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4199-10-4

4199-10-4 Structure

4199-10-4 Structure
IdentificationMore
[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 PropertiesBack Directory
[Melting point ]

193-195 °C(lit.)
[storage temp. ]

2-8°C
[solubility ]

ethanol: 10 mg/mL
[form ]

powder
[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 DataBack 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
Hazard InformationBack 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. It is also a non-specific serotonin receptor antagonist. 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.
[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.]
Spectrum DetailBack Directory
[Spectrum Detail]

(S)-(-)-PROPRANOLOL HYDROCHLORIDE(4199-10-4)1HNMR
(S)-(-)-PROPRANOLOL HYDROCHLORIDE(4199-10-4)IR
(S)-(-)-PROPRANOLOL HYDROCHLORIDE(4199-10-4)Raman
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

4199-10-4(sigmaaldrich)
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