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D-Phenylalanine

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
D-Phenylalanine
Clinical data
Trade namesDeprenon, Sabiben, Sabiden
Other namesD-(+)-Phenylalanine; (R)-(+)-Phenylalanine; (R)-Phenylalanine;D-β-Phenylalanine; DPA;D-Phe
Routes of
administration
By mouth
Drug classAntidepressants;Enkephalinase inhibitors
Identifiers
  • (2R)-2-amino-3-phenylpropanoic acid
CAS Number
PubChemCID
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard(EPA)
ECHA InfoCard100.010.549Edit this at Wikidata
Chemical and physical data
FormulaC9H11NO2
Molar mass165.192 g·mol−1
3D model (JSmol)
  • C1=CC=C(C=C1)C[C@H](C(=O)O)N
  • InChI=1S/C9H11NO2/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5,8H,6,10H2,(H,11,12)/t8-/m1/s1
  • Key:COLNVLDHVKWLRT-MRVPVSSYSA-N

D-Phenylalanine (DPA,D-Phe), sold under the brand namesDeprenon,Sabiben, andSabiden, is anenantiomer ofphenylalanine which is described as anantidepressant and is marketed as aprescription drug for medical use inArgentina.[1][2] The medication has been marketed since at least the 1970s[3] and continued to be available by the 2000s.[1]

D-Phenylalanine has been found to act as anenkephalinase inhibitor, aninhibitor ofenkephalinaseenzymes that break downendogenousopioid peptides calledenkephalins.[4][5] It has been found to produceanti-inflammatory,analgesic, andanti-craving effects inanimal studies.[4][6][7][8]

See also

[edit]

References

[edit]
  1. ^abSchweizerischer Apotheker-Verein (2000).Index Nominum 2000: International Drug Directory. Medpharm Scientific Publishers. p. 825.ISBN 978-3-88763-075-1. Retrieved23 July 2024.
  2. ^Negwer, M. (1994).Organic-chemical Drugs and Their Synonyms: (an International Survey). Akademie Verlag. p. 323.ISBN 978-3-05-500156-7. Retrieved23 July 2024.D-Phenylalanine (●)D-α-Amino-β-phenylpropionic acid = (R)-α-Aminobenzenepropanoic acid S Deprenon "Promeco",D-Phenylalanine, Sabiden U Antidepressant
  3. ^Unlisted Drugs. Unlisted Drugs Committee of the Pharmaceutical Section, Science-Technology Group, Special Libraries Association. 1979. Retrieved23 July 2024.
  4. ^abMillinger GS (April 1986). "Neutral amino acid therapy for the management of chronic pain".Cranio.4 (2):157–163.doi:10.1080/08869634.1986.11678141.PMID 3519793.
  5. ^Thanawala V, Kadam VJ, Ghosh R (October 2008). "Enkephalinase inhibitors: potential agents for the management of pain".Curr Drug Targets.9 (10):887–894.doi:10.2174/138945008785909356.PMID 18855623.
  6. ^Trachtenberg MC, Blum K (1987). "Alcohol and opioid peptides: neuropharmacological rationale for physical craving of alcohol".Am J Drug Alcohol Abuse.13 (3):365–372.doi:10.3109/00952998709001520.PMID 2825513.
  7. ^Blum K, Baron D, McLaughlin T, Gold MS (April 2020). "Molecular neurological correlates of endorphinergic/dopaminergic mechanisms in reward circuitry linked to endorphinergic deficiency syndrome (EDS)".J Neurol Sci.411 116733.doi:10.1016/j.jns.2020.116733.PMID 32088516.
  8. ^Blum K, Febo M, Badgaiyan RD, Braverman ER, Dushaj K, Li M, Demetrovics Z (2016). "Neuronutrient Amino-Acid Therapy Protects Against Reward Deficiency Syndrome: Dopaminergic Key to Homeostasis and Neuroplasticity".Curr Pharm Des.22 (38):5837–5854.doi:10.2174/1381612822666160719111346.PMID 27510492.


μ-opioid
(MOR)
Agonists
(abridged;
full list)
Antagonists
δ-opioid
(DOR)
Agonists
Antagonists
κ-opioid
(KOR)
Agonists
Antagonists
Nociceptin
(NOP)
Agonists
Antagonists
Others


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