Selegiline information

Selegiline
Clinical data
Pronunciation	/səˈlɛdʒɪliːn/ sə-LEJ-i-leen
Trade names	Eldepryl, Jumex, Zelapar, Emsam, others
Other names	L-Deprenyl; (R)-(–)-N,α-Dimethyl-N-2-propynylphenethylamine; (R)-(–)-N-Methyl-N-2-propynylamphetamine; (R)-(–)-N-2-propynylmethamphetamine
AHFS/Drugs.com	Monograph
MedlinePlus	a697046
License data	US FDA: Selegiline;
Pregnancy; category	AU: B2; ;
Routes of; administration	By mouth, transdermal (patch)
ATC code	N04BD01 (WHO) QN06AX90 (WHO);
Legal status
Legal status	AU: S4 (Prescription only); BR: Class C1 (Other controlled substances); CA: ℞-only; UK: POM (Prescription only); US: ℞-only;
Pharmacokinetic data
Bioavailability	10% (oral), 73% (patch)
Protein binding	94%
Metabolism	Intestines and liver
Metabolites	N-Desmethylselegiline, levoamphetamine, levomethamphetamine
Elimination half-life	1.5–3.5 hours (oral), 18–25 hours (transdermal)
Excretion	Urine
Identifiers
	IUPAC name (R)-N-methyl-N-(1-pheny lpropan-2-yl)prop-3-yn-1-amine;
CAS Number	14611-51-9 ; 14611-52-0 (HCl);
PubChem CID	26757;
IUPHAR/BPS	6639;
DrugBank	DB01037 ;
ChemSpider	24930 ;
UNII	2K1V7GP655;
KEGG	D03731 ;
ChEBI	CHEBI:9086 ;
ChEMBL	ChEMBL972 ;
CompTox Dashboard (EPA)	DTXSID6023575 ;
ECHA InfoCard	100.109.269
Chemical and physical data
Formula	C13H17N
Molar mass	187.286 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES C#CCN([C@@H](Cc1ccccc1)C)C;
	InChI InChI=1S/C13H17N/c1-4-10-14(3)12(2)11-13-8-6-5-7-9-13/h1,5-9,12H,10-11H2,2-3H3/t12-/m1/s1 ; Key:MEZLKOACVSPNER-GFCCVEGCSA-N ;
	(verify)

Selegiline, also known as L-deprenyl and sold under the brand names Eldepryl, Emsam, Selgin, among other names, is a medication which is used in the treatment of Parkinson's disease and major depressive disorder.^[1] It is provided in the form of a capsule or tablet taken by mouth or orally disintegrating tablets taken on the tongue for Parkinson's disease and as a patch applied to skin for depression.

Selegiline acts as a monoamine oxidase inhibitor, and increases levels of monoamine neurotransmitters in the brain. At typical clinical doses used for Parkinson's disease, selegiline is a selective and irreversible inhibitor of monoamine oxidase B (MAO-B), increasing levels of dopamine in the brain. In larger doses (more than 20 mg/day), it loses its specificity for MAO-B and also inhibits MAO-A, which increases serotonin and norepinephrine levels in the brain.

^ ^a ^b "Selegiline". Drugs.com. Retrieved February 7, 2016.
^ Anvisa (March 31, 2023). "RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 784 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published April 4, 2023). Archived from the original on August 3, 2023. Retrieved August 16, 2023.
^ "Résumé des Caractéristiques du Produit".
^ https://www.accessdata.fda.gov/drugsatfda_docs/label/2007/021336s002lbl.pdf ^{[bare URL PDF]}

[DrugNames-1] "Selegiline". Drugs.com. Retrieved February 7, 2016.

[2] Anvisa (March 31, 2023). "RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 784 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published April 4, 2023). Archived from the original on August 3, 2023. Retrieved August 16, 2023.

[3] "Résumé des Caractéristiques du Produit".

[4] ttps://www.accessdata.fda.gov/drugsatfda_docs/label/2007/021336s002lbl.pdf ^{[bare URL PDF]}

Selegiline information

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Clinical data


Pronunciation	/səˈlɛdʒɪliːn/ sə-LEJ-i-leen
Trade names	Eldepryl, Jumex, Zelapar, Emsam, others^[1]
Other names	L-Deprenyl; (R)-(–)-N,α-Dimethyl-N-2-propynylphenethylamine; (R)-(–)-N-Methyl-N-2-propynylamphetamine; (R)-(–)-N-2-propynylmethamphetamine
AHFS/Drugs.com	Monograph
MedlinePlus	a697046
License data	US FDA: Selegiline
Pregnancy category	AU: B2
Routes of administration	By mouth, transdermal (patch)
ATC code	N04BD01 (WHO) QN06AX90 (WHO)
Legal status
Legal status	AU: S4 (Prescription only) BR: Class C1 (Other controlled substances)^[2] CA: ℞-only UK: POM (Prescription only) US: ℞-only
Pharmacokinetic data
Bioavailability	10% (oral), 73% (patch)
Protein binding	94%
Metabolism	Intestines and liver
Metabolites	N-Desmethylselegiline, levoamphetamine, levomethamphetamine
Elimination half-life	1.5–3.5 hours (oral),^[3] 18–25 hours (transdermal)^[4]
Excretion	Urine
Identifiers
IUPAC name (R)-N-methyl-N-(1-pheny lpropan-2-yl)prop-3-yn-1-amine
CAS Number	14611-51-9^Y 14611-52-0 (HCl)
PubChem CID	26757
IUPHAR/BPS	6639
DrugBank	DB01037^Y
ChemSpider	24930^Y
UNII	2K1V7GP655
KEGG	D03731^Y
ChEBI	CHEBI:9086^Y
ChEMBL	ChEMBL972^Y
CompTox Dashboard (EPA)	DTXSID6023575
ECHA InfoCard	100.109.269
Chemical and physical data
Formula	C₁₃H₁₇N
Molar mass	187.286 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES C#CCN([C@@H](Cc1ccccc1)C)C
InChI InChI=1S/C13H17N/c1-4-10-14(3)12(2)11-13-8-6-5-7-9-13/h1,5-9,12H,10-11H2,2-3H3/t12-/m1/s1^Y Key:MEZLKOACVSPNER-GFCCVEGCSA-N^Y
(verify)