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.
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
€255.00
1 G
€473.00
5 G
€1,550.00
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500 MG
€255.00
1 G
€473.00
5 G
€1,550.00
About This Item
Empirical Formula (Hill Notation):
C8H11NO3
CAS Number:
Molecular Weight:
169.18
Beilstein:
2804840
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
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Product Name
(−)-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
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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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.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 1 Inhalation - Acute Tox. 2 Dermal - Acute Tox. 2 Oral
Storage Class Code
6.1B - Non-combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
WGK
WGK 3
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Customers Also Viewed
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
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Norepinephrine: not too much, too long
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Shock, 44, 305-309 (2015)
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
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Articles
DISCOVER Bioactive Small Molecules for Neuroscience
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What are the differences between Product No. A7257, (-)-Norepinephrine and Product No. A0937, (±)-Norepinephrine (+)-bitartrate salt?
1 answer-
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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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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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How should Product A7257, (-)-Norepinephrine, be dissolved?
1 answer-
This product is soluble in 0.5M HCl at a concentration of 50mg/mL, yielding a clear faint yellow solution.
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