ChemicalBook > CAS DataBase List > Norepinephrine

Norepinephrine

Product Name
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
Formula Weight
169.18
MOL File
51-41-2.mol
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Norepinephrine Property

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)
pka
8.64(at 25℃)
form 
crystalline
color 
off-white to tan
optical activity
D +37.426 (c 5, H2O+HCl)L -37.1325 (c 5, H2O+HCl)
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)
EPA Substance Registry System
Norepinephrine (51-41-2)
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Safety

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
Hazardous Substances Data
51-41-2(Hazardous Substances Data)
Toxicity
dni-hmn:oth 5800 nmol/L CNREA8 40,1414,80
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Precautionary statements

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P262Do not get in eyes, on skin, or on clothing.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
A7257
Product name
(?)-Norepinephrine
Purity
≥98%, crystalline
Packaging
1g
Price
$417
Updated
2024/03/01
Sigma-Aldrich
Product number
A7257
Product name
(?)-Norepinephrine
Purity
≥98%, crystalline
Packaging
5g
Price
$1500
Updated
2024/03/01
Alfa Aesar
Product number
L08087
Product name
L-Noradrenaline, 98%
Packaging
1g
Price
$359
Updated
2024/03/01
Sigma-Aldrich
Product number
A7257
Product name
(?)-Norepinephrine
Purity
≥98%, crystalline
Packaging
500mg
Price
$228
Updated
2024/03/01
TRC
Product number
N661038
Product name
L-Noradrenaline
Packaging
1g
Price
$265
Updated
2021/12/16
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Norepinephrine Chemical Properties,Usage,Production

Chemical Properties

solid

Uses

Vascular active drug resistance to shock

Uses

An adrenergic neurotransmitter.

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).

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].

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

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View Lastest Price from Norepinephrine manufacturers

Hebei Junhua Import and Export Co., LTD
Product
Norepinephrine 51-41-2
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
1000
Release date
2025-02-26
Hebei Junhua Import and Export Co., LTD
Product
Norepinephrine 51-41-2
Price
US $0.00/kg
Min. Order
1kg
Purity
97%
Supply Ability
1000
Release date
2025-02-27
Sinoway Industrial co., ltd.
Product
Norepinephrine 51-41-2
Price
US $0.00-0.00/Kg/Bag
Min. Order
1Kg/Bag
Purity
0.99
Supply Ability
20 tons
Release date
2024-06-27

51-41-2, NorepinephrineRelated Search:


  • (-)-alpha-(aminomethyl)protocatechuylalcohol
  • (-)-noradrec
  • 4-(2-amino-1-hydroxyethyl)-2-benzenedio(r)-
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  • Adrenaline Impurity 2(Adrenaline EP Impurity B)
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  • L-Arternol=L-Norepinephrine
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