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Merck

A7257

(−)-Norepinephrine

≥98% (TLC), crystalline, adrenergic neurotransmitter

Synonyme(s) :

(R)-4-(2-Amino-1-hydroxyethyl)-1,2-benzenediol, L-Arterenol, L-Noradrenaline, Levarterenol

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A propos de cet article

Formule empirique (notation de Hill) :
C8H11NO3
Numéro CAS:
Poids moléculaire :
169.18
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
EC Number:
200-096-6
MDL number:
Beilstein/REAXYS Number:
2804840
Assay:
≥98%
Form:
crystalline
Quality level:
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Nom du produit

(−)-Norepinephrine, ≥98%, crystalline

InChI key

SFLSHLFXELFNJZ-QMMMGPOBSA-N

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

SMILES string

NC[C@H](O)c1ccc(O)c(O)c1

assay

≥98%

form

crystalline

color

off-white to tan

storage temp.

−20°C

Quality Level

Catégories apparentées

General description

Norepinephrine is a neurotransmitter found in both the peripheral and central nervous systems. It triggers effects associated with the ′fight or flight′ response and is mediated by the family of adrenergic receptors. Structurally, it is a catecholamine due to the presence of the catechol moiety (consisting of two hydroxyl groups on a benzene ring) and an amine (NH2) group. Norepinephrine exhibits pharmacologic effects on α1 and β1 adrenoceptors. It does not elevate heart rate. The primary advantage of norepinephrine is to improve organ perfusion by increasing vascular tone. Compared to dopamine, norepinephrine is more effective at achieving targeted endpoints, less metabolically active than epinephrine, and reduces serum lactate levels. Moreover, it notably enhances renal perfusion and splanchnic blood flow in sepsis, especially when used alongside dobutamine. Norepinephrine is used in the treatment of hypotension, depression, schizophrenia, and attention deficit/hyperactivity disorders.

Application

(−)-Norepinephrine has been used:
  • as anαand β-AR agonist to stimulate mouse organoids to study the pathways that are activated upon intestinal epithelial adrenergic receptor (AR) stimulation,
  • to measure the monoamine levels in various limbic regions of mouse brains by high-performance liquid chromatography (HPLC) coupled with an electrochemical equipped with an auto-sampler,
  • as a dispersal agent in biofilm dispersion assay to study its effects on the dispersal of Mannheimia haemolytica biofilms

Features and Benefits

This compound is a featured product for Neuroscience research. Click here to discover more featured Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

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Danger

Hazard Classifications

Acute Tox. 1 Inhalation - Acute Tox. 2 Dermal - Acute Tox. 2 Oral

Classe de stockage

6.1B - Non-combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 3

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges


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Consulter la Bibliothèque de documents

Role of the stress-associated chemicals norepinephrine, epinephrine and substance P in dispersal of Mannheimia haemolytica from biofilms
Pillai DK, et al.
Veterinary Microbiology, 215, 11-17 (2018)
Kelly Del Tredici et al.
Journal of neurology, neurosurgery, and psychiatry, 84(7), 774-783 (2012-10-16)
Although resting tremor, cogwheel rigidity, hypokinesia/bradykinesia and postural instability usually dominate the clinical picture of sporadic Parkinson's disease (PD), both clinical and epidemiological data reveal that a wide variety of additional symptoms impair patients' quality of life considerably, parallel to
Ophiocordyceps formosana improves hyperglycemia and depression-like behavior in an STZ-induced diabetic mouse model
Huang CW, et al.
BMC Complementary and Alternative Medicine, 16, 1-11 (2016)
Norepinephrine: not too much, too long
Martin C, et al.
Shock, 44, 305-309 (2015)
Infectious diseases and biologic weapons
Neligan P
The Journal of Biological Chemistry, 369-400 (2012)

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