4-(1-Hydroxy-2-(methylamino)ethyl)phenol

Bezeichnung:4-(1-Hydroxy-2-(methylamino)ethyl)phenol

CAS-Nr94-07-5

Englisch Name:Synephrine

CBNumberCB1129621

SummenformelC9H13NO2

Molgewicht167.21

MOL-Datei94-07-5.mol

Synonyma

4-(1-Hydroxy-2-(methylamino)ethyl)phenol

4-(1-Hydroxy-2-(methylamino)ethyl)phenol physikalisch-chemischer Eigenschaften

Schmelzpunkt	187 °C (dec.)(lit.)
Siedepunkt	295.79°C (rough estimate)
Dichte	1.1222 (rough estimate)
Brechungsindex	1.4680 (estimate)
storage temp.	2-8°C
Löslichkeit	DMSO (Slightly), Methanol (Slightly, Sonicated)
pka	pKa 9.60±0.02(H2O t = 25.0±0.5 I = 0.01)(Approximate)
Farbe	White to Off-White
Merck	14,9012
Stabilität	Hygroscopic
InChI	InChI=1/C9H13NO2/c1-10-6-9(12)7-2-4-8(11)5-3-7/h2-5,9-12H,6H2,1H3/t9-/s3
InChIKey	YRCWQPVGYLYSOX-DJEYLCQNNA-N
SMILES	C1(=CC=C(O)C=C1)[C@@H](O)CNC \|&1:7,r\|
LogP	-0.450
CAS Datenbank	94-07-5(CAS DataBase Reference)

Sicherheit

Kennzeichnung gefährlicher	Xi
R-Sätze:	36/37/38
S-Sätze:	26-36
WGK Germany	3
RTECS-Nr.	DO7350000
HS Code	29225090

Gefahreninformationscode (GHS)

Synephrine Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
Chemische Eigenschaften
Synephrine, also known as Analeptin or p-synephrine, is naturally occurring alkaloid. It is an off-white to beige powder that is derived from the fruit of small citrus trees (Citrus aurantium). It is soluble in water, insoluble in ether, almost insoluble in chloroform, ether. Synephrine is related structurally to endogenous neurotransmitters (adrenaline and noradrenaline), and acts on several adrenergic and serotonergic receptors.
Verwenden
(±)-Synephrine has been used as an alkaloid to investigate its in vitro antiviral, antibacterial, antifungal and cytotoxicity activities.
Application
Synephrine is a α-adrenergic receptor agonist, vasoconstrictor that has been reported to have thermogenic properties. Therefore, it is widely used as a dietary supplement to enhance energy and promote weight loss. It is reported that the (-)-form of synephrine has more potent than that of the (+)-form. (The product is for research purpose only.)
Definition
ChEBI: Synephrine is a phenethylamine alkaloid that is 4-(2-aminoethyl)phenol substituted by a hydroxy group at position 1 and a methyl group at the amino nitrogen. It has a role as a plant metabolite and an alpha-adrenergic agonist. It is a phenethylamine alkaloid, a member of phenols and a member of ethanolamines. It is a conjugate base of a synephrinium.
Synthesis Reference(s)
Journal of the American Chemical Society, 71, p. 1045, 1949 DOI: 10.1021/ja01171a079
Allgemeine Beschreibung
Synephrine is a sympathomimetic amine from the plant?Citrus aurantium and is identified as a major active component of dietary supplements.
Biochem/physiol Actions
Synephrine is naturally found in citrus plants belonging to the Rutaceae family. It is a sympathomimetic alkaloid. Synephrine has 3 isomeric forms, such as m-synephrine, p-synephrine and o-synephrine. It exhibits β-adrenergic properties.

Synephrine Upstream-Materialien And Downstream Produkte

4-(1-Hydroxy-2-(methylamino)ethyl)phenol Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

94-07-5, Synephrine Verwandte Suche:

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