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Norepinephrin

Norepinephrine Struktur
51-41-2
CAS-Nr.
51-41-2
Bezeichnung:
Norepinephrin
Englisch Name:
Norepinephrine
Synonyma:
NORADRENALINE;L-NORADRENALINE;NORADRENALIN;levophed;l-1-(3,4-dihydroxyphenyl)-2-aminoethanol;adrenor;aktamin;norartrinal;levoarterenol;(?)-Norepinephrine
CBNumber:
CB8346810
Summenformel:
C8H11NO3
Molgewicht:
169.18
MOL-Datei:
51-41-2.mol

Norepinephrin Eigenschaften

Schmelzpunkt:
220-230°C
alpha 
D25 -37.3° (c = 5 in water with 1 equiv HCl)
Siedepunkt:
298.46°C (rough estimate)
Dichte
1.2435 (rough estimate)
Brechungsindex
1.5100 (estimate)
storage temp. 
2-8°C
L?slichkeit
Aqueous Acid (Slightly), DMSO (Slightly)
pka
8.64(at 25℃)
Aggregatzustand
crystalline
Farbe
off-white to tan
Optische Rotation
D +37.426 (c 5, H2O+HCl)L -37.1325 (c 5, H2O+HCl)
Wasserl?slichkeit
Soluble in alkali and dilute hydrochloric acid. Slightly soluble in water, ethanol and diethyl ether.
Sensitive 
Air & Light Sensitive
Merck 
14,6695
BRN 
4231961
Henry's Law Constant
3.1×1013 mol/(m3Pa) at 25℃, HSDB (2015)
Stabilit?t:
Stable, but may be light-sensitive. Incompatible with acids, bases, oxidizing agents. Store at -20℃.
InChI
1S/C8H11NO3/c9-4-8(12)5-1-2-6(10)7(11)3-5/h1-3,8,10-12H,4,9H2/t8-/m0/s1
InChIKey
SFLSHLFXELFNJZ-QMMMGPOBSA-N
SMILES
NC[C@H](O)c1ccc(O)c(O)c1
CAS Datenbank
51-41-2(CAS DataBase Reference)
EPA chemische Informationen
Norepinephrine (51-41-2)

Sicherheit

Kennzeichnung gef?hrlicher T+,C,F
R-S?tze: 26/27/28-34-11-28
S-S?tze: 28-36/37-45-36/37/39-26-16-20
RIDADR  UN 2811 6.1/PG 2
WGK Germany  3
RTECS-Nr. DN5950000
8-10-23
HazardClass  6.1
PackingGroup  II
HS Code  29225090
Speicherklasse 6.1B - Non-combustible acute toxic Cat. 1 and 2
very toxic hazardous materials
Hazard Classifications Acute Tox. 1 Inhalation
Acute Tox. 2 Dermal
Acute Tox. 2 Oral
Giftige Stoffe Daten 51-41-2(Hazardous Substances Data)
Toxizit?t dni-hmn:oth 5800 nmol/L CNREA8 40,1414,80

Norepinephrin Chemische Eigenschaften,Einsatz,Produktion Methoden

R-S?tze Betriebsanweisung:

R26/27/28:Sehr giftig beim Einatmen, Verschlucken und Berührung mit der Haut.
R34:Verursacht Ver?tzungen.
R11:Leichtentzündlich.

S-S?tze Betriebsanweisung:

S28:Bei Berührung mit der Haut sofort abwaschen mit viel . . . (vom Hersteller anzugeben).
S36/37:Bei der Arbeit geeignete Schutzhandschuhe und Schutzkleidung tragen.
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn m?glich, dieses Etikett vorzeigen).
S36/37/39:Bei der Arbeit geeignete Schutzkleidung,Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S16:Von Zündquellen fernhalten - Nicht rauchen.

Chemische Eigenschaften

solid

Verwenden

Norepinephrine is used for increasing cardiac constriction and for the necessary elevation of blood pressure after sharp decline, which can result from surgical intervention or trauma.

Definition

ChEBI: The R-enantiomer of noradrenaline.

Weltgesundheitsorganisation (WHO)

Vasoconstrictor agents have been in use for many years to prolong duration of action of local anaesthetics, particularly in dentistry. Combination products containing epinephrine or levarterenol in concentrations of 1:80,000 or less remain widely available. See also WHO comment for epinephrine.

Biologische Funktion

Most central noradrenergic neurons are located in the nucleus locus ceruleus of the pons and in neurons of the reticular formation. Fibers from these nuclei innervate a large number of cortical, subcortical, and spinomedullary fields. Many functions have been ascribed to the central noradrenergic neurons, including a role in affective disorders (see Chapter 33), in learning and memory, and in sleep–wake cycle regulation.The mammalian CNS contains both α- and β-adrenoceptors.

Allgemeine Beschreibung

Norepinephrine (NE, Levophed) differs from DA onlyby addition of a 1-OH substituent (β-OH-DA) and from Eonly by lacking the N-methyl group. Like DA, it is polar andrapidly metabolized by both COMT and MAO, resulting inpoor oral bioavailability and short DOA (1 or 2 minutes evenwhen given intravenously). It is a stimulant of α1-, α2-, andβ1-adrenoceptors (notice that lacking the N-methyl group resultsin lacking β2- and β3-activity). It is used to counteractvarious hypotensive crises, because its α-activity raisesblood pressure and as an adjunct treatment in cardiac arrestbecause its β-activity stimulates the heart. It has limitedclinical application caused by the nonselective nature of itsactivities.

Hazard

May cause local tissue necrosis, headache, bradycardia, hypertension; poison; teratogen; mutagen.

Pharmakologie

Norepinephrine is the primary neurotransmitter produced and released by adrenergic neurons, and in literature it is also described as and called () noradrenaline or levarterenol. This vasopressor catecholamine reduces both the resistance and capacity of blood vessels by stimulating α-adrenoreceptors and having a direct cardiostimulatory effect, which is accomplished by activation of β1-adrenoreceptors. Norepinephrine exhibits significantly less activity than epinephrine as a drug for widening blood vessels through the activation of β2-adrenoreceptors. Elevation of both stylistic and diastolic blood pressure is a typical reaction to intravenous introduction of norepinephrine.

Sicherheitsprofil

Poison by ingestion, intraperitoneal, subcutaneous, and intravenous routes. An experimental teratogen. Experimental reproductive effects. Human mutation data reported. A sympathomimetic vasopressor. When heated to decomposition it emits toxic fumes of NOx.

l?uterung methode

Recrystallise adrenor from EtOH and store it in the dark under N2. [pKa, Lewis Brit J Pharmacol Chemother 9 488 1954, UV: Bergstr.m et al. Acta Physiol Scand 20 101 1950, Fluorescence: Bowman et al. Science NY 122 32 1955, Tullar J Am Chem Soc 70 2067 1948.] The L-tartrate salt monohydrate has m 102-104.5o, [] D -11o (c 1.6, H2O), after recrystallisation from H2O or EtOH. [Beilstein 13 III 2382.]

Norepinephrin Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


Norepinephrin Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.

Global( 343)Lieferanten
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51-41-2(Norepinephrin)Verwandte Suche:


  • (-)-alpha-(aminomethyl)protocatechuylalcohol
  • (-)-noradrec
  • 4-(2-amino-1-hydroxyethyl)-2-benzenedio(r)-
  • d-(-)-noradrenaline
  • l-2-amino-1-(3,4-dihydroxyphenyl)ethanol
  • l-3,4-dihydroxyphenylethanolamine
  • l-alpha-(aminomethyl)-3,4-dihydroxybenzylalcohol
  • levonoradrenaline
  • levonorepinephrine
  • noradrenalina
  • noradrenline
  • norepirenamine
  • sympathine
  • L-NOREPINEPHRINE
  • LEVARTERENOL
  • L-ARTERENOL
  • (-)-ARTERENOL
  • ARTERENOL (-)-
  • (R)-4-(2-AMINO-1-HYDROXYETHYL)-1,2-BENZENEDIOL
  • (-)-NORADRENALINE
  • (-)-NOREPINEPHRINE
  • NOREPINEPHRINE
  • l-arternol
  • 4-(2-amino-1-hydroxy-ethyl)benzene-1,2-diol
  • (-)-a-(Aminomethyl)protocatechuyl alcohol
  • (R)-(-)-Norepinephrine
  • (R)-Norepinephrine
  • 1,2-Benzenediol, 4-(2-amino-1-hydroxyethyl)-, (R)-
  • 1,2-Benzenediol, 4-[(1R)-2-amino-1-hydroxyethyl]- (9CI)
  • l-a-(Aminomethyl)-3,4-dihydroxybenzyl alcohol
  • Nor-Epirenan
  • L-Arternol=L-Norepinephrine
  • (R)-4-(2-Amino-1-hydroxyethyl)-1,2-benzenediol, L-Arterenol, L-Noradrenaline, Levarterenol
  • 4-[(1R)-2-Amino-1-hydroxyethyl]benzene-1,2-diol
  • ()-Norepinephrine,(R)-4-(2-Amino-1-hydroxyethyl)-1,2-benzenediol, L-Arterenol, L-Noradrenaline, Levarterenol
  • Noradrenaline API
  • Norepinephrine HCl (solution)
  • -NoradrenaL
  • Norepinephrine USP/EP/BP
  • Norepinephrine (Noradrenaline)
  • Norepinephrine USP
  • SSXS-2
  • (R)-Norepinephrine,L-Norepinephrine
  • Norepinephrine (Levarterenol
  • L-Noradrenaline, 98%,
  • Adrenaline Impurity 2(Adrenaline EP Impurity B)
  • Epinephrine Impurity B
  • Noradrenaline(Norepinephrine,NA,NE)
  • Norepinephrine Hydrochloride (Solution)
  • adrenor
  • aktamin
  • arterenolfreebase(noradrenaline)
  • levoarterenol
  • norartrinal
  • L-NORADRENALINE
  • (?)-Norepinephrine
  • b .?(1R)-2-a mi no-1-(3,4-d i h yd roxyph e nyl)e th a nol (nora d re na li ne ),
  • Adrenaline EP Impurity B(Norepinephrine)
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