This product is soluble in 0.5M HCl at a concentration of 50mg/mL, yielding a clear faint yellow solution.
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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500 MG
$251.00
1 G
$460.00
5 G
$1,650.00
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
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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
Gene Information
human ... ADRA1A(148), ADRA1B(147), ADRA1D(146), ADRA2A(150), ADRA2B(151), ADRA2C(152), ADRB1(153), ADRB2(154), ADRB3(155)
rat ... Adra1a(29412), Adra1d(29413), Adra2a(25083), Adrb1(24925), Adrb2(24176), Drd1a(24316), Drd2(24318)
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Related Categories
1 of 4
This Item | SML0675 | 489350 | A9512 |
|---|---|---|---|
| assay ≥98% | assay ≥95% (HPLC) | assay ≥97% (LC/MS) | assay ≥99% |
| form crystalline | form powder | form crystalline solid | form solid |
| Quality Level 200 | Quality Level 100 | Quality Level 100 | Quality Level 200 |
| storage temp. −20°C | storage temp. −20°C | storage temp. 2-8°C | storage temp. - |
| color off-white to tan | color white to light brown | color white | color white |
| Gene Information human ... ADRA1A(148), ADRA1B(147), ADRA1D(146), ADRA2A(150), ADRA2B(151), ADRA2C(152), ADRB1(153), ADRB2(154), ADRB3(155) | Gene Information - | Gene Information - | Gene Information - |
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.
signalword
Danger
hcodes
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
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Infectious diseases and biologic weapons
Neligan P
The Journal of Biological Chemistry, 369-400 (2012)
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
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)
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)
Articles
DISCOVER Bioactive Small Molecules for Neuroscience
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How should Product A7257, (-)-Norepinephrine, be dissolved?
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How long is a solution of Product A7257, (-)-Norepinephrine, stable?
1 answer-
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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What is the Department of Transportation shipping information for this product?
1 answer-
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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What are the differences between Product No. A7257, (-)-Norepinephrine and Product No. A0937, (±)-Norepinephrine (+)-bitartrate salt?
1 answer-
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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