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P8688

Sigma-Aldrich

(S)-(−)-Propranolol -hydrochlorid

≥98% (TLC), powder

Synonym(e):

(S)-1-Isopropylamino-3-(1-naphthyloxy)-2-propanol -hydrochlorid

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About This Item

Lineare Formel:
C10H7OCH2CH(OH)CH2NHCH(CH3)2·HCl
CAS-Nummer:
4199-10-4
Molekulargewicht:
295.80
Beilstein:
3574966
EG-Nummer:
224-096-0
MDL-Nummer:
MFCD00064547
UNSPSC-Code:
12352200
PubChem Substanz-ID:
24278657
NACRES:
NA.77

Qualitätsniveau

200

Assay

≥98% (TLC)

Form

powder

Optische Aktivität

[α]25/D −25.5°, c = 1.0 in ethanol(lit.)

mp (Schmelzpunkt)

193-195 °C (lit.)

Löslichkeit

ethanol: 10 mg/mL
DMSO: <14.5 mg/mL
H2O: 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.)
45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 8.0 mg/mL

Ersteller

AstraZeneca

Lagertemp.

2-8°C

SMILES String

Cl[H].CC(C)NC[C@H](O)COc1cccc2ccccc12

InChI

1S/C16H21NO2.ClH/c1-12(2)17-10-14(18)11-19-16-9-5-7-13-6-3-4-8-15(13)16;/h3-9,12,14,17-18H,10-11H2,1-2H3;1H/t14-;/m0./s1

InChIKey

ZMRUPTIKESYGQW-UQKRIMTDSA-N

Angaben zum Gen

human ... ADRB1(153) , ADRB2(154) , ADRB3(155) , HTR1A(3350) , HTR1B(3351) , HTR1D(3352) , HTR1E(3354) , HTR1F(3355)

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Anwendung

(S)-(−)-Propranolol hydrochloride has been used:
  • as a non-selective β-blocker propranolol to inhibit the actions of epinephrine in mice
  • as a β1- and β2-aadrenergic receptor blocker in rat
  • as a medium supplement to investigate its effect on adipogenesis in hemangioma-derived stem cells (HemSC)

Biochem./physiol. Wirkung

Active β-adrenoceptor blocking enantiomer, as measured by inhibition of isoprenaline-induced tachycardia; Propranolol is also non-specific 5-HT1A, 5-HT1B and 5-HT1C serotonin receptor antagonist. The stereoselective association of mianserin and propranolol with the 5HT1A, 5HT1B and 5HT1C sites may prove useful in the characterization of these sites
(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.

Leistungsmerkmale und Vorteile

This compound is featured on the β-Adrenoceptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
This compound was developed by AstraZeneca. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

Gefahreneinstufungen

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves

Analysenzertifikate (COA)

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