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Merck

A7257

Sigma-Aldrich

(−)-Norepinephrine

≥98% (TLC), crystalline, adrenergic neurotransmitter

Sinónimos:

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

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500 MG
MXP 6,137.00
1 G
MXP 8,702.00
5 G
MXP 31,302.00

MXP 6,137.00


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500 MG
MXP 6,137.00
1 G
MXP 8,702.00
5 G
MXP 31,302.00

About This Item

Fórmula empírica (notación de Hill):
C8H11NO3
Número de CAS:
Peso molecular:
169.18
Beilstein/REAXYS Number:
2804840
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

MXP 6,137.00


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Nombre del producto

(−)-Norepinephrine, ≥98%, crystalline

Quality Level

assay

≥98%

form

crystalline

color

off-white to tan

storage temp.

−20°C

SMILES string

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

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

InChI key

SFLSHLFXELFNJZ-QMMMGPOBSA-N

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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.[1] 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.[2] 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[3],
  • 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[4],
  • as a dispersal agent in biofilm dispersion assay to study its effects on the dispersal of Mannheimia haemolytica biofilms[5]

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

Storage Class

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

wgk_germany

WGK 3

ppe

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


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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
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
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)

Artículos

DISCOVER Bioactive Small Molecules for Neuroscience

Questions

1–4 of 4 Questions  
  1. What are the differences between Product No. A7257, (-)-Norepinephrine and Product No. A0937, (±)-Norepinephrine (+)-bitartrate salt?

    1 answer
    1. Product No. A7257, is the free base form of the (-) isomer; it is not water soluble. Product No. A0937 is the bitartrate salt of the racemic (+/-) mixture; it is soluble in water at a concentration of 50 mg/mL.

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  2. What is the Department of Transportation shipping information for this product?

    1 answer
    1. Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.

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  3. How long is a solution of Product A7257, (-)-Norepinephrine, stable?

    1 answer
    1. A stock solution of 1 mg/ml or greater may be stored frozen in aliquots. Avoid freeze-thaw cycles. When the solution gets a pink cast, the product has degraded.

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  4. How should Product A7257, (-)-Norepinephrine, be dissolved?

    1 answer
    1. This product is soluble in 0.5M HCl at a concentration of 50mg/mL, yielding a clear faint yellow solution.

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