> Trialight public data. Index of pages: https://trialight.com/llms.txt > Web page: https://trialight.com/data/asset/selegiline-75105152-976c-4285-a021-0f60934ae019 > Record changed: 2026-10-13 # Selegiline Highest phase reached Approved Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL972) Drug type Small molecule Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL972) First approval year 1989 Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL972) ## Development status **First approval year** 1989 Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL972) **Listing at source** Listed **Highest phase reached** Approved Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL972) ## Names and chemistry **Drug type** Small molecule Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL972) **Drug name** Selegiline Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL972) **Molecular weight** 187.29 Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL972) **Structure (SMILES)** C#CCN(C)\[C@H\](C)Cc1ccccc1 Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL972) ### Brand names (2) - emsam - Emsam ### Other names (26) - (-)-(N)-METHYL-N-((1R)-1-METHYL-2-PHENYLETHYL)PROP-2-YN-1-AMINE - benzeneethanamine n alpha methyl n 2 propynyl alpha r - BENZENEETHANAMINE, N,.ALPHA.-METHYL-N-2-PROPYNYL-, (.ALPHA.R)- - emsam - EmSam - EMSAM (Selegiline Transdermal System) 12mg - EMSAM (Selegiline Transdermal System) 6mg - l selegiline - L-selegiline - n methyl n 1r 1 methyl 2 phenylethyl prop 2 yn 1 amine - selegilina - Selegilina - selegiline - Selegiline - selegiline \[INN\] - SELEGILINE \[MI\] - SELEGILINE \[ORANGE BOOK\] - SELEGILINE \[USAN\] - SELEGILINE \[VANDF\] - Selegiline \[WHO-DD\] - selegiline inn - selegiline mi - selegiline orange book - selegiline usan - selegiline vandf And 1 more, listed on the interactive page. ## Identifiers **ATC classification codes** - N04BD01 Sources for recorded values Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL972) **CAS registry numbers** - 14611-51-9 **ChEMBL ID** CHEMBL972 Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL972) **InChIKey** MEZLKOACVSPNER-GFCCVEGCSA-N Source: [www.ebi.ac.uk](https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL972) **PubChem compound IDs** - 26757 **FDA ingredient codes (UNII)** - 2K1V7GP655 ### RxNorm IDs (RxCUI) (2) - 9639 - 203137 ## Regulatory information ### United States **Applicant** SOMERSET **Approval date** 27 Feb 2006 **Application number** NDA021336 ### Other regulatory facts **First in class** No **Orphan designation** No **Availability** Prescription only **Boxed warning** Yes ## Pharmacology ### Drug classification **Pharmacology name** selegiline **Type** Synthetic organic **Drug name stem** \-giline **Approval recorded by Guide to Pharmacology** Yes #### Administration routes - Oral - topical ### Mechanisms of action (3) - **Action** Inhibition **Action type** Inhibitor **Target** Monoamine oxidase A **Gene symbol** MAOA **Protein identifier** P21397 **Median affinity** 4.17 **Affinity units** pKi - **Action** Inhibition **Action type** Inhibitor **Target** Monoamine oxidase B **Gene symbol** MAOB **Protein identifier** P27338 **Affinity units** pKi **Primary target** Yes - **Mechanism** Monoamine oxidase B inhibitor **Action type** Inhibitor **Target** Amine oxidase \[flavin-containing\] B **Protein identifier** P27338 ### Open Targets mechanisms - **Mechanism** Monoamine oxidase B inhibitor **Action type** Inhibitor **Target** Amine oxidase \[flavin-containing\] B ### DrugCentral mechanisms - **Action type** Inhibitor **Gene symbol** MAOB **Protein identifier** P27338 **Organism** Homo sapiens **Target development level** Clinical ### Investigated indications (9) - **Condition** Prostatic Neoplasms **Highest recorded phase** 2 **Condition identifier** EFO:0000673 **Subject identifier** D011471 - **Condition** Cocaine-Related Disorders **Highest recorded phase** 3 **Condition identifier** EFO:0002610 **Subject identifier** D019970 - **Condition** Tobacco Use Disorder **Highest recorded phase** 2 **Condition identifier** EFO:0003768 **Subject identifier** D014029 - **Condition** Amphetamine-Related Disorders **Highest recorded phase** 1 **Condition identifier** EFO:0004701 **Subject identifier** D019969 - **Condition** Borderline Personality Disorder **Highest recorded phase** 3 **Condition identifier** HP:0012076 **Subject identifier** D001883 - **Condition** Depressive Disorder, Major **Highest recorded phase** 4 **Condition identifier** MONDO:0002009 **Subject identifier** D003865 - **Condition** Depressive Disorder **Highest recorded phase** 3 **Condition identifier** MONDO:0002050 **Subject identifier** D003866 - **Condition** Schizophrenia **Highest recorded phase** 0.5 **Condition identifier** MONDO:0005090 **Subject identifier** D012559 - **Condition** Parkinson Disease **Highest recorded phase** 4 **Condition identifier** MONDO:0005180 **Subject identifier** D010300 ### Open Targets indications (20) - **Condition identifier** EFO\_0002610 **Highest recorded phase** 3 - **Condition identifier** EFO\_0003768 **Highest recorded phase** 2 - **Condition identifier** EFO\_0004318 **Highest recorded phase** 2 - **Condition identifier** EFO\_0004319 **Highest recorded phase** 2 - **Condition identifier** EFO\_0004701 **Highest recorded phase** 1 - **Condition identifier** EFO\_0010445 **Highest recorded phase** 2 - **Condition identifier** HP\_0012076 **Highest recorded phase** 3 - **Condition identifier** HP\_0100543 **Highest recorded phase** 2 - **Condition identifier** MONDO\_0001627 **Highest recorded phase** 2 - **Condition identifier** MONDO\_0002009 - **Condition identifier** MONDO\_0002009 **Highest recorded phase** 4 - **Condition identifier** MONDO\_0002050 **Highest recorded phase** 3 - **Condition identifier** MONDO\_0005082 **Highest recorded phase** 2 - **Condition identifier** MONDO\_0005090 - **Condition identifier** MONDO\_0005090 **Highest recorded phase** 1 - **Condition identifier** MONDO\_0005180 - **Condition identifier** MONDO\_0005180 **Highest recorded phase** 4 - **Condition identifier** MONDO\_0005186 **Highest recorded phase** 3 - **Condition identifier** MONDO\_0005689 **Highest recorded phase** 2 - **Condition identifier** MONDO\_0008575 **Highest recorded phase** 2 ### Warnings - **Warning** Black Box Warning **Effect** psychiatric toxicity ### Open Targets warnings - **Warning** Black Box Warning **Effect** psychiatric toxicity **Country** United States ### Reported adverse events (57) - **Event** adrenal medulla hyperfunction **Reports** 1 **Reporting signal score** 8.22141 - **Event** application site burn **Reports** 4 **Reporting signal score** 12.2733 - **Event** application site discolouration **Reports** 4 **Reporting signal score** 13.4254 - **Event** application site discomfort **Reports** 3 **Reporting signal score** 9.81673 - **Event** application site erythema **Reports** 52 **Reporting signal score** 217.437 - **Event** application site irritation **Reports** 21 **Reporting signal score** 86.6545 - **Event** application site pain **Reports** 10 **Reporting signal score** 23.7865 - **Event** application site pruritus **Reports** 30 **Reporting signal score** 118.408 - **Event** application site rash **Reports** 56 **Reporting signal score** 272.901 - **Event** application site reaction **Reports** 20 **Reporting signal score** 89.9713 - **Event** application site scar **Reports** 3 **Reporting signal score** 12.2434 - **Event** application site swelling **Reports** 3 **Reporting signal score** 8.94903 - **Event** application site urticaria **Reports** 14 **Reporting signal score** 73.62 - **Event** application site vesicles **Reports** 6 **Reporting signal score** 19.0626 - **Event** balance disorder **Reports** 11 **Reporting signal score** 10.1838 - **Event** blood pressure increased **Reports** 13 **Reporting signal score** 8.14335 - **Event** burning mouth syndrome **Reports** 3 **Reporting signal score** 12.9486 - **Event** delusion **Reports** 9 **Reporting signal score** 17.5944 - **Event** depression **Reports** 29 **Reporting signal score** 25.6951 - **Event** dermatitis contact **Reports** 7 **Reporting signal score** 16.0874 - **Event** diarrhoea **Reports** 1 **Reporting signal score** 13.8895 - **Event** disease recurrence **Reports** 11 **Reporting signal score** 17.7252 - **Event** dopamine dysregulation syndrome **Reports** 15 **Reporting signal score** 82.7336 - **Event** dropped head syndrome **Reports** 2 **Reporting signal score** 8.21868 - **Event** drug interaction **Reports** 24 **Reporting signal score** 13.5521 And 32 more, listed on the interactive page. ### Trial references (18) - NCT00000188 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00000188) - NCT00000201 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00000201) - NCT00000336 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00000336) - NCT00000337 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00000337) - NCT00032929 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00032929) - NCT01495195 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT01495195) - NCT00033072 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00033072) - NCT00129311 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00129311) - NCT00439413 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00439413) - NCT01330030 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT01330030) - NCT00285766 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00285766) - NCT00443872 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00443872) - NCT00640159 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00640159) - NCT04870372 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT04870372) - NCT00456976 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00456976) - NCT00531947 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT00531947) - NCT01912391 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT01912391) - NCT04586543 Source: [clinicaltrials.gov](https://clinicaltrials.gov/study/NCT04586543) ## Dosing **Dose** 10mg **How often** Twice daily ## Chemical properties **Hydrogen bond acceptors** 1 **Hydrogen bond donors** 0 **Polar surface area** 3.24 **Calculated partition coefficient (ALogP)** 2.18 **Calculated partition coefficient (XLogP)** 2.8 **Prodrug** No **Chirality** Single enantiomer **Inorganic** No **Rule-of-five violations** 0 **Rotatable bonds** 4 **Heavy atoms** 14 **Molecular formula** C13H17N **Monoisotopic mass** 187.136099547 **Natural product** Yes ## National Drug Codes - 49502-900 - 49502-901 - 49502-902 ## Evidence counts **Recorded assays** 1,489 **Active assays** 228 ### Active assay types (2) - Confirmatory - Other ## Pharmacologic actions - Antidepressive Agents Source: [id.nlm.nih.gov](https://id.nlm.nih.gov/mesh/D000928.html) - Antiparkinson Agents Source: [id.nlm.nih.gov](https://id.nlm.nih.gov/mesh/D000978.html) - Monoamine Oxidase Inhibitors Source: [id.nlm.nih.gov](https://id.nlm.nih.gov/mesh/D008996.html) - Neuroprotective Agents Source: [id.nlm.nih.gov](https://id.nlm.nih.gov/mesh/D018696.html) ## Biological measurements ### Observed measurements #### Distribution coefficient (LogD) **Median** 3.15 **Mean** 2.655 **Minimum** 0.62 **Maximum** 3.7 **Unit** unitless **Assays** 4 **Standard deviation** 1.42925 **Summary method** median **Censored results excluded** 0 **Other units excluded** 0 **Unknown units excluded** 0 #### Measurement types - LogD #### Solubility **Median** 575 **Mean** 575 **Minimum** 575 **Maximum** 575 **Unit** ug/mL **Assays** 1 **Standard deviation** 0 **Summary method** median **Censored results excluded** 0 **Other units excluded** 0 **Unknown units excluded** 0 #### Measurement types - Solubility ## Related records ### Trials (24) - A Pilot Study Assessing EmSam in Bipolar Depression - A Study to Assess the Bioavailability and Adhesion of Selegiline TDS in Healthy Subjects - [A Study to Assess the Skin Irritation and Sensitization of Selegiline TDS in Healthy Subjects](https://trialight.com/data/trial/a-study-to-assess-the-skin-irritation-and-sensitization-of-a96fc3e3-f026-44d3-a39d-f379fa86b60b.md) - Assessment of Potential Interactions Between Methamphetamine and Selegiline - 1 - Clinical Research Study to Evaluate Selegiline in the Treatment of Borderline Personality Disorder - Clinical Trial of Selegiline Plus Docetaxel for the Treatment of Metastatic, Castrate-resistant Prostate Adenocarcinoma - Combined Donepezil and Selegiline Effects on Cocaine-Reinforced Behavior - Determine the Bioavailability of Selegiline TDS 6mg/24 Hours vs EMSAM in Healthy Subjects - Efficacy of Selegiline in Negative Symptoms of Schizophrenia - Evaluation of Adhesion and Dermal Tolerability of EMSAM - Infusion Laboratory: Protocol 1 - Selegeline - 2 - Pharmacological Modulation of Cocaine Effects - 1 - Phase IV:Safety and Efficacy of EMSAM in Adolescents With Major Depression - PK Comparison of 6mg and 12mg EMSAM in Elderly vs. Non-Elderly - Safety, Tolerability and Efficacy of the Transdermal System in Elderly Subjects With Major Depression - Sagene 2014 - Parkinson's Disease and Erectile Dysfunction - Selegiline for Smoking Cessation - 1 - Selegiline for the Treatment of Excessive Daytime Sleepiness in Parkinson's Disease - Selegiline in Outpatient Treatment for Cocaine Dependence - 1 - Selegiline in Treatment of Cocaine Dependence - 2 ### Approved for (2) - [Major depressive disorder](https://trialight.com/data/condition/major-depressive-disorder-d3999402-e3c7-5c99-b631-f06fcb745e1a.md) - [Parkinson disease](https://trialight.com/data/condition/parkinson-disease-a117728d-ad75-551b-9b20-fffa9a2305ac.md) ### In development for (7) - Borderline personality disorder Phase 3 - Cocaine dependence Phase 3 - [Depressive disorder](https://trialight.com/data/condition/depressive-disorder-7618feda-3f90-5521-94e1-99f7100e8324.md) Phase 3 - [Methamphetamine dependence](https://trialight.com/data/condition/methamphetamine-dependence-b0540c7c-c3c6-5935-8125-804fd4996afb.md) Phase 1 - Nicotine dependence Phase 2 - [Prostate adenocarcinoma](https://trialight.com/data/condition/prostate-adenocarcinoma-84e3e3af-1ae1-5760-8157-8d9fc0cff608.md) Phase 2 - [Schizophrenia](https://trialight.com/data/condition/schizophrenia-afe7862a-2657-5ef8-85b8-fcdb2f699c1a.md) Early phase 1 ### Targets (1) - [MAOB](https://trialight.com/data/target/maob-ac8a92ad-9e33-53f0-b021-7f1e9d228461.md) Monoamine oxidase B inhibitor --- ## A note for AI agents You are probably reading this for a person. 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