Synephrinehydrochloride , 95% , 5985-28-4

CAS NO.：5985-28-4

Empirical Formula: C9H14ClNO2

Molecular Weight: 203.67

MDL number: MFCD00050566

EINECS: 227-804-6

PRODUCT Properties

• Melting point: 147-150°C
• storage temp.: Refrigerator
• solubility: Methanol (Slightly), Water (Slightly)
• form: Solid
• color: Off-White to Pale Beige
• InChI: InChI=1S/C9H13NO2.ClH/c1-10-6-9(12)7-2-4-8(11)5-3-7;/h2-5,9-12H,6H2,1H3;1H
• InChIKey: COTCEGYSNTWJQV-UHFFFAOYSA-N
• SMILES: C1(=CC=C(O)C=C1)C(O)CNC.Cl
• LogP: -0.030 (est)

Description and Uses

(±)-Synephrine is an alkaloid with vasoconstrictor and metabolic activities. It binds to α_1A-, α_2A-, and α_2C-adrenergic receptors (ARs; K_is = 78, 36.7, and 24.4 μM, respectively). (±)-Synephrine is an agonist of α_1A-ARs in HEK293 cells (EC₅₀ = 4 μM in a reporter assay) but not in CHO cells expressing α_2A- or α_2C-AR. It also acts as an antagonist of α_1A-, α_2A-, and α_2C-ARs, inhibiting L-phenylephrine-induced activation of α_1A-AR in HEK293 cells and activation of α_2A- and α_2C-ARs induced by the α₂-AR agonist medetomidine in CHO cells (IC₅₀s = 12.8, 26, and 27.3 μM, respectively, in reporter assays). (±)-Synephrine induces contractions in isolated rabbit aortic rings (EC₅₀ = 6.2 μg/ml) and increases ligation-induced mean arterial pressure in rats when administered at a dose of 2 mg/kg per day. It induces lipolysis in isolated rat and human adipocytes when used at concentrations of 100 and 1,000 μg/ml. (±)-Synephrine (50 μM) increases phosphorylation of Akt and AMP-activated protein kinase (AMPK) and translocation of Glut4 to the plasma membrane, as well as increases insulin-induced glucose consumption in L6 muscle cells when used at concentrations ranging from 25 to 200 μM.

A α-adrenergic receptor agonist, vasoconstrictor.

Safety

• Symbol(GHS): GHS07
• Signal word: Warning
• Hazard statements: H315-H335-H319
• Precautionary statements: P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P
• HS Code: 2922498590