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Merck

E4642

(±)-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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5 G

CZK 2,720.00

25 G

CZK 8,610.00

CZK 2,720.00


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About This Item

Empirical Formula (Hill Notation):
C9H13NO3 · HCl
CAS Number:
Molecular Weight:
219.67
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
EC Number:
206-346-0
MDL number:
Quality level:

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Product Name

(±)-Epinephrine hydrochloride,

InChI key

ATADHKWKHYVBTJ-UHFFFAOYSA-N

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

SMILES string

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

solubility

H2O: 50 mg/mL

storage temp.

2-8°C

Quality Level

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1 of 4

This Item
E4375PHR1509E4250
Quality Level

200

Quality Level

200

Quality Level

300

Quality Level

200

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-30°C

storage temp.

2-8°C

solubility

H2O: 50 mg/mL

solubility

H2O: soluble, alcohol: soluble

solubility

-

solubility

-

Gene Information

human ... ADRA1A(148), ADRA1B(147), ADRA1D(146), ADRA2A(150), ADRA2B(151), ADRA2C(152), ADRB1(153), ADRB2(154), ADRB3(155)

Gene Information

human ... ADRA1A(148), ADRA1B(147), ADRA1D(146), ADRA2A(150), ADRA2B(151), ADRA2C(152), ADRB1(153), ADRB2(154), ADRB3(155)

Gene Information

human ... ADRA1A(148), ADRA1B(147), ADRA1D(146), ADRA2A(150), ADRA2B(151), ADRA2C(152), ADRB1(153), ADRB2(154), ADRB3(155)

Gene Information

human ... ADRA1A(148), ADRA1B(147), ADRA1D(146), ADRA2A(150), ADRA2B(151), ADRA2C(152), ADRB1(153), ADRB2(154), ADRB3(155)
rat ... Adra1a(29412), Adra2a(25083), Adrb1(24925), Adrb2(24176), Drd1a(24316), Drd2(24318)

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. It is a mixed α/β-adrenergic receptor agonist and stimulates these receptors. 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.

Application

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

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. It is used in the treatment of acute anaphylaxis. Use of epinephrine hydrochloride enables dilation of pupil during intraocular lens (IOL) implantation surgery.

Other Notes

The ratio of +/- adrenaline is not determined.

pictograms

Skull and crossbones

signalword

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

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

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges


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Advantages and disadvantages of adrenaline in regional anaesthesia
Niemi G
Best Practice & Research. Clinical Anaesthesiology, 19(2), 229-245 (2005)
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)
Getting the adrenaline going: crystal structure of the adrenaline-synthesizing enzyme PNMT
Martin JL, et al.
Structure, 9(10), 977-985 (2001)
M Stewart et al.
Journal of dairy science, 93(11), 5252-5257 (2010-10-23)
Changes in autonomic nervous system (ANS) activity are one of the first phases of a stress response, but they are rarely used to assess the welfare of farm animals. Eye temperature measured using infrared thermography (IRT) is proposed as an
Pupil dilation with intracameral epinephrine hydrochloride during phacoemulsification and intraocular lens implantation
Yu A, et al.
Journal of Ophthalmology, 2016 (2016)

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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