(S)-(-)-PROPRANOLOL HYDROCHLORIDE Chemical Properties

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 Information

Hazard Codes 

Xn

Risk Statements 

20/21/22

Safety Statements 

36

WGK Germany 

3

MSDS

• Language:English Provider:SigmaAldrich

(S)-(-)-PROPRANOLOL HYDROCHLORIDE Usage And Synthesis

Description

(S)-(-)-Propranolol is the active enantiomer of propranolol, a β-adrenergic receptor antagonist with log K_d 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

Antihypertensor;Beta-adrenergic blocking agent

Uses

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

Uses

active enantiomer, 5-HT1 receptor antagonist

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.]

(S)-(-)-PROPRANOLOL HYDROCHLORIDE(4199-10-4)Related Product Information

• 1-ETHOXYNAPHTHALENE
• (RS)-Propranolol hydrochloride,Propranolol Hydrochloride for pharmaceutical raw materials,DL-PROPRANOLOL HYDROCHLORIDE
• (S)-(-)-PROPRANOLOL HYDROCHLORIDE
• Propanolol
• 3-AMINO-1-PHENOXY-2-PROPANOL HYDROCHLORIDE, 98
• 2-(1-NAPHTHYLOXY) ETHANOL
• Propranolol hydrochloride
• R(+)-PROPRANOLOL HYDROCHLORIDE >98%
• (R)-4-Hydroxy Propranolol Hydrochloride,(S)-4-Hydroxy Propranolol Hydrochloride
• d-Propranolol hydrochloride,(R)-(+)-PROPRANOLOL HYDROCHLORIDE,(R)-PROPRANOLOL HYDROCHLORIDE
• (S)-3-AMINO-1,2-DIHYDROXYPROPANE HYDROCHLORIDE
• CHEMBRDG-BB 5482082
• 1-METHYLAMINO-3-PHENOXY-PROPAN-2-OL
• AKOS BBS-00007965
• (S)-3-ISOPROPYLAMINO-1,2-PROPANEDIOL
• 3-phenoxy-1-propanamine
• (S)-N-DESISOPROPYLPROPRANOLOL
• 1-AMINO-3-PHENOXY-PROPAN-2-OL