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Merck

A7257

(−)-Norepinephrine

≥98% (TLC), crystalline, adrenergic neurotransmitter

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C8H11NO3
CAS Number:
Molecular Weight:
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:
Technical Service
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Product Name

(−)-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

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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.

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.

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Danger

Hazard Classifications

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

Storage Class

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


Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

A7257-VAR: + A7257-5G: + A7257-500MG: + A7257-BULK: + A7257-1G:

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Anne S Ten Hove et al.
Scientific reports, 13(1), 17990-17990 (2023-10-21)
Innervation of the intestinal mucosa by the sympathetic nervous system is well described but the effects of adrenergic receptor stimulation on the intestinal epithelium remain equivocal. We therefore investigated the effect of sympathetic neuronal activation on intestinal cells in mouse
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
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)
Mostafa M H Ibrahim et al.
ASN neuro, 12, 1759091420974134-1759091420974134 (2020-11-13)
Norepinephrine (NE) control of hypothalamic gluco-regulation involves astrocyte-derived energy fuel supply. In male rats, exogenous NE regulates astrocyte glycogen metabolic enzyme expression in vivo through 5'-AMP-activated protein kinase (AMPK)-dependent mechanisms. Current research utilized a rat hypothalamic astrocyte primary culture model

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