D-Phenylalanine - Misplaced Pages

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D-Phenylalanine
Clinical data

Trade names	Deprenon, Sabiben, Sabiden
Other names	D-(+)-Phenylalanine; (R)-(+)-Phenylalanine; (R)-Phenylalanine; D-β-Phenylalanine; DPA; D-Phe
Routes of administration	By mouth
Drug class	Antidepressants; Enkephalinase inhibitors
Identifiers
IUPAC name (2R)-2-amino-3-phenylpropanoic acid
CAS Number	673-06-3
PubChem CID	71567
DrugBank	DB02556
ChemSpider	64639
UNII	032K16VRCU
KEGG	C02265
ChEBI	CHEBI:16998
ChEMBL	ChEMBL379630
CompTox Dashboard (EPA)	DTXSID4025876
ECHA InfoCard	100.010.549
Chemical and physical data
Formula	C₉H₁₁NO₂
Molar mass	165.192 g·mol
3D model (JSmol)	Interactive image
SMILES C1=CC=C(C=C1)C(C(=O)O)N
InChI 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 names Deprenon, Sabiben, and Sabiden, is an enantiomer of phenylalanine which is described as an antidepressant and is marketed as a prescription drug for medical use in Argentina. The medication has been marketed since at least the 1970s and continued to be available by the 2000s.

D-Phenylalanine has been found to act as an enkephalinase inhibitor, an inhibitor of enkephalinase enzymes that break down endogenous opioid peptides called enkephalins. It has been found to produce anti-inflammatory, analgesic, and anti-craving effects in animal studies.

References

^ Schweizerischer Apotheker-Verein (2000). Index Nominum 2000: International Drug Directory. Medpharm Scientific Publishers. p. 825. ISBN 978-3-88763-075-1. Retrieved 23 July 2024.
Negwer, M. (1994). Organic-chemical Drugs and Their Synonyms: (an International Survey). Akademie Verlag. p. 323. ISBN 978-3-05-500156-7. Retrieved 23 July 2024. D-Phenylalanine (●) D-α-Amino-β-phenylpropionic acid = (R)-α-Aminobenzenepropanoic acid S Deprenon "Promeco", D-Phenylalanine, Sabiden U Antidepressant
Unlisted Drugs. Unlisted Drugs Committee of the Pharmaceutical Section, Science-Technology Group, Special Libraries Association. 1979. Retrieved 23 July 2024.
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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.