P8688

(S)-(−)-Propranolol -hydrochlorid

≥98% (TLC), β1- and β2-aadrenergic receptor blocker, powder

• Synonym(e): (S)-1-Isopropylamino-3-(1-naphthyloxy)-2-propanol -hydrochlorid
• Lineare Formel: C₁₀H₇OCH₂CH(OH)CH₂NHCH(CH₃)₂·HCl
• CAS-Nummer: 4199-10-4
• Molekulargewicht: 295.80
• NACRES: NA.77
• PubChem Substance ID: 24278657
• UNSPSC Code: 12352200
• EC Number: 224-096-0
• MDL number: MFCD00064547
• Beilstein/REAXYS Number: 3574966
• Assay: ≥98% (TLC)
• Form: powder
• Quality level: 200

Eigenschaften

• Produktname: (S)-(−)-Propranolol -hydrochlorid, ≥98% (TLC), powder
• Quality Level: 200
• assay: ≥98% (TLC)
• form: powder
• optical activity: [α]25/D −25.5°, c = 1.0 in ethanol(lit.)
• mp: 193-195 °C (lit.)
• solubility: ethanol: 10 mg/mL, DMSO: <14.5 mg/mL, H₂O: 50 mg/mL, 45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 8.0 mg/mL
• originator: AstraZeneca
• storage temp.: 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
• InChI key: ZMRUPTIKESYGQW-UQKRIMTDSA-N
• Gene Information: human ... ADRB1(153), ADRB2(154), ADRB3(155), HTR1A(3350), HTR1B(3351), HTR1D(3352), HTR1E(3354), HTR1F(3355)

Beschreibung

General description

Mit Hitze. Wässrige Lösungen sind am stabilsten bei pH 3.0 und zersetzen sich schnell bei basischemc pH. Bei der Zersetzung entfärbt sich die Lösung.

Application

(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 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.

Active β-adrenoceptor blocking enantiomer, as measured by inhibition of isoprenaline-induced tachycardia; Propranolol is also non-specific 5-HT_1A, 5-HT_1B and 5-HT_1C serotonin receptor antagonist. The stereoselective association of mianserin and propranolol with the 5HT_1A, 5HT_1B and 5HT_1C sites may prove useful in the characterization of these sites

Features and Benefits

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.

Sicherheitshinweise

• pictograms: GHS07
• signalword: Warning
• hcodes: H302 + H312 + H332
• pcodes: P261 - P264 - P280 - P301 + P312 - P302 + P352 + P312 - P304 + P340 + P312
• Hazard Classifications: Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral
• Lagerklasse: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves