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Details

Stereochemistry RACEMIC
Molecular Formula C8H11NO3.ClH
Molecular Weight 205.639
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of NOREPINEPHRINE HYDROCHLORIDE, (±)-

SMILES

Cl.NCC(O)C1=CC(O)=C(O)C=C1

InChI

InChIKey=FQTFHMSZCSUVEU-UHFFFAOYSA-N
InChI=1S/C8H11NO3.ClH/c9-4-8(12)5-1-2-6(10)7(11)3-5;/h1-3,8,10-12H,4,9H2;1H

HIDE SMILES / InChI
Norepinephrine hydrochloride, (±)- (DL-Norepinephrine Hydrochloride) is a vasoconstrictor, cardiac stimulant, α- and β-sympathomimetic agent. DL-Norepinephrine hydrochloride is an adrenergic drug. Norepinephrine is an endogenous catecholamine that is the neurotransmitter at sympathetic postganglionic fibers. It has potent beta1- and alpha-stimulating effects. In contrast to epinephrine, norepinephrine has only minor effects on beta2 receptors. The clinical effects of norepinephrine administration are mainly increased cardiac index and increased vascular (systemic and pulmonary) resistance. Several adult studies have suggested that norepinephrine is useful in increasing SVR in patients with hyperdynamic or vasodilatory septic shock that is not responsive to dopamine or epinephrine. Additionally, it can augment coronary blood flow by increasing systemic diastolic pressure, at the expense of increasing afterload.

Approval Year

PubMed

PubMed

TitleDatePubMed
[Analysis of the vascular reactivity of isolated and blood-perfused rabbit thoracic aortas with support rabbits].
1987 Oct
Properties of [3H]bunazosin binding in rat kidney.
1988
Beta 2-adrenoceptor-mediated positive dromotropic effects on atrioventricular node of dogs.
1992 Jan
Strategies for enantioseparations of catecholamines and structurally related compounds by capillary zone electrophoresis using sulfated beta-cyclodextrins as chiral selectors.
2006 Sep

Sample Use Guides

In Vitro Use Guide
Curator's Comment: The functional significance of beta 2-adrenoceptors in atrioventricular (AV) nodal conduction was investigated by using canine isolated blood-perfused AV node preparations. The dose-response curve for dl-norepinephrine (0.03-1 nmol) was shifted to the right by 1.0 log unit with atenolol only. https://www.ncbi.nlm.nih.gov/pubmed/1346356
The biogenic amines DL-epinephrine, DL-norepinephrine, tyramine, DL-phenylethanolamine, 2-phenylethylamine, and dopamine, applied at concentrations of 10(-8) or 10(-4) M, do not change the MFF (maximum following frequency, MFF).
Name Type Language
NOREPINEPHRINE HYDROCHLORIDE, (±)-
Common Name English
4-(2-AMINO-1-HYDROXYETHYL)BENZENE-1,2-DIOL HYDROCHLORIDE (1:1)
Systematic Name English
NSC-7930
Code English
J277.870J
Code English
(±)-NORADRENALINE HYDROCHLORIDE
Common Name English
(±)-1-(3,4-DIHYDROXYPHENYL)-2-AMINOETHANOL HYDROCHLORIDE
Systematic Name English
DL-ARTERENOL HYDROCHLORIDE
Common Name English
DL-NOREPINEPHRINE HYDROCHLORIDE
Common Name English
1,2-BENZENEDIOL, 4-(2-AMINO-1-HYDROXYETHYL)-, HYDROCHLORIDE, (±)-
Systematic Name English
NORADRENALINE HYDROCHLORIDE, (±)-
Common Name English
(±)-4-(2-AMINO-1-HYDROXYETHYL)-1,2-BENZENEDIOL HYDROCHLORIDE
Systematic Name English
4-(2-AMINO-1-HYDROXYETHYL)-1,2-BENZENEDIOL HYDROCHLORIDE (1:1)
Systematic Name English
1,2-BENZENEDIOL, 4-(2-AMINO-1-HYDROXYETHYL)-, HYDROCHLORIDE (1:1)
Systematic Name English
D09794
Code English
NOREPINEPHRINE HYDROCHLORIDE [JAN]
Common Name English
(±)-NOREPINEPHRINE HYDROCHLORIDE
Common Name English
BENZYL ALCOHOL, .ALPHA.-(AMINOMETHYL)-3,4-DIHYDROXY-, HYDROCHLORIDE, (±)-
Systematic Name English
1,2-BENZENEDIOL, 4-(2-AMINO-1-HYDROXYETHYL)-, HYDROCHLORIDE
Systematic Name English
NOREPINEPHRINE HYDROCHLORIDE [JP]
Common Name English
Code System Code Type Description
CAS
55-27-6
Created by admin on Sat Dec 16 08:04:46 GMT 2023 , Edited by admin on Sat Dec 16 08:04:46 GMT 2023
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FDA UNII
7W3827X38V
Created by admin on Sat Dec 16 08:04:46 GMT 2023 , Edited by admin on Sat Dec 16 08:04:46 GMT 2023
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NSC
7930
Created by admin on Sat Dec 16 08:04:46 GMT 2023 , Edited by admin on Sat Dec 16 08:04:46 GMT 2023
PRIMARY
ECHA (EC/EINECS)
200-229-8
Created by admin on Sat Dec 16 08:04:46 GMT 2023 , Edited by admin on Sat Dec 16 08:04:46 GMT 2023
PRIMARY
PUBCHEM
5923
Created by admin on Sat Dec 16 08:04:46 GMT 2023 , Edited by admin on Sat Dec 16 08:04:46 GMT 2023
PRIMARY