-1-(Isopropylamino)-3-(1-naphthyloxy)-2-propanol hydrochloride | [Uses]
active enantiomer, 5-HT1 receptor antagonist | [Uses]
Antihypertensor;Beta-adrenergic blocking agent | [Uses]
The S-enantiomer of Propranolol (P831800). β?Adrenergic blocker. Antihypertensive; antianginal; antiarrhythmic (class II). | [Biological Activity]
More active enantiomer of the β -adrenoceptor antagonist propranolol ((RS)-1-[(1-Methylethyl)amino]-3-(1-naphthalenyloxy)-2-propanol hydrochloride ). | [Biochem/physiol Actions]
(S)-(?)-Propranolol hydrochloride is biologically active enantiomer. It acts as β1 receptor antagonist in thalamocortical neurons. (S)-(?)-Propranolol hydrochloride elicits its inhibitory function on the β1 adrenoceptor in trigeminovascular pain pathway and serves as a preventive medicine in migraine. | [storage]
Store at RT | [Purification Methods]
The (+)-salt is the active isomer which blocks isoprenaline tachycardia and is a -adrenergic blocker. [Leclerc et al. Trends Pharmacol Sci 2 18 1981, Howe & Shanks Nature 210 1336 1966.] |
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