P8688

(S)-(−)-Propranolol hydrochloride

≥98% (TLC), powder

• Sinonimo/i: (S)-1-Isopropylamino-3-(1-naphthyloxy)-2-propanol hydrochloride
• Formula condensata: C₁₀H₇OCH₂CH(OH)CH₂NHCH(CH₃)₂·HCl
• Numero CAS: 4199-10-4
• Peso molecolare: 295.80
• Beilstein: 3574966
• Numero CE: 224-096-0
• Numero MDL: MFCD00064547
• Codice UNSPSC: 12352200
• ID PubChem: 24278657
• NACRES: NA.77

Proprietà

• Livello qualitativo: 200
• Saggio: ≥98% (TLC)
• Stato: powder
• Attività ottica: [α]25/D −25.5°, c = 1.0 in ethanol(lit.)
• Punto di fusione: 193-195 °C (lit.)
• Solubilità: 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
• Ideatore: AstraZeneca
• Temperatura di conservazione: 2-8°C
• Stringa SMILE: 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; ZMRUPTIKESYGQW-UQKRIMTDSA-N
• Informazioni sul gene: human ... ADRB1(153) , ADRB2(154) , ADRB3(155) , HTR1A(3350) , HTR1B(3351) , HTR1D(3352) , HTR1E(3354) , HTR1F(3355)

Descrizione

Descrizione generale

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.

Applicazioni

(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)

Azioni biochim/fisiol

(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

Caratteristiche e vantaggi

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.

Informazioni sulla sicurezza

• Pittogrammi: GHS07
• Avvertenze: Warning
• Indicazioni di pericolo: H302 + H312 + H332
• Consigli di prudenza: P261 - P264 - P280 - P301 + P312 - P302 + P352 + P312 - P304 + P340 + P312
• Classi di pericolo: Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral
• Codice della classe di stoccaggio: 11 - Combustible Solids
• Classe di pericolosità dell'acqua (WGK): WGK 3
• Punto d’infiammabilità (°F): Not applicable
• Punto d’infiammabilità (°C): Not applicable
• Dispositivi di protezione individuale: dust mask type N95 (US), Eyeshields, Gloves