Norepinephrine (medication)

Short description: Therapeutic use of norepinephrine

Norepinephrine

Skeletal formula of noradrenaline

Ball-and-stick model of the zwitterionic form of noradrenaline found in the crystal structure[1]

Clinical data
Trade names| Levarterenol, Levophed, Norepin, other
Other names| Noradrenaline
(R)-(–)-Norepinephrine
l-1-(3,4-Dihydroxyphenyl)-2-aminoethanol
AHFS/Drugs.com| Monograph
License data|

* US DailyMed: Norepinephrine
* US FDA: Norepinephrine

Pregnancy
category|

* AU: B3
* US: C (Risk not ruled out)

Routes of
administration| Intravenous
ATC code|

* C01CA03 (WHO)

Physiology data
Source tissues| Locus coeruleus; sympathetic nervous system; adrenal medulla
Target tissues| System-wide
Receptors| α1, α2, β1, β3
Agonists| Sympathomimetic drugs, clonidine, isoprenaline
Antagonists| Tricyclic antidepressants, Beta blockers, antipsychotics
Metabolism| MAO-A; COMT
Legal status
Legal status|

* AU: S4 (Prescription only)
* CA: ℞-only
* UK: POM (Prescription only)
* US: ℞-only

Pharmacokinetic data
Metabolism| MAO-A; COMT
Excretion| Urine (84–96%)
Identifiers

IUPAC name

* 4-[(1R)-2-amino-1-hydroxyethyl]benzene-1,2-diol

CAS Number|

* 51-41-2 Y

PubChem CID|

* 439260

IUPHAR/BPS|

* 505

DrugBank|

* DB00368 Y

ChemSpider|

* 388394 Y

UNII|

* X4W3ENH1CV

KEGG|

* D00076 Y
* as salt: D05206 Y

ChEBI|

* CHEBI:18357 Y

ChEMBL|

* ChEMBL1437 Y

Chemical and physical data
Formula| C8H11NO3
Molar mass| 169.180 g·mol−1
3D model (JSmol)|

* Interactive image

Density| 1.397±0.06 g/cm3
Melting point| 217 °C (423 °F) (decomposes)
Boiling point| 442.6 °C (828.7 °F) ±40.0°C

SMILES

* Oc1ccc(cc1O)[C@@H](O)CN

InChI

* 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 Y

* Key:SFLSHLFXELFNJZ-QMMMGPOBSA-N Y

(verify)

Norepinephrine, also known as noradrenaline, is a medication used to treat people with very low blood pressure.[2] It is the typical medication used in sepsis if low blood pressure does not improve following intravenous fluids.[3] It is the same molecule as the hormone and neurotransmitter norepinephrine.[2] It is given by slow injection into a vein.[2]

Common side effects include headache, slow heart rate, and anxiety.[2] Other side effects include an irregular heartbeat.[2] If it leaks out of the vein at the site it is being given, norepinephrine can result in limb ischemia.[2] If leakage occurs the use of phentolamine in the area affected may improve outcomes.[2] Norepinephrine works by binding and activating alpha adrenergic receptors.[2]

Norepinephrine was discovered in 1946 and was approved for medical use in the United States in 1950.[2][4] It is available as a generic medication.[2]

## Contents

* 1 Medical uses
* 2 Mechanism of action
* 3 Names
* 4 References
* 5 External links

## Medical uses

Norepinephrine is used mainly as a sympathomimetic drug to treat people in vasodilatory shock states such as septic shock and neurogenic shock, while showing fewer adverse side-effects compared to dopamine treatment.[5][6]

## Mechanism of action

It stimulates α1 and α2 adrenergic receptors to cause blood vessel contraction, thus increases peripheral vascular resistance and resulted in increased blood pressure. This effect also reduces the blood supply to gastrointestinal tract and kidneys. Norepinephrine acts on beta-1 adrenergic receptors, causing increase in heart rate and cardiac output.[7] However, the elevation in heart rate is only transient, as baroreceptor response to the rise in blood pressure as well as enhanced vagal tone ultimately result in a sustained decrease in heart rate.[8] Norepinephrine acts more on alpha receptors than the beta receptors.[9]

## Names

Norepinephrine is the INN while noradrenaline is the BAN.

## References

1. ↑ Andersen, A. M. (1975). "Structural Studies of Metabolic Products of Dopamine. IV. Crystal and Molecular Structure of (−)-Noradrenaline.". Acta Chem. Scand. 29b: 871–876. doi:10.3891/acta.chem.scand.29b-0871.
2. ↑ 2.0 2.1 2.2 2.3 2.4 2.5 2.6 2.7 2.8 2.9 "Norepinephrine Bitartrate". The American Society of Health-System Pharmacists. https://www.drugs.com/monograph/norepinephrine-bitartrate.html.
3. ↑ Latifi, Rifat (2016) (in en). Surgical Decision Making: Beyond the Evidence Based Surgery. Springer. p. 67. ISBN 9783319298245. https://books.google.com/books?id=2Z8YDAAAQBAJ&pg=PA67.
4. ↑ (in en) Encyclopedia of the Neurological Sciences. Academic Press. 2014. p. 224. ISBN 9780123851581. https://books.google.com/books?id=hfjSVIWViRUC&pg=RA1-PA224.
5. ↑ Rhodes, Andrew; Evans, Laura E (March 2017). "Surviving Sepsis Campaign: International Guidelines for Management of Sepsis and Septic Shock 2016". Critical Care Medicine 45 (3): 486–552. doi:10.1097/CCM.0000000000002255. PMID 28098591. http://openaccess.sgul.ac.uk/109148/1/Singer_Surviving%20Sepsis%20Campaign%20Guidelines_CCM.pdf. "We recommend norepinephrine as the first-choice vasopressor (strong recommendation, moderate quality of evidence).".
6. ↑ "Comparison of dopamine and norepinephrine in the treatment of shock". The New England Journal of Medicine 362 (9): 779–89. March 2010. doi:10.1056/nejmoa0907118. PMID 20200382.
7. ↑ I Moore, Joanne (6 December 2012). Pharmacology (3 ed.). Springer Science and Business Media. p. 39. ISBN 9781468405248. https://books.google.com/books?id=r2ArBgAAQBAJ&pg=PA39. Retrieved 19 November 2017.
8. ↑ "CV Physiology | Circulating Catecholamines". https://cvphysiology.com/Blood Pressure/BP018.
9. ↑ Sacha, Pollard; Stephenie, B Edwin; Cesar, Alaniz (July 2015). "Vasopressor and Inotropic Management Of Patients With Septic Shock". Physical Therapy 40 (7): 449–450. PMID 26185405.

## External links

* "Norepinephrine". Drug Information Portal. U.S. National Library of Medicine. https://druginfo.nlm.nih.gov/drugportal/rn/51-41-2.
* "Norepinephrine bitartrate". Drug Information Portal. U.S. National Library of Medicine. https://druginfo.nlm.nih.gov/drugportal/rn/108341-18-0.

* v
* t
* e

Cardiac stimulants excluding cardiac glycosides (C01C)

Adrenergic and
dopaminergic agents|

| Adrenergic agonists|

| α|

* Metaraminol
* Phenylephrine
* Methoxamine
* Norfenefrine
* Oxedrine
* Midodrine
* Mephentermine

|

* Dobutamine
* Arbutamine
* Isoprenaline
* Prenalterol

mixed|

* Amezinium metilsulfate
* Droxidopa
* Epinephrine #
* Norepinephrine
* Etilefrine

Dopamine agonists|

* Fenoldopam

Both|

* Dopamine #
* Dopexamine
* Ibopamine
* Octopamine

Unknown/ungrouped|

* Dimetofrine
* Gepefrine
* Cafedrine
* Theodrenaline

Phosphodiesterase inhibitors (PDE3I)|

* Amrinone
* Milrinone
* Enoximone
* Bucladesine

Other cardiac stimulants|

* Angiotensinamide
* Xamoterol
* Levosimendan
* Pimobendan

* #WHO-EM
* ‡Withdrawn from market
* Clinical trials:
* †Phase III
* §Never to phase III

* v
* t
* e

Adrenergic receptor modulators

α1|

* Agonists: 6-FNE
* Amidephrine
* Anisodine
* Buspirone
* Cirazoline
* Corbadrine
* Desglymidodrine
* Dexisometheptene
* Dipivefrine
* Dopamine
* Droxidopa (L-DOPS)
* Ephedrine
* Epinephrine
* Etilefrine
* Etilevodopa
* Ethylnorepinephrine
* Indanidine
* Isometheptene
* L-DOPA (levodopa)
* L-Phenylalanine
* L-Tyrosine
* Melevodopa
* Metaraminol
* Methoxamine
* Methyldopa
* Midodrine
* Naphazoline
* Norepinephrine
* Octopamine (drug)
* Oxymetazoline
* Phenylephrine
* Phenylpropanolamine
* Pseudoephedrine
* Synephrine
* Tetryzoline
* Tiamenidine
* XP21279
* Xylometazoline

* Antagonists: Abanoquil
* Adimolol
* Ajmalicine
* Alfuzosin
* Amosulalol
* Anisodamine
* Arotinolol
* Atiprosin
* Atypical antipsychotics (e.g., brexpiprazole, clozapine,Chemistry:Olanzapine

α2|

* Agonists: (R)-3-Nitrobiphenyline
* 4-NEMD
* 6-FNE
* Amitraz
* Apraclonidine
* Brimonidine
* Cannabivarin
* Clonidine
* Corbadrine
* Detomidine
* Dexmedetomidine
* Dihydroergotamine
* Dipivefrine
* Dopamine
* Droxidopa (L-DOPS)
* Etilevodopa
* Ephedrine
* Ergotamine
* Epinephrine
* Etilefrine
* Ethylnorepinephrine
* Guanabenz
* Guanfacine
* Guanoxabenz
* L-DOPA (levodopa)
* L-Phenylalanine
* L-Tyrosine
* Lofexidine
* Medetomidine
* Melevodopa
* Methyldopa
* Mivazerol
* Naphazoline
* Norepinephrine
* Oxymetazoline
* Phenylpropanolamine
* Piperoxan
* Pseudoephedrine
* Rezatomidine
* Rilmenidine
* Romifidine
* Talipexole
* Tasipimidine
* Tetrahydrozoline
* Tiamenidine
* Tizanidine
* Tolonidine
* Urapidil
* Vatinoxan
* XP21279
* Xylazine
* Xylometazoline

* Antagonists: 1-PP
* Adimolol
* Amesergide
* Aptazapine
* Atipamezole
* Atypical antipsychotics (e.g., asenapine, Chemistry:Brexpiprazole

* Agonists: Abediterol
* Alifedrine
* Amibegron
* Arbutamine
* Arformoterol
* Arotinolol
* BAAM
* Bambuterol
* Befunolol
* Bitolterol
* Broxaterol
* Buphenine
* Carbuterol
* Carmoterol
* Cimaterol
* Clenbuterol
* Colterol
* Corbadrine
* Denopamine
* Dipivefrine
* Dobutamine
* Dopamine
* Dopexamine
* Droxidopa (L-DOPS)
* Ephedrine
* Epinephrine
* Etafedrine
* Etilefrine
* Etilevodopa
* Ethylnorepinephrine
* Fenoterol
* Formoterol
* Hexoprenaline
* Higenamine
* Indacaterol
* Isoetarine
* Isoprenaline
* Isoxsuprine
* L-DOPA (levodopa)
* L-Phenylalanine
* L-Tyrosine
* Levosalbutamol
* Mabuterol
* Melevodopa
* Methoxyphenamine
* Methyldopa
* Mirabegron
* Norepinephrine
* Orciprenaline
* Oxyfedrine
* PF-610355
* Phenylpropanolamine
* Pirbuterol
* Prenalterol
* Ractopamine
* Procaterol
* Pseudoephedrine
* Reproterol
* Rimiterol
* Ritodrine
* Salbutamol
* Salmeterol
* Solabegron
* Terbutaline
* Tretoquinol
* Tulobuterol
* Vilanterol
* Xamoterol
* XP21279
* Zilpaterol
* Zinterol

* Antagonists: Acebutolol
* Adaprolol
* Adimolol
* Afurolol
* Alprenolol
* Alprenoxime
* Amosulalol
* Ancarolol
* Arnolol
* Arotinolol
* Atenolol
* Befunolol
* Betaxolol
* Bevantolol
* Bisoprolol
* Bopindolol
* Bornaprolol
* Brefonalol
* Bucindolol
* Bucumolol
* Bufetolol
* Bufuralol
* Bunitrolol
* Bunolol
* Bupranolol
* Butaxamine
* Butidrine
* Butofilolol
* Capsinolol
* Carazolol
* Carpindolol
* Carteolol
* Carvedilol
* Celiprolol
* Cetamolol
* Cicloprolol
* Cinamolol
* Cloranolol
* Cyanopindolol
* Dalbraminol
* Dexpropranolol
* Diacetolol
* Dichloroisoprenaline
* Dihydroalprenolol
* Dilevalol
* Diprafenone
* Draquinolol
* Ecastolol
* Epanolol
* Ericolol
* Ersentilide
* Esatenolol
* Esprolol
* Eugenodilol
* Exaprolol
* Falintolol
* Flestolol
* Flusoxolol
* Hydroxycarteolol
* Hydroxytertatolol
* ICI-118,551
* Idropranolol
* Indenolol
* Indopanolol
* Iodocyanopindolol
* Iprocrolol
* Isoxaprolol
* Isamoltane
* Labetalol
* Landiolol
* Levobetaxolol
* Levobunolol
* Levomoprolol
* Medroxalol
* Mepindolol
* Metipranolol
* Metoprolol
* Moprolol
* Nadolol
* Nadoxolol
* Nebivolol
* Nifenalol
* Nipradilol
* Oxprenolol
* Pacrinolol
* Pafenolol
* Pamatolol
* Pargolol
* Penbutolol
* Pindolol
* Practolol
* Primidolol
* Procinolol
* Pronethalol
* Propafenone
* Propranolol
* Ridazolol
* Ronactolol
* Soquinolol
* Sotalol
* Spirendolol
* SR 59230A
* Sulfinalol
* Talinolol
* Tazolol
* Tertatolol
* Tienoxolol
* Tilisolol
* Timolol
* Tiprenolol
* Tolamolol
* Toliprolol
* Xibenolol
* Xipranolol

0.00

(0 votes)

Original source: https://en.wikipedia.org/wiki/Norepinephrine (medication). Read more

|

Retrieved from "https://handwiki.org/wiki/index.php?title=Medicine:Norepinephrine_(medication)&oldid=3153084"
*[US]: United States
*[AU]: Australia
*[CA]: Canada
*[UK]: United Kingdom
*[CID]: Compound ID
*[v]: View this template
*[t]: Discuss this template
*[e]: Edit this template