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E4642

Sigma-Aldrich

(±)-Epinephrine hydrochloride

≥98% (TLC), powder, adrenergic receptor agonist

Synonym(s):

(±)-Adrenalin, 4-(1-Hydroxy-2-[methylamino]ethyl)-1,2-benzenediol hydrochloride

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€331.00

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5 G
€82.70
25 G
€331.00

About This Item

Empirical Formula (Hill Notation):
C9H13NO3 · HCl
CAS Number:
Molecular Weight:
219.67
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

€82.70


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Product Name

(±)-Epinephrine hydrochloride,

Quality Level

solubility

H2O: 50 mg/mL

storage temp.

2-8°C

SMILES string

OC(CNC)C1=CC=C(O)C(O)=C1.Cl

InChI

1S/C9H13NO3.ClH/c1-10-5-9(13)6-2-3-7(11)8(12)4-6;/h2-4,9-13H,5H2,1H3;1H

InChI key

ATADHKWKHYVBTJ-UHFFFAOYSA-N

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General description

Epinephrine (adrenalin) is synthesized from norepinephrine (noradrenalin) by the action of the enzyme phenylethanolamine N-methyltransferase. Epinephrine comprises 5%-10% of the total catecholamines in the central nervous system.[1] It is a mixed α/β-adrenergic receptor agonist and stimulates these receptors.[2] Their site of synthesis is adrenal medulla and it travels through the vascular systems. Its breakdown occurs in the central nervous system (CNS), liver and kidney.[3]

Application

(±)-Epinephrine hydrochloride has been used:
  • in the induction of renalase expression in Human renal proximal tubular epithelial cells[4]
  • in the infusion studies to test its effect on heart rate and eye temperature measurements in bull[5]
  • as a medium supplement for the stimulation of endothelial progenitor cells[6]

Biochem/physiol Actions

Adrenergic receptor agonist.
Epinephrine improves systemic pressure during cardiopulmonary resuscitation and is used post cardiac arrest. The levels of epinephrine increases during trauma, sepsis and hypoglycemia resulting in increased cardiac rate and contractility.[3] It is used in the treatment of acute anaphylaxis.[7] Use of epinephrine hydrochloride enables dilation of pupil during intraocular lens (IOL) implantation surgery.[8]

Other Notes

The ratio of +/- adrenaline is not determined.

Pictograms

Skull and crossbones

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Effects of an epinephrine infusion on eye temperature and heart rate variability in bull calves
Stewart M, et al.
Journal of Dairy Science, 93(11), 5252-5257 (2010)
Hao Lu et al.
Biology open, 9(5) (2020-05-16)
Reissner fibre (RF), discovered by the 19th-century German anatomist Ernst Reissner, is a filamentous structure present in cerebrospinal fluid (CSF). RF forms by aggregation of a glycoprotein called SCO-spondin (Sspo), but its function has remained enigmatic. Recent studies have shown
Epinephrine: the drug of choice for anaphylaxis-a statement of the World Allergy Organization
Kemp SF, et al.
The World Allergy Organization journal, 1(2), S18-S18 (2008)
Adrenaline, cardiac arrest, and evidence based medicine.
Rainer TH and Robertson CE
Emergency Medicine Journal : EMJ, 13(4), 234-237 (1996)
Sympathetic predominance is associated with impaired endothelial progenitor cells and tunneling nanotubes in controlled-hypertensive patients
de Cavanagh EAMV, et al.
American Journal of Physiology. Heart and Circulatory Physiology, 307, H207?H215-H207?H215 (2014)

Questions

1–3 of 3 Questions  
  1. est ce que l'epinephrine de degrade a 37C et est ce qu'il est reversible?

    1 answer
    1. The information you are requesting can be supplied by our Technical Service team who can assist you further. We kindly ask you to navigate to the link https://www.sigmaaldrich.com/techservice, and click on "Product Technical Inquires" under the Products Section with all the required information so that a member of our team can reach out to you to assist further. Thank you.

      Helpful?

  2. Can it be stored at -20C

    1 answer
    1. The recommended storage temperature for this product is 2-8°C. In general, powder materials are not affected by freezer storage, however, this item has not been tested under these storage conditions.

      Helpful?

  3. Hi, Do you have the ratio/ amount of D- and L-adrenaline in this product?

    1 answer
    1. The ratio of +/- adrenaline is not determined.

      Helpful?

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