(S)-(-)-Propranolol hydrochloride
Synonym(s):(S)-1-Isopropylamino-3-(1-naphthyloxy)-2-propanol hydrochloride
- CAS NO.:4199-10-4
- Empirical Formula: C16H22ClNO2
- Molecular Weight: 295.8
- MDL number: MFCD00064547
- EINECS: 224-096-0
- SAFETY DATA SHEET (SDS)
- Update Date: 2026-09-12 18:52:50
What is (S)-(-)-Propranolol hydrochloride?
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
The Uses of (S)-(-)-Propranolol hydrochloride
The S-enantiomer of Propranolol (P831800). β?Adrenergic blocker. Antihypertensive; antianginal; antiarrhythmic (class II).
The Uses of (S)-(-)-Propranolol hydrochloride
Antihypertensor;Beta-adrenergic blocking agent
The Uses of (S)-(-)-Propranolol hydrochloride
active enantiomer, 5-HT1 receptor antagonist
What are the applications of Application
S(?)-Propranolol hydrochloride is a β-adrenergic 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.]
Properties of (S)-(-)-Propranolol hydrochloride
| 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 |
| CAS DataBase Reference | 4199-10-4(CAS DataBase Reference) |
Safety information for (S)-(-)-Propranolol hydrochloride
| Signal word | Warning |
| Pictogram(s) |
![]() Exclamation Mark Irritant GHS07 |
| Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P280:Wear protective gloves/protective clothing/eye protection/face protection. P301+P312:IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell. |
Computed Descriptors for (S)-(-)-Propranolol hydrochloride
| InChIKey | ZMRUPTIKESYGQW-UQKRIMTDSA-N |
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