File:Mirtazapine_enantiomers_labelled.svg · Wikimedia Commons · See Wikimedia Commons
mirtazapine
Sign in to saveAlso known as ORG-3770, Remeron®, 1,2,3,4,10,14b-Hexahydro-2-methylpyrazino(2,1-a)pyrido(2,3-c)benzazepine, 6-Azamianserin, Mirtazapinum, Mepirzapine, Mirtazapina
Mirtazapine, sold under the brand name Remeron among others, is an atypical tetracyclic antidepressant, and as such is used primarily to treat depression. Its effects may take up to four weeks but can also manifest as early as one to two weeks. It is often used in cases of depression complicated by anxiety or insomnia. The effectiveness of mirtazapine is comparable to other commonly prescribed antidepressants. It is taken by mouth.
OverviewAI-generated
Mirtazapine is a chemical compound with the formula C₁₇H₁₉N₃. Its IUPAC name is 5-methyl-2,5,19-triazatetracyclo[13.4.0.02,7.08,13]nonadeca-1(15),8,10,12,16,18-hexaene. The substance has a mass of 265.158 and a weight of 265.35. It possesses a defined daily dose of 30.
Chemical properties include an xlogp of 3.3 and a topological polar surface area of 19.4. The molecule contains no hydrogen bond donors and three hydrogen bond acceptors, with a charge of 0. In the PubChem database, it is associated with the identifier 4205.
Mirtazapine is the subject of 3,156 entries in PubMed literature. Additionally, the compound is referenced by 3,545 other encyclopedia articles.
Synthesized by Vinony from 18 facts across 4 sources: Wikidata, PubMed, PubChem, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.
In the Vinony graph
Vinony's link graph records 3,545 inbound references to mirtazapine, and connects out to propranolol, adrenergic receptor and serotonin–norepinephrine reuptake inhibitor.
It sits within the topics Alpha-2 blockers, Antiemetics and Anxiolytics.
Vinony links it to 37 Wikipedia language editions.
Key facts
- Drug.ATC_prefix
- N06
- Drug.ATC_suffix
- AX11
- Drug.legal_AU
- S4
- Drug.legal_BR
- C1
- Drug.Verifiedfields
- verified
- Drug.Watchedfields
- verified
- Drug.verifiedrevid
- 408610027
- Drug.image
- Mirtazapine enantiomers labelled.svg
- Drug.image_class
- skin-invert-image
- Drug.width
- 250px
- Drug.image2
- Mirtazapine enantiomers ball-and-stick models from xtal 2011.png
- Drug.image_class2
- bg-transparent
- Drug.width2
- 250px
- Drug.tradename
- Remeron, others
- Drug.MedlinePlus
- a697009
- Drug.DailyMedID
- Mirtazapine
- Drug.pregnancy_AU
- B3
- Drug.routes_of_administration
- By mouth, topical
via Wikipedia infobox
Chemical data
- Formula
- C17H19N3
- Molecular weight
- 265.35 g/mol
- IUPAC name
- 5-methyl-2,5,19-triazatetracyclo[13.4.0.02,7.08,13]nonadeca-1(15),8,10,12,16,18-hexaene
- SMILES
- CN1CCN2C(C1)C3=CC=CC=C3CC4=C2N=CC=C4
- InChIKey
- RONZAEMNMFQXRA-UHFFFAOYSA-N
- XLogP
- 3.3
- Polar surface area
- 19.4 Ų
- H-bond donors
- 0
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1996
- Admin. routes
- oral
- Indications
- autism spectrum disorder, cocaine dependence, heroin dependence, fibromyalgia
via ChEMBL · EBI
Research
3,156 papers- Mirtazapine.Profiles of drug substances, excipients, and related methodology · 2018
- Pharmacological update of mirtazapine: a narrative literature review.Naunyn-Schmiedeberg's archives of pharmacology · 2024
- A review of the pharmacological and clinical profile of mirtazapine.CNS drug reviews · 2001
- Mirtazapine for chronic insomnia in older adults: a randomised double-blind placebo-controlled trial-the MIRAGE study.Age and ageing · 2025
- Mirtazapine as Appetite Stimulant in Patients With Non-Small Cell Lung Cancer and Anorexia: A Randomized Clinical Trial.JAMA oncology · 2024
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 265.158
- Has use
- medication
Show 7 more facts
- Commons category
- Mirtazapine
- chemical formula
- C₁₇H₁₉N₃
- canonical SMILES
- CN1CCN2C(C1)C3=CC=CC=C3CC4=C2N=CC=C4
- subject has role
- H1 antagonist
- defined daily dose
- 30
- significant drug interaction
- clonidine
- legal status (medicine)
- boxed warning
via Wikidata · CC0
~21 min read
Encyclopedic overview
24 sectionsContents
- Medical uses
- Depression
- Other
- Adverse effects
- Withdrawal
- Overdose
- Interactions
- Pharmacology
- Pharmacodynamics
- α<sub>2</sub>-Adrenergic receptor
- 5-HT<sub>2</sub> receptor
- 5-HT<sub>3</sub> receptor
- H<sub>1</sub> receptor
- Pharmacokinetics
- Chemistry
- Synthesis
- History
- Society and culture
- Generic names
- Brand names
- Music
- Research
- Veterinary use
- References
Mirtazapine, sold under the brand name Remeron among others, is an atypical tetracyclic antidepressant, and as such is used primarily to treat depression. Its effects may take up to four weeks but can also manifest as early as one to two weeks. It is often used in cases of depression complicated by anxiety or insomnia. The effectiveness of mirtazapine is comparable to other commonly prescribed antidepressants. It is taken by mouth.
Common side effects include sleepiness, dizziness, increased appetite, and weight gain. Serious side effects may include mania, low white blood cell count, and increased suicide among children. Withdrawal symptoms may occur when stopping. It is not recommended together with a monoamine oxidase inhibitor, although evidence supporting the danger of this combination has been challenged. It is unclear if use during pregnancy is safe. How it works is not clear, but it may involve blocking certain adrenergic and serotonin receptors. Chemically, it is a tetracyclic antidepressant, and is closely related to mianserin. It also has strong antihistaminergic effects.
Excerpted from Wikipedia’s “mirtazapine” article, available under the CC BY-SA 4.0 licence.