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Norepinephrine

CAS No.
51-41-2
Chemical Name:
Norepinephrine
Synonyms
NORADRENALINE;L-NORADRENALINE;NORADRENALIN;levophed;adrenor;aktamin;norartrinal;levoarterenol;(?)-Norepinephrine;arterenolfreebase(noradrenaline)
CBNumber:
CB8346810
Molecular Formula:
C8H11NO3
Molecular Weight:
169.18
MDL Number:
MFCD00025592
MOL File:
51-41-2.mol
Last updated:2024-03-19 17:34:45

Norepinephrine Properties

Melting point 220-230°C
alpha D25 -37.3° (c = 5 in water with 1 equiv HCl)
Boiling point 298.46°C (rough estimate)
Density 1.2435 (rough estimate)
refractive index 1.5100 (estimate)
storage temp. 2-8°C
solubility Aqueous Acid (Slightly), DMSO (Slightly)
form crystalline
pka 8.64(at 25℃)
color off-white to tan
Water Solubility Soluble in alkali and dilute hydrochloric acid. Slightly soluble in water, ethanol and diethyl ether.
Sensitive Air & Light Sensitive
Merck 14,6695
BRN 4231961
Stability Stable, but may be light-sensitive. Incompatible with acids, bases, oxidizing agents. Store at -20℃.
CAS DataBase Reference 51-41-2(CAS DataBase Reference)
NCI Dictionary of Cancer Terms noradrenaline; norepinephrine
FDA UNII X4W3ENH1CV
NCI Drug Dictionary norepinephrine
ATC code C01CA03
EPA Substance Registry System Norepinephrine (51-41-2)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS06
Signal word  Danger
Hazard statements  H300+H310+H330
Precautionary statements  P260-P262-P264-P280-P302+P352+P310-P304+P340+P310
Hazard Codes  T+,C,F
Risk Statements  26/27/28-34-11-28
Safety Statements  28-36/37-45-36/37/39-26-16-20
RIDADR  UN 2811 6.1/PG 2
WGK Germany  3
RTECS  DN5950000
8-10-23
HazardClass  6.1
PackingGroup  II
HS Code  29225090
Toxicity dni-hmn:oth 5800 nmol/L CNREA8 40,1414,80
NFPA 704
1
4 0

Norepinephrine price More Price(13)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich A7257 (?)-Norepinephrine ≥98%, crystalline 51-41-2 1g $417 2024-03-01 Buy
Sigma-Aldrich A7257 (?)-Norepinephrine ≥98%, crystalline 51-41-2 5g $1500 2024-03-01 Buy
Alfa Aesar L08087 L-Noradrenaline, 98% 51-41-2 1g $359 2024-03-01 Buy
Sigma-Aldrich A7257 (?)-Norepinephrine ≥98%, crystalline 51-41-2 500mg $228 2024-03-01 Buy
TRC N661038 L-Noradrenaline 51-41-2 1g $265 2021-12-16 Buy
Product number Packaging Price Buy
A7257 1g $417 Buy
A7257 5g $1500 Buy
L08087 1g $359 Buy
A7257 500mg $228 Buy
N661038 1g $265 Buy

Norepinephrine Chemical Properties,Uses,Production

Chemical Properties

solid

Uses

An adrenergic neurotransmitter.

Uses

Vascular active drug resistance to shock

Uses

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.

brand name

Levophed (Hospira);Noradrec;Xylotox.

World Health Organization (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.

Biological Functions

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.

General Description

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.

Biochem/physiol Actions

Adrenergic neurotransmitter

Pharmacology

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.

Safety Profile

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.

Synthesis

Norepinephrine, L-1-(3,4-dihydroxyphenyl)-2-aminoethanol (11.1.4), is synthesized by two methods starting from 3,4-dihydroxybenzaldehyde. According to the first method, the indicated aldehyde is transformed into the cyanohydrin (11.1.3) by reaction with hydrogen cyanide, which is then reduced into norepinephrine (11.1.5).
Synthesis_51-41-2_1
The second method consists of the condensation of diacetate of the same aldehyde with nitromethane, which forms (3,4-diacetoxyphenyl)-2-nitroethanol (11.1.5). Then the nitro group is reduced and the product (11.1.6) is hydrolyzed into the desired norepinephrine (11.1.4) [4,9,13,14].
Synthesis_51-41-2_2

Purification Methods

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.]

Norepinephrine Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 289)Suppliers
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Hebei Mojin Biotechnology Co., Ltd
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View Lastest Price from Norepinephrine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Norepinephrine pictures 2024-04-22 Norepinephrine
51-41-2
US $125.00-45.00 / Kg/Bag 1Kg/Bag 0.99 20 tons Sinoway Industrial co., ltd.
Norepinephrine pictures 2024-03-19 Norepinephrine
51-41-2
US $0.00-0.00 / KG 1KG 99 50000KG/month Shanghai Affida new material science and technology center
Norepinephrine pictures 2024-03-16 Norepinephrine
51-41-2
US $0.00 / KG 100g 98%+ 100kg WUHAN CIRCLE POWDER TECHNOLOGY CO.,LTD
  • Norepinephrine pictures
  • Norepinephrine
    51-41-2
  • US $125.00-45.00 / Kg/Bag
  • 0.99
  • Sinoway Industrial co., ltd.
  • Norepinephrine pictures
  • Norepinephrine
    51-41-2
  • US $0.00-0.00 / KG
  • 99
  • Shanghai Affida new material science and technology center
  • Norepinephrine pictures
  • Norepinephrine
    51-41-2
  • US $0.00 / KG
  • 98%+
  • WUHAN CIRCLE POWDER TECHNOLOGY CO.,LTD
(-)-alpha-(aminomethyl)protocatechuylalcohol (-)-noradrec 4-(2-amino-1-hydroxyethyl)-2-benzenedio(r)- d-(-)-noradrenaline l-1-(3,4-dihydroxyphenyl)-2-aminoethanol 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 levophed norartrinal L-NORADRENALINE NORADRENALIN