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ChemicalBook > Product Catalogue >Biochemical Engineering >Inhibitors >Neuronal Signaling >Adrenergic Receptor agonists >Synephrine hydrochloride

Synephrine hydrochloride

Synephrine hydrochloride Structure
  • ₹0
  • Product name: Synephrine hydrochloride
  • CAS: 5985-28-4
  • MF: C9H14ClNO2
  • MW: 203.67
  • EINECS:227-804-6
  • MDL Number:MFCD00050566
  • Synonyms:1-(4-Hydroxyphenyl)-2-(methylamino)-ethanol hydrochloride;4-hydroxy-alpha-((methylamino)methyl)-benzenemethanohydrochloride ;l-1-p-hydroxyphenyl-2-methylamino-1-ethanolhydrochloride ;p-hydroxy-alpha-((methylamino)methyl)-benzylalcohohydrochloride ;p-hydroxy-alpha-(methylaminomethyl)benzylalcoholhydrochloride ;p-methylaminoaethanolphenolhydrochlorid ;SYNEPHRINE HCL;SYNEPHRINE HYDROCHLORIDE
Manufacturer Product number Product description Packaging Price Updated Buy

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)
CAS DataBase Reference :5985-28-4(CAS DataBase Reference)

Safety Information

Symbol(GHS): GHS hazard pictograms
Signal word: Warning
Hazard statements:
Code Hazard statements Hazard class Category Signal word Pictogram P-Codes
H315 Causes skin irritation Skin corrosion/irritation Category 2 Warning GHS hazard pictograms P264, P280, P302+P352, P321,P332+P313, P362
H319 Causes serious eye irritation Serious eye damage/eye irritation Category 2A Warning GHS hazard pictograms P264, P280, P305+P351+P338,P337+P313P
H335 May cause respiratory irritation Specific target organ toxicity, single exposure;Respiratory tract irritation Category 3 Warning GHS hazard pictograms
Precautionary statements:
P264 Wash hands thoroughly after handling.
P264 Wash skin thouroughly after handling.
P280 Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352 IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P321 Specific treatment (see … on this label).
P332+P313 IF SKIN irritation occurs: Get medical advice/attention.
P362 Take off contaminated clothing and wash before reuse.

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.

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