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Synephrine hydrochloride

Synephrine hydrochloride Structure
Synephrine hydrochloride
  • CAS No.5985-28-4
  • Chemical Name:Synephrine hydrochloride
  • CBNumber:CB1690109
  • Molecular Formula:C9H14ClNO2
  • Formula Weight:203.67
  • MOL File:5985-28-4.mol
Synephrine hydrochloride Property
  • 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)
  • CAS DataBase Reference 5985-28-4(CAS DataBase Reference)
  • FDA UNII EN5D1IH09S
Safety
  • HS Code  :2922498590
  • NFPA 704:
    0
    2 0
Hazard and Precautionary Statements (GHS)
  • Symbol(GHS)
  • Signal wordWarning
  • Hazard statements H315-H335-H319
  • Precautionary statements P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P

Synephrine hydrochloride Chemical Properties,Usage,Production

  • Description (±)-Synephrine is an alkaloid with vasoconstrictor and metabolic activities. It binds to α1A-, α2A-, and α2C-adrenergic receptors (ARs; Kis = 78, 36.7, and 24.4 μM, respectively). (±)-Synephrine is an agonist of α1A-ARs in HEK293 cells (EC50 = 4 μM in a reporter assay) but not in CHO cells expressing α2A- or α2C-AR. It also acts as an antagonist of α1A-, α2A-, and α2C-ARs, inhibiting L-phenylephrine-induced activation of α1A-AR in HEK293 cells and activation of α2A- and α2C-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.
  • Chemical Properties Pale Beige Solid
  • Uses A α-adrenergic receptor agonist, vasoconstrictor.
Synephrine hydrochloride Preparation Products And Raw materials
Raw materials
Preparation Products
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Synephrine hydrochloride Spectrum
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  • C9H14NO2Cl
  • 59485-28-4
  • 5984-28-4
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