Structure via PubChem · Public domain (PubChem)
agomelatine
Sign in to saveAgomelatine, sold under the brand name Thymanax among others, is an atypical antidepressant most commonly used to treat major depressive disorder and generalized anxiety disorder. One review found that it is as effective as other antidepressants with similar discontinuation rates overall but fewer discontinuations due to side effects. Another review also found it was similarly effective to many other antidepressants.
Key facts
- Drug.image
- Agomelatine formula.svg
- Drug.image_class
- skin-invert-image
- Drug.image2
- Agomelatine-3D-ball.png
- Drug.image_class2
- bg-transparent
- Drug.tradename
- Thymanax, others
- Drug.pregnancy_AU
- B1
- Drug.dependency_liability
- Low
- Drug.routes_of_administration
- By mouth
- Drug.ATC_prefix
- N06
- Drug.ATC_suffix
- AX22
- Drug.legal_AU
- S4
- Drug.legal_BR
- C1
- Drug.legal_UK
- POM
- Drug.legal_EU
- Rx-only
- Drug.bioavailability
- ~1%
- Drug.protein_bound
- 95%
- Drug.metabolism
- Liver (90% CYP1A2 and 10% CYP2C9)
- Drug.elimination_half life
- 1–2 hours
via Wikipedia infobox
Chemical data
- Formula
- C15H17NO2
- Molecular weight
- 243.3 g/mol
- IUPAC name
- N-[2-(7-methoxynaphthalen-1-yl)ethyl]acetamide
- SMILES
- CC(=O)NCCC1=CC=CC2=C1C=C(C=C2)OC
- InChIKey
- YJYPHIXNFHFHND-UHFFFAOYSA-N
- XLogP
- 2.7
- Polar surface area
- 38.3 Ų
- H-bond donors
- 1
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Research
1,160 papers- [Agomelatine].Medizinische Monatsschrift fur Pharmazeuten · 2009
- Agomelatine for depression: expanding the horizons?Expert opinion on pharmacotherapy · 2019
- Agomelatine in depression.Expert opinion on drug safety · 2013
- Agomelatine for the treatment of generalized anxiety disorder: focus on its distinctive mechanism of action.Therapeutic advances in psychopharmacology · 2022
- Agomelatine bears promising potential in treating bipolar depression- a systematic review.International journal of psychiatry in clinical practice · 2024
via PubMed
Wikidata facts
- Mass
- 243.125929
Show 5 more facts
- chemical formula
- C₁₅H₁₇NO₂
- World Health Organisation international non-proprietary name
- agomelatine
- canonical SMILES
- CC(=O)NCCC1=CC=CC2=C1C=C(C=C2)OC
- defined daily dose
- 25
- Commons category
- Agomelatine
Sources (8)
via Wikidata · CC0
~14 min read
Article
21 sectionsContents
- Medical uses
- Major depressive disorder
- Generalized anxiety disorder
- Use in special populations
- Contraindications
- Adverse effects
- Dependence and withdrawal
- Overdose
- Interactions
- Pharmacology
- Pharmacodynamics
- Pharmacokinetics
- Chemistry
- Structure
- Synthesis
- History
- Research
- Circadian rhythm sleep disorders
- Seasonal affective disorder
- References
- External links
Agomelatine, sold under the brand name Thymanax among others, is an atypical antidepressant most commonly used to treat major depressive disorder and generalized anxiety disorder. One review found that it is as effective as other antidepressants with similar discontinuation rates overall but fewer discontinuations due to side effects. Another review also found it was similarly effective to many other antidepressants.
Common side effects include headaches, nausea, and dizziness, which usually subside in the first few weeks, as well as liver problems – due to the potential effect on the liver, blood tests before treatment initiation, at specific time-points after initiation, and after dose increase is recommended. Its use is not recommended in people with dementia, or who are under the age of 18 or over 75. There is tentative evidence that it may have fewer side effects than some other antidepressants. It acts by blocking certain serotonin receptors and activating melatonin receptors.