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ChemicalBook--->CAS DataBase List--->5985-28-4

5985-28-4

5985-28-4 Structure

5985-28-4 Structure
IdentificationMore
[Name]

Synephrine hydrochloride
[CAS]

5985-28-4
[Synonyms]

1-(4-Hydroxyphenyl)-2-(methylamino)-ethanol hydrochloride
N-METHYL OCTOPAMINE HCL
SYNEPHRINE HCL
SYNEPHRINE 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
p-methylaminoethanolphenolhydrochloride
4-hydroxy-alpha-[(methylamino)methyl]benzyl alcohol hydrochloride
SYNEPHRINE HYDROCHLORIDE 98.0%MIN
Sympathol hydrochloride
(±)-Oxedrine hydrochloride
(±)-p-Hydroxynorephedrine hydrochloride
dl-p-Hydroxynorephedrine hydrochloride
[EINECS(EC#)]

227-804-6
[Molecular Formula]

C9H14ClNO2
[MDL Number]

MFCD00050566
[Molecular Weight]

203.67
[MOL File]

5985-28-4.mol
Chemical PropertiesBack Directory
[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 DataBack Directory
[HS Code ]

2922498590
Hazard InformationBack Directory
[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.
[storage]

Store at -20°C
Spectrum DetailBack Directory
[Spectrum Detail]

Synephrine hydrochloride(5985-28-4)1HNMR
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