MIRTAZAPINE

Search structure
Trade Names:
Synonyms:
Status: Approved (1996)
Entry Type: Small molecule
Molecule Category: Parent
ATC: N06AX11
UNII: A051Q2099Q

Structure
InChI Key RONZAEMNMFQXRA-UHFFFAOYSA-N
Smile CN1CCN2c3ncccc3Cc3ccccc3C2C1
InChI
InChI=1S/C17H19N3/c1-19-9-10-20-16(12-19)15-7-3-2-5-13(15)11-14-6-4-8-18-17(14)20/h2-8,16H,9-12H2,1H3

Physicochemical Descriptors

Property Name Value
Molecular Formula C17H19N3
Molecular Weight 265.36
AlogP 2.48
Hydrogen Bond Acceptor 3.0
Hydrogen Bond Donor 0.0
Number of Rotational Bond 0.0
Polar Surface Area 19.37
Molecular species NEUTRAL
Aromatic Rings 2.0
Heavy Atoms 20.0

Pharmacology

Action Mechanism of Action Reference
ANTAGONIST Adrenergic receptor alpha-2 antagonist DailyMed
Primary Target
5-HT2A receptor
5-HT2C receptor
α2A-adrenoceptor
α2B-adrenoceptor
α2C-adrenoceptor
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Ion channel Ligand-gated ion channel 5HT3 receptor
- - - 2900 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Adrenergic receptor
- 200 - 608-1050 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Dopamine receptor
- - - 1460 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Histamine receptor
- - - 2 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Serotonin receptor
- - 5012 2-15 -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC06 neurotransmitter transporter family
- 260 - 1640 -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Depressive Disorder, Major 4 D003865 ClinicalTrials
Depressive Disorder 4 D003866 ClinicalTrials
Heroin Dependence 3 D006556 ClinicalTrials
Schizophrenia 3 D012559 ClinicalTrials
Anxiety 3 D001007 ClinicalTrials
Dementia 3 D003704 ClinicalTrials
Nausea 3 D009325 ClinicalTrials
Cachexia 3 D002100 ClinicalTrials
Anorexia 3 D000855 ClinicalTrials
Child Development Disorders, Pervasive 3 D002659 ClinicalTrials
Weight Loss 2 D015431 ClinicalTrials
Alcoholism 2 D000437 ClinicalTrials
Cocaine-Related Disorders 2 D019970 ClinicalTrials
Amphetamine-Related Disorders 2 D019969 ClinicalTrials
Fibromyalgia 2 D005356 ClinicalTrials
Substance-Related Disorders 2 D019966 ClinicalTrials
Glioma 2 D005910 ClinicalTrials
Substance-Related Disorders 2 D019966 ClinicalTrials
Sleep Apnea, Obstructive 1 D020181 ClinicalTrials
Postoperative Nausea and Vomiting 0 D020250 ClinicalTrials

Related Entries

MCS

Scaffolds

Side Effects from Label

Side effects Relative Frequency (%) Labels
Nervous system disorders Somnolence
Nervous system disorders Somnolence 54.0
Nervous system disorders Somnolence 53.6
Gastrointestinal disorders Dry mouth
Gastrointestinal disorders Dry mouth 25.0
Gastrointestinal disorders Dry mouth 24.7
Nervous system disorders Somnolence
General disorders and administration site conditions Increased appetite
General disorders and administration site conditions Increased appetite 17.0
Gastrointestinal disorders Nausea 17.0
General disorders and administration site conditions Increased appetite 16.8
Gastrointestinal disorders Dry mouth
Gastrointestinal disorders Constipation
Gastrointestinal disorders Constipation 13.0
Gastrointestinal disorders Constipation 12.6
Metabolism and nutrition disorders Malnutrition 12.0
Investigations Weight increased
Investigations Weight increased 12.0
Investigations Weight increased 11.9
Nervous system disorders Somnolence 10.4
Nervous system disorders Somnolence 10.0
General disorders and administration site conditions Asthenia 8.0
General disorders and administration site conditions Asthenia 7.51
Cardiac disorders Dizziness 7.28
Gastrointestinal disorders Constipation
Cardiac disorders Dizziness
Cardiac disorders Dizziness 7.0
Gastrointestinal disorders Constipation
General disorders and administration site conditions Asthenia
Infections and infestations Influenza
Infections and infestations Influenza 5.0
Infections and infestations Influenza 4.86
General disorders and administration site conditions Asthenia
Nervous system disorders Abnormal dreams 4.19
Nervous system disorders Abnormal dreams
Nervous system disorders Abnormal dreams 4.0
Cardiac disorders Dizziness
Social circumstances Mental disability 3.31
Nervous system disorders Thinking abnormal 3.31
Cardiac disorders Dizziness
Infections and infestations Influenza
Social circumstances Mental disability
Social circumstances Mental disability 3.0
Nervous system disorders Thinking abnormal
Nervous system disorders Thinking abnormal 3.0
Infections and infestations Influenza
Cardiac disorders Oedema peripheral 2.43
Nervous system disorders Somnolence
Musculoskeletal and connective tissue disorders Back pain
Musculoskeletal and connective tissue disorders Back pain 2.0
Nervous system disorders Confusional state
Nervous system disorders Confusional state 2.0
General disorders and administration site conditions Feeling abnormal
General disorders and administration site conditions Feeling abnormal 2.0
General disorders and administration site conditions Increased appetite
Metabolism and nutrition disorders Malnutrition
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 2.0
Musculoskeletal and connective tissue disorders Myalgia
Musculoskeletal and connective tissue disorders Myalgia 2.0
Gastrointestinal disorders Nausea
Cardiac disorders Oedema peripheral
Cardiac disorders Oedema peripheral 2.0
Renal and urinary disorders Pollakiuria
Renal and urinary disorders Pollakiuria 2.0
Nervous system disorders Tremor
Nervous system disorders Tremor 2.0
Investigations Weight increased
Musculoskeletal and connective tissue disorders Back pain 1.99
Nervous system disorders Confusional state 1.99
General disorders and administration site conditions Feeling abnormal 1.99
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 1.99
Musculoskeletal and connective tissue disorders Myalgia 1.99
General disorders and administration site conditions Increased appetite
Renal and urinary disorders Pollakiuria 1.77
Investigations Weight increased
Nervous system disorders Tremor 1.55
Gastrointestinal disorders Nausea 1.5
Nervous system disorders Abnormal dreams
Renal and urinary disorders Pollakiuria
General disorders and administration site conditions Oedema 1.32
Social circumstances Mental disability
Cardiac disorders Oedema peripheral
Nervous system disorders Thinking abnormal
Cardiac disorders Dyspnoea 1.1
Nervous system disorders Abnormal dreams
Musculoskeletal and connective tissue disorders Back pain
Cardiac disorders Dyspnoea
Cardiac disorders Dyspnoea 1.0
Social circumstances Mental disability
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort
Musculoskeletal and connective tissue disorders Myalgia
General disorders and administration site conditions Oedema
General disorders and administration site conditions Oedema 1.0
Cardiac disorders Oedema peripheral
Renal and urinary disorders Pollakiuria
Nervous system disorders Thinking abnormal
Nervous system disorders Tremor
Musculoskeletal and connective tissue disorders Back pain
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort
Musculoskeletal and connective tissue disorders Myalgia
Nervous system disorders Tremor
Nervous system disorders Confusional state
Cardiac disorders Dyspnoea
General disorders and administration site conditions Feeling abnormal
General disorders and administration site conditions Oedema

Adverse Reactions

SOC By Demographic Distribution
System Organ Classification (SOC)
Relative Frequency (%)
Psychiatric disorders
20.35
Nervous system disorders
18.27
General disorders and administration site conditions
11.6
Injury, poisoning and procedural complications
7.23
Gastrointestinal disorders
5.32
Musculoskeletal and connective tissue disorders
5.03
Cardiac disorders
4.22
Vascular disorders
3.75
Investigations
3.64
Skin and subcutaneous tissue disorders
3.52
Metabolism and nutrition disorders
3.26
Respiratory, thoracic and mediastinal disorders
2.91

Cross References

Resources Reference
CAS NUMBER 85650-52-8
ChEBI 6950
ChEMBL CHEMBL654
DrugBank DB00370
DrugCentral 1816
EPA CompTox DTXSID0023325
FDA SRS A051Q2099Q
Human Metabolome Database HMDB0014514
Guide to Pharmacology 7241
KEGG C07570
PharmGKB PA450522
PubChem 4205
SureChEMBL SCHEMBL35408
ZINC ZINC19702119
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