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Dopamine (medication)

From Wikipedia, the free encyclopedia
Hormone used as a medication
This article is about the medication. For this substance as a natural biological molecule, seeDopamine.
For other uses, seeDopamine (disambiguation).

Pharmaceutical compound
Dopamine
Skeletal formula of dopamine
Ball-and-stick model of thezwitterionic form of dopamine found in thecrystal structure[1]
Clinical data
Trade namesIntropin, Dopastat, Revimine, others
Other names2-(3,4-Dihydroxyphenyl)ethylamine; 3,4-Dihydroxyphenethylamine; 3-hydroxytyramine; DA; Intropin; Revivan; Oxytyramine; Prolactin inhibiting factor; Prolactin inhibiting hormone
AHFS/Drugs.comMonograph
Routes of
administration
Intravenous
ATC code
Physiological data
SourcetissuesSubstantia nigra;ventral tegmental area; many others
Target tissuesSystem-wide
ReceptorsD1,D2,D3,D4,D5,TAAR1[2]
AgonistsDirect:apomorphine,bromocriptine
Indirect:cocaine,substituted amphetamine,cathinone,bupropion
AntagonistsNeuroleptics,metoclopramide,domperidone
MetabolismMAO,COMT,[2]ALDH,DBH,MAO-A,MAO-B,COMT
Legal status
Legal status
Pharmacokinetic data
MetabolismMAO,COMT,[2]ALDH,DBH,MAO-A,MAO-B,COMT
ExcretionKidney
Identifiers
  • 4-(2-Aminoethyl)benzene-1,2-diol
CAS Number
PubChemCID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
Chemical and physical data
FormulaC8H11NO2
Molar mass153.181 g·mol−1
3D model (JSmol)
Density1.26 g/cm3
Melting point128 °C (262 °F)
Boiling pointdecomposes
  • c1cc(c(cc1CCN)O)O
  • InChI=1S/C8H11NO2/c9-4-3-6-1-2-7(10)8(11)5-6/h1-2,5,10-11H,3-4,9H2 checkY
  • Key:VYFYYTLLBUKUHU-UHFFFAOYSA-N checkY
  (verify)

Dopamine, sold under the brand nameIntropin among others, is a medication most commonly used in the treatment ofvery low blood pressure, aslow heart rate that is causing symptoms, and, ifepinephrine is not available,cardiac arrest.[4] Innewborn babies it continues to be the preferred treatment for verylow blood pressure.[5] In childrenepinephrine ornorepinephrine is generally preferred while in adults norepinephrine is generally preferred for very low blood pressure.[6][7] It is givenintravenously orintraosseously as a continuous infusion.[4] Effects typically begin within five minutes.[4] Doses are then increased to effect.[4]

Commonside effects include worsening kidney function, anirregular heartbeat,chest pain,vomiting,headache, oranxiety.[4] If itenters into the soft tissue around the vein localtissue death may occur.[4] The medicationphentolamine can be given to try to decrease this risk.[4] It is unclear if dopamine is safe to use duringpregnancy orbreastfeeding.[4] At low doses dopamine mainly triggersdopamine receptors andβ1-adrenergic receptors while at high doses it works viaα-adrenergic receptors.[4]

Dopamine was first synthesized in a laboratory in 1910 byGeorge Barger and James Ewens in England.[8] It is on theWorld Health Organization's List of Essential Medicines.[9] Inhuman physiologydopamine is aneurotransmitter as well as ahormone.[10]

Medical uses

[edit]

Low blood pressure

[edit]

Innewborn babies it continues to be the preferred treatment for very low blood pressure.[5] In childrenepinephrine ornorepinephrine is generally preferred while in adults norepinephrine is generally preferred for very low blood pressure.[6][7]

In those withlow blood volume orseptic shock, this should be corrected withintravenous fluids before dopamine is considered.[4]

Kidney function

[edit]

Low-dosage dopamine has been routinely used for the treatment and prevention ofacute kidney injury. However, since 1999 a number of reviews have concluded that doses at such low levels are not effective and may sometimes be harmful.[11][12]

Administration

[edit]

Since thehalf-life of dopamine inplasma is short—approximately one minute in adults, two minutes in newborn babies and up to five minutes inpreterm babies—it is usually given as a continuousintravenous drip rather than a single injection.[13]

Other

[edit]

Afluorinated form ofL-DOPA known asfluorodopa is available for use inpositron emission tomography to assess the function of thenigrostriatal pathway.[14]

Contraindications

[edit]

Dopamine should generally not be given to people who have apheochromocytoma or uncorrectedvery fast heart rate.[4]

Side effects

[edit]

TheLD50, or dose which is expected to prove lethal in 50% of the population, has been found to be: 59 mg/kg (mouse; administeredintravenously); 950 mg/kg (mouse; administeredintraperitoneally); 163 mg/kg (rat; administered intraperitoneally); 79 mg/kg (dog; administered intravenously).[15]

Extravasation

[edit]

Ifextravasation occurs localtissue death may result.[4] The medicationphentolamine can be injected at the site to try to decrease the risk of tissue death.[4]

Mechanism of action

[edit]

Its effects, depending on dosage, include an increase in sodium excretion by the kidneys, an increase in urine output, an increase inheart rate, and an increase inblood pressure.[13] At low doses it acts through thesympathetic nervous system to increaseheart muscle contraction force and heart rate, thereby increasingcardiac output and blood pressure.[16] Higher doses also causevasoconstriction that further increases blood pressure.[16][17]

While some effects result from stimulation of dopamine receptors, the prominent cardiovascular effects result from dopamine acting atα1,β1, andβ2adrenergic receptors.[18][19]

Society and culture

[edit]

Legal status

[edit]

In March 2024, theCommittee for Medicinal Products for Human Use (CHMP) of theEuropean Medicines Agency (EMA) adopted a positive opinion, recommending the granting of a pediatric use marketing authorization (PUMA) for the medicinal product Neoatricon, intended for treatment of hypotension in neonates, infants and children under 18 years of age.[3][20] The applicant for this medicinal product is BrePco Biopharma Limited.[3]

References

[edit]
  1. ^Cruickshank L, Kennedy AR, Shankland N (2013). "Tautomeric and ionisation forms of dopamine and tyramine in the solid state".J. Mol. Struct.1051:132–136.Bibcode:2013JMoSt1051..132C.doi:10.1016/j.molstruc.2013.08.002.
  2. ^ab"Dopamine: Biological activity".IUPHAR/BPS guide to pharmacology. International Union of Basic and Clinical Pharmacology.Archived from the original on 5 February 2016. Retrieved29 January 2016.
  3. ^abc"Neoatricon EPAR".European Medicines Agency (EMA). 21 March 2024. Retrieved23 March 2024. Text was copied from this source which is copyright European Medicines Agency. Reproduction is authorized provided the source is acknowledged.
  4. ^abcdefghijklm"Dopamine Hydrochloride".drugs.com. American Society of Health-System Pharmacists. 29 June 2016.Archived from the original on 14 September 2016. Retrieved15 July 2016.
  5. ^abBhayat SI, Gowda HM, Eisenhut M (May 2016)."Should dopamine be the first line inotrope in the treatment of neonatal hypotension? Review of the evidence".World Journal of Clinical Pediatrics.5 (2):212–222.doi:10.5409/wjcp.v5.i2.212.PMC 4857235.PMID 27170932.
  6. ^abDe Backer D, Aldecoa C, Njimi H, Vincent JL (March 2012). "Dopamine versus norepinephrine in the treatment of septic shock: a meta-analysis*".Critical Care Medicine.40 (3):725–730.doi:10.1097/ccm.0b013e31823778ee.PMID 22036860.S2CID 24620964.
  7. ^abDellinger RP, Levy MM, Rhodes A, Annane D, Gerlach H, Opal SM, et al. (February 2013)."Surviving sepsis campaign: international guidelines for management of severe sepsis and septic shock: 2012".Critical Care Medicine.41 (2):580–637.doi:10.1097/CCM.0b013e31827e83af.PMID 23353941.S2CID 34855187.
  8. ^Fahn S (2008). "The history of dopamine and levodopa in the treatment of Parkinson's disease".Movement Disorders.23 (Suppl 3):S497–S508.doi:10.1002/mds.22028.PMID 18781671.S2CID 45572523.According to Hornykiewicz,6 dopamine was first synthesized by George Barger and James Ewens in 1910 at the Wellcome labs in London, England.
  9. ^World Health Organization (2019).World Health Organization model list of essential medicines: 21st list 2019. Geneva: World Health Organization.hdl:10665/325771. WHO/MVP/EMP/IAU/2019.06. License: CC BY-NC-SA 3.0 IGO.
  10. ^Millar T (2002).Biochemistry explained : a practical guide to learning biochemistry. London: Routledge. p. 40.ISBN 9780415299411.Archived from the original on 15 August 2016.
  11. ^Karthik S, Lisbon A (2006). "Low-dose dopamine in the intensive care unit".Seminars in Dialysis.19 (6):465–471.doi:10.1111/j.1525-139X.2006.00208.x.PMID 17150046.S2CID 22538344.
  12. ^Power DA, Duggan J, Brady HR (April 1999). "Renal-dose (low-dose) dopamine for the treatment of sepsis-related and other forms of acute renal failure: ineffective and probably dangerous".Clinical and Experimental Pharmacology & Physiology. Supplement.26:S23–S28.PMID 10386250.
  13. ^abBhatt-Mehta V, Nahata MC (1989). "Dopamine and dobutamine in pediatric therapy".Pharmacotherapy.9 (5):303–314.doi:10.1002/j.1875-9114.1989.tb04142.x.PMID 2682552.S2CID 25614283.
  14. ^Deng WP, Wong KA, Kirk KL (2002). "Convenient syntheses of 2-, 5- and 6-fluoro- and 2,6-difluoro-L-DOPA".Tetrahedron: Asymmetry.13 (11):1135–1140.doi:10.1016/S0957-4166(02)00321-X.
  15. ^Lewis RJ (2004).Sax's Dangerous Properties of Industrial Materials, 11th Ed. Hoboken, NJ.: Wiley & Sons. p. 1552.ISBN 978-0-471-47662-7.
  16. ^abBronwen JB, Knights KM (2009).Pharmacology for Health Professionals (2nd ed.). Elsevier Australia. p. 192.ISBN 978-0-7295-3929-6.
  17. ^De Backer D, Biston P, Devriendt J, Madl C, Chochrad D, Aldecoa C, et al. (March 2010)."Comparison of dopamine and norepinephrine in the treatment of shock".The New England Journal of Medicine.362 (9):779–789.doi:10.1056/NEJMoa0907118.PMID 20200382.S2CID 2208904.
  18. ^Moses S."Dopamine".Family Practice Notebook.Archived from the original on 1 February 2016. Retrieved1 February 2016.Dopamine binds to alpha-1 and beta-1 adrenergic receptors. Mediated through myocardial beta-1 adrenergic receptors, dopamine increase heart rate and force, thereby increasing cardiac output. Alpha-1 adrenergic receptor stimulation on vascular smooth muscle, leads to vasoconstriction and results in an increase in systemic vascular resistance
  19. ^Katritsis DG, Gersh BJ, Camm AJ (19 September 2013).Clinical Cardiology: Current Practice Guidelines. OUP Oxford. p. 314.ISBN 9780191508516.Archived from the original on 6 May 2016.Dopamine binds to beta-1, beta-2, alpha-1 and dopaminergic receptors.
  20. ^"Meeting highlights from the Committee for Medicinal Products for Human Use (CHMP) 18-21 March 2024".European Medicines Agency (Press release). 22 March 2024. Retrieved13 June 2024.
Cardiac stimulants excluding cardiac glycosides (C01C)
Adrenergic and
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Adrenergic agonists
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