FENTANYL

Search structure
Trade Names:
Synonyms:
Status: Approved (1968)
Entry Type: Small molecule
Molecule Category: Parent
ATC: N01AH01
UNII: UF599785JZ

Structure
InChI Key PJMPHNIQZUBGLI-UHFFFAOYSA-N
Smile CCC(=O)N(c1ccccc1)C1CCN(CCc2ccccc2)CC1
InChI
InChI=1S/C22H28N2O/c1-2-22(25)24(20-11-7-4-8-12-20)21-14-17-23(18-15-21)16-13-19-9-5-3-6-10-19/h3-12,21H,2,13-18H2,1H3

Physicochemical Descriptors

Property Name Value
Molecular Formula C22H28N2O
Molecular Weight 336.48
AlogP 4.14
Hydrogen Bond Acceptor 2.0
Hydrogen Bond Donor 0.0
Number of Rotational Bond 6.0
Polar Surface Area 23.55
Molecular species BASE
Aromatic Rings 2.0
Heavy Atoms 25.0

Pharmacology

Action Mechanism of Action Reference
AGONIST Mu opioid receptor agonist DailyMed
Primary Target
μ receptor
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Oxidoreductase
- - - 5462 -
Ion channel Voltage-gated ion channel Potassium channels Voltage-gated potassium channel
- 1820 - - -
Membrane receptor Family A G protein-coupled receptor Peptide receptor (family A GPCR) Short peptide receptor (family A GPCR) Opioid receptor
1-53 3-3400 - 2-570 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Histamine receptor
- 19953 - - -
Membrane receptor
1-53 3-3400 - 2-570 -
Other membrane protein
- 4973 - - -
Transcription factor Nuclear receptor Nuclear hormone receptor subfamily 1 Nuclear hormone receptor subfamily 1 group I Nuclear hormone receptor subfamily 1 group I member 2
31600-31600 - - - -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - - 12
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC22 family of organic cation and anion transporters
- 46170 - - 74

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Neoplasms 4 D009369 ClinicalTrials
Migraine Disorders 4 D008881 ClinicalTrials
Neoplasms 4 D009369 ClinicalTrials
Neoplasm Metastasis 3 D009362 ClinicalTrials
Adenoma 3 D000236 ClinicalTrials
Obesity, Morbid 3 D009767 ClinicalTrials
Sleep Apnea, Obstructive 3 D020181 ClinicalTrials
Obesity 3 D009765 ClinicalTrials
Pancreatic Neoplasms 3 D010190 ClinicalTrials
Liver Diseases 3 D008107 ClinicalTrials
Abscess 3 D000038 ClinicalTrials
Respiratory Insufficiency 3 D012131 ClinicalTrials
Respiratory Insufficiency 3 D012131 ClinicalTrials
Stomach Neoplasms 3 D013274 ClinicalTrials
Osteoarthritis 3 D010003 ClinicalTrials
Diabetic Neuropathies 3 D003929 ClinicalTrials
Low Back Pain 3 D017116 ClinicalTrials
Renal Insufficiency, Chronic 3 D051436 ClinicalTrials
Fractures, Bone 2 D050723 ClinicalTrials
Bronchial Spasm 2 D001986 ClinicalTrials
Subarachnoid Hemorrhage 2 D013345 ClinicalTrials
Breast Neoplasms 2 D001943 ClinicalTrials
Pulpitis 2 D011671 ClinicalTrials
Hypospadias 2 D007021 ClinicalTrials
Brain Injuries 2 D001930 ClinicalTrials
Hypotension 2 D007022 ClinicalTrials
Scoliosis 2 D012600 ClinicalTrials
Delirium 2 D003693 ClinicalTrials
Irritable Bowel Syndrome 2 D043183 ClinicalTrials
Opioid-Related Disorders 1 D009293 ClinicalTrials
Respiratory Distress Syndrome 1 D012128 ClinicalTrials

Related Entries

Scaffolds

Salt
Salt

Side Effects from Label

Side effects Relative Frequency (%) Labels
Gastrointestinal disorders Nausea 45.0
Gastrointestinal disorders Nausea 42.1
Gastrointestinal disorders Gastrointestinal disorder 41.0
Gastrointestinal disorders Nausea 41.0
Gastrointestinal disorders Nausea 40.7
General disorders and administration site conditions Asthenia 38.0
Gastrointestinal disorders Vomiting 36.8
Gastrointestinal disorders Nausea 36.0
Investigations Body temperature increased 35.0
Gastrointestinal disorders Gastrointestinal disorder 34.0
Gastrointestinal disorders Vomiting 34.0
Gastrointestinal disorders Vomiting 33.0
Cardiac disorders Dizziness 32.1
Gastrointestinal disorders Nausea 31.8
Blood and lymphatic system disorders Anaemia 31.6
Cardiac disorders Oedema peripheral 31.6
Gastrointestinal disorders Nausea 31.0
Gastrointestinal disorders Vomiting 31.0
General disorders and administration site conditions Asthenia 30.0
Gastrointestinal disorders Nausea 28.5
Gastrointestinal disorders Vomiting 28.0
Gastrointestinal disorders Nausea 27.1
Gastrointestinal disorders Constipation 26.3
Cardiac disorders Dizziness 26.3
Gastrointestinal disorders Nausea 26.0
Gastrointestinal disorders Vomiting 26.0
Gastrointestinal disorders Vomiting 25.9
General disorders and administration site conditions Asthenia 25.0
Gastrointestinal disorders Nausea 25.0
Gastrointestinal disorders Nausea 24.0
Gastrointestinal disorders Nausea 23.2
Gastrointestinal disorders Nausea 23.0
Cardiac disorders Dizziness 22.6
Cardiac disorders Dyspnoea 22.0
Gastrointestinal disorders Nausea 22.0
Metabolism and nutrition disorders Dehydration 21.1
Gastrointestinal disorders Vomiting 21.0
General disorders and administration site conditions Asthenia 20.5
General disorders and administration site conditions Fatigue 20.5
Gastrointestinal disorders Vomiting 20.5
Gastrointestinal disorders Constipation 20.0
Nervous system disorders Headache 20.0
Nervous system disorders Somnolence 20.0
Gastrointestinal disorders Vomiting 20.0
Cardiac disorders Dyspnoea 19.4
Cardiac disorders Dizziness 19.1
Nervous system disorders Nervous system disorder 19.0
Nervous system disorders Somnolence 19.0
Gastrointestinal disorders Nausea 18.9
General disorders and administration site conditions Asthenia 18.8
General disorders and administration site conditions Fatigue 18.8
Cardiac disorders Dizziness 18.6
Gastrointestinal disorders Nausea 17.4
General disorders and administration site conditions Asthenia 17.0
Cardiac disorders Dizziness 17.0
General disorders and administration site conditions Fatigue 17.0
Gastrointestinal disorders Gastrointestinal disorder
Nervous system disorders Headache 17.0
Gastrointestinal disorders Nausea
Gastrointestinal disorders Nausea 17.0
Nervous system disorders Somnolence 17.0
Gastrointestinal disorders Vomiting 16.7
Gastrointestinal disorders Nausea
Gastrointestinal disorders Nausea 16.4
General disorders and administration site conditions Asthenia 16.1
Gastrointestinal disorders Nausea 16.1
Cardiac disorders Oedema peripheral 16.1
Infections and infestations Pneumonia 16.1
Gastrointestinal disorders Vomiting 16.1
General disorders and administration site conditions Asthenia 16.0
Cardiac disorders Dizziness 16.0
Cardiac disorders Dyspnoea 16.0
General disorders and administration site conditions Fatigue 16.0
Nervous system disorders Headache 16.0
Nervous system disorders Nervous system disorder 16.0
Gastrointestinal disorders Vomiting 16.0
Gastrointestinal disorders Nausea 15.9
General disorders and administration site conditions Asthenia 15.8
Neoplasms benign, malignant and unspecified (incl cysts and polyps) Cancer pain 15.8
Nervous system disorders Confusional state 15.8
Gastrointestinal disorders Diarrhoea 15.8
General disorders and administration site conditions Fatigue 15.8
General disorders and administration site conditions Feeling abnormal 15.8
Psychiatric disorders Anxiety 15.0
General disorders and administration site conditions Asthenia 15.0
Cardiac disorders Dizziness 15.0
Cardiac disorders Dyspnoea 15.0
Gastrointestinal disorders Nausea 15.0
Nervous system disorders Somnolence 15.0
Gastrointestinal disorders Vomiting 15.0
Gastrointestinal disorders Nausea 14.7
Gastrointestinal disorders Abdominal pain 14.6
Cardiac disorders Dyspnoea 14.6
Gastrointestinal disorders Gastrointestinal pain 14.6
Injury, poisoning and procedural complications Accidental overdose 14.3
Gastrointestinal disorders Dysgeusia 14.3
Nervous system disorders Headache 14.3
General disorders and administration site conditions Hyperhidrosis 14.3
Gastrointestinal disorders Nausea 14.3
Gastrointestinal disorders Vomiting 14.3
Gastrointestinal disorders Constipation 14.0
Gastrointestinal disorders Nausea 14.0
Gastrointestinal disorders Nausea 13.1
Blood and lymphatic system disorders Anaemia 13.0
Nervous system disorders Confusional state 13.0
Gastrointestinal disorders Constipation 13.0
Gastrointestinal disorders Diarrhoea 13.0
General disorders and administration site conditions Feeling abnormal 13.0
Nervous system disorders Headache 13.0
Skin and subcutaneous tissue disorders Pruritus 13.0
Skin and subcutaneous tissue disorders Skin disorder 13.0
Nervous system disorders Somnolence 13.0
Blood and lymphatic system disorders Anaemia 12.9
Gastrointestinal disorders Constipation 12.9
Metabolism and nutrition disorders Dehydration 12.5
Cardiac disorders Dizziness 12.5
Nervous system disorders Somnolence 12.5
Gastrointestinal disorders Vomiting 12.5
Blood and lymphatic system disorders Anaemia 12.1
Metabolism and nutrition disorders Dehydration 12.1
Gastrointestinal disorders Constipation 12.0
Cardiac disorders Dizziness 12.0
Nervous system disorders Headache 12.0
Nervous system disorders Nervous system disorder 12.0
Gastrointestinal disorders Vomiting 12.0
Nervous system disorders Headache 11.8
Gastrointestinal disorders Nausea 11.6
Cardiac disorders Oedema peripheral 11.5
Gastrointestinal disorders Constipation 11.4
Cardiac disorders Dizziness 11.4
Nervous system disorders Somnolence 11.3
Cardiac disorders Dizziness 11.1
Gastrointestinal disorders Constipation 11.0
Gastrointestinal disorders Nausea 11.0
Nervous system disorders Somnolence 11.0
Gastrointestinal disorders Abdominal pain 10.5
General disorders and administration site conditions Asthenia 10.5
Musculoskeletal and connective tissue disorders Back pain 10.5
Metabolism and nutrition disorders Dehydration 10.5
Psychiatric disorders Depression 10.5
Gastrointestinal disorders Gastrointestinal pain 10.5
Nervous system disorders Headache 10.5
Nervous system disorders Insomnia 10.5
Blood and lymphatic system disorders Anaemia 10.4
Gastrointestinal disorders Constipation 10.4
Cardiac disorders Dyspnoea 10.4
Nervous system disorders Headache 10.4
Gastrointestinal disorders Nausea 10.4
Cardiac disorders Oedema peripheral 10.4
Gastrointestinal disorders Constipation 10.3
General disorders and administration site conditions Decreased appetite 10.3
Cardiac disorders Dizziness 10.3
Gastrointestinal disorders Vomiting 10.3
Investigations Weight decreased 10.3
Cardiac disorders Dizziness 10.2
Nervous system disorders Insomnia 10.2
Nervous system disorders Confusional state 10.0
Gastrointestinal disorders Constipation 10.0
Gastrointestinal disorders Diarrhoea 10.0
Cardiac disorders Dizziness 10.0
General disorders and administration site conditions Feeling abnormal 10.0
Gastrointestinal disorders Gastrointestinal disorder 10.0
Nervous system disorders Headache 10.0
Nervous system disorders Insomnia 10.0
Psychiatric disorders Mental disorder 10.0
Gastrointestinal disorders Constipation 9.84
General disorders and administration site conditions Asthenia 9.68
Cardiac disorders Dizziness 9.68
General disorders and administration site conditions Fatigue 9.68
General disorders and administration site conditions Asthenia 9.67
Gastrointestinal disorders Diarrhoea 9.6
Nervous system disorders Somnolence 9.47
Gastrointestinal disorders Constipation 9.2
Gastrointestinal disorders Abdominal pain 9.09
Blood and lymphatic system disorders Anaemia 9.09
General disorders and administration site conditions Decreased appetite 9.09
Metabolism and nutrition disorders Dehydration 9.09
Psychiatric disorders Depression 9.09
Gastrointestinal disorders Diarrhoea 9.09
Gastrointestinal disorders Gastrointestinal pain 9.09
Nervous system disorders Headache 9.09
Gastrointestinal disorders Nausea 9.09
Cardiac disorders Oedema peripheral 9.09
Nervous system disorders Somnolence 9.09
Gastrointestinal disorders Abdominal pain 9.0
Psychiatric disorders Anxiety 9.0
General disorders and administration site conditions Asthenia 9.0
Gastrointestinal disorders Constipation 9.0
Psychiatric disorders Depression 9.0
Cardiac disorders Dizziness 9.0
Cardiac disorders Dyspnoea 9.0
Gastrointestinal disorders Gastrointestinal pain 9.0
Injury, poisoning and procedural complications Injury 9.0
Nervous system disorders Somnolence 9.0
Gastrointestinal disorders Nausea 8.89
Nervous system disorders Headache 8.85
Nervous system disorders Headache 8.82
Gastrointestinal disorders Nausea 8.82
Gastrointestinal disorders Constipation 8.8
Nervous system disorders Somnolence 8.7
Nervous system disorders Confusional state 8.62
Respiratory, thoracic and mediastinal disorders Cough 8.62
Psychiatric disorders Depression 8.62
Gastrointestinal disorders Diarrhoea 8.62
General disorders and administration site conditions Feeling abnormal 8.62
Nervous system disorders Headache 8.55
Nervous system disorders Somnolence 8.5
Musculoskeletal and connective tissue disorders Arthralgia 8.33
Gastrointestinal disorders Constipation 8.33
Respiratory, thoracic and mediastinal disorders Cough 8.33
Cardiac disorders Dyspnoea 8.33
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 8.33
Gastrointestinal disorders Nausea 8.33
Blood and lymphatic system disorders Neutropenia 8.33
Nervous system disorders Somnolence 8.33
Gastrointestinal disorders Stomatitis 8.33
Skin and subcutaneous tissue disorders Pruritus 8.2
Psychiatric disorders Anxiety 8.0
General disorders and administration site conditions Decreased appetite 8.0
Skin and subcutaneous tissue disorders Dermatitis 8.0
Cardiac disorders Dyspnoea 8.0
Nervous system disorders Insomnia 8.0
Skin and subcutaneous tissue disorders Rash 8.0
Nervous system disorders Somnolence 8.0
Nervous system disorders Headache 7.55
Psychiatric disorders Depression 7.5
Gastrointestinal disorders Diarrhoea 7.5
Investigations Body temperature increased 7.35
Investigations Body temperature increased 7.34
Gastrointestinal disorders Constipation 7.34
Nervous system disorders Somnolence 7.27
Cardiac disorders Dizziness 7.24
Psychiatric disorders Anxiety 7.0
General disorders and administration site conditions Asthenia 7.0
Nervous system disorders Confusional state 7.0
Psychiatric disorders Depression 7.0
Cardiac disorders Dyspnoea 7.0
General disorders and administration site conditions Feeling abnormal 7.0
Injury, poisoning and procedural complications Injury 7.0
Nervous system disorders Insomnia
Nervous system disorders Insomnia 7.0
Psychiatric disorders Mental disorder
Nervous system disorders Somnolence 7.0
Gastrointestinal disorders Vomiting 7.0
Gastrointestinal disorders Abdominal pain 6.9
Cardiac disorders Dyspnoea 6.9
Gastrointestinal disorders Gastrointestinal pain 6.9
Nervous system disorders Insomnia 6.9
Blood and lymphatic system disorders Neutropenia 6.9
Infections and infestations Pneumonia 6.9
Musculoskeletal and connective tissue disorders Arthralgia 6.82
Neoplasms benign, malignant and unspecified (incl cysts and polyps) Cancer pain 6.82
Nervous system disorders Insomnia 6.82
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 6.82
Investigations Weight decreased 6.82
General disorders and administration site conditions Asthenia 6.67
General disorders and administration site conditions Fatigue 6.67
Gastrointestinal disorders Nausea 6.65
Nervous system disorders Somnolence 6.58
Gastrointestinal disorders Nausea 6.56
General disorders and administration site conditions Asthenia 6.5
Respiratory, thoracic and mediastinal disorders Cough 6.5
General disorders and administration site conditions Fatigue 6.5
General disorders and administration site conditions Hyperhidrosis 6.5
Nervous system disorders Insomnia
Investigations Weight decreased 6.5
General disorders and administration site conditions Decreased appetite 6.45
Metabolism and nutrition disorders Hypokalaemia 6.45
Blood and lymphatic system disorders Neutropenia 6.45
Gastrointestinal disorders Vomiting 6.4
Investigations Body temperature increased 6.36
General disorders and administration site conditions Asthenia 6.25
Musculoskeletal and connective tissue disorders Back pain 6.25
Nervous system disorders Confusional state 6.25
General disorders and administration site conditions Decreased appetite 6.25
Psychiatric disorders Depression 6.25
Gastrointestinal disorders Diarrhoea 6.25
General disorders and administration site conditions Fatigue 6.25
General disorders and administration site conditions Feeling abnormal 6.25
Cardiac disorders Dizziness 6.01
General disorders and administration site conditions Asthenia 6.0
Nervous system disorders Confusional state 6.0
Skin and subcutaneous tissue disorders Dermatitis 6.0
Cardiac disorders Dizziness 6.0
Cardiac disorders Dyspnoea 6.0
General disorders and administration site conditions Fatigue 6.0
General disorders and administration site conditions Feeling abnormal 6.0
Nervous system disorders Headache 6.0
General disorders and administration site conditions Hyperhidrosis 6.0
Injury, poisoning and procedural complications Injury 6.0
Nervous system disorders Insomnia 6.0
Psychiatric disorders Mental disorder 6.0
Infections and infestations Pneumonia 6.0
Skin and subcutaneous tissue disorders Rash 6.0
Skin and subcutaneous tissue disorders Skin disorder 6.0
Gastrointestinal disorders Vomiting 6.0
Psychiatric disorders Anxiety 5.95
Gastrointestinal disorders Nausea 5.95
Cardiac disorders Dizziness 5.88
Nervous system disorders Somnolence 5.88
Gastrointestinal disorders Vomiting 5.88
Nervous system disorders Somnolence 5.8
Gastrointestinal disorders Constipation 5.78
Nervous system disorders Headache 5.77
General disorders and administration site conditions Asthenia 5.71
Gastrointestinal disorders Dry mouth 5.71
General disorders and administration site conditions Fatigue 5.71
Investigations Body temperature increased 5.56
Gastrointestinal disorders Constipation 5.56
Gastrointestinal disorders Nausea 5.56
Musculoskeletal and connective tissue disorders Arthralgia 5.5
Metabolism and nutrition disorders Hypokalaemia 5.5
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 5.5
Blood and lymphatic system disorders Neutropenia 5.5
Cardiac disorders Dizziness 5.45
Respiratory, thoracic and mediastinal disorders Cough 5.26
General disorders and administration site conditions Decreased appetite 5.26
Cardiac disorders Dizziness 5.26
Cardiac disorders Dyspnoea 5.26
Infections and infestations Pneumonia 5.26
Nervous system disorders Somnolence 5.26
Investigations Weight decreased 5.26
Musculoskeletal and connective tissue disorders Arthralgia 5.17
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 5.17
Cardiac disorders Oedema peripheral 5.17
Gastrointestinal disorders Constipation 5.01
General disorders and administration site conditions Asthenia 5.0
Neoplasms benign, malignant and unspecified (incl cysts and polyps) Cancer pain 5.0
Nervous system disorders Confusional state 5.0
General disorders and administration site conditions Decreased appetite 5.0
Skin and subcutaneous tissue disorders Dermatitis 5.0
Gastrointestinal disorders Dry mouth 5.0
Cardiac disorders Dyspnoea 5.0
General disorders and administration site conditions Fatigue 5.0
General disorders and administration site conditions Feeling abnormal 5.0
General disorders and administration site conditions Gait disturbance 5.0
Nervous system disorders Headache 5.0
Nervous system disorders Insomnia 5.0
Metabolism and nutrition disorders Malnutrition 5.0
Cardiac disorders Oedema peripheral 5.0
Skin and subcutaneous tissue disorders Pruritus 5.0
Skin and subcutaneous tissue disorders Rash 5.0
Nervous system disorders Somnolence 5.0
Investigations Body temperature increased 4.92
Gastrointestinal disorders Constipation 4.76
Gastrointestinal disorders Constipation 4.63
Gastrointestinal disorders Vomiting 4.61
General disorders and administration site conditions Decreased appetite 4.6
General disorders and administration site conditions Asthenia 4.55
Musculoskeletal and connective tissue disorders Back pain 4.55
Nervous system disorders Confusional state 4.55
Gastrointestinal disorders Constipation 4.55
Respiratory, thoracic and mediastinal disorders Cough 4.55
General disorders and administration site conditions Feeling abnormal 4.55
Gastrointestinal disorders Nausea 4.55
Gastrointestinal disorders Stomatitis 4.55
Musculoskeletal and connective tissue disorders Back pain 4.5
Nervous system disorders Somnolence 4.44
General disorders and administration site conditions Asthenia 4.42
General disorders and administration site conditions Fatigue 4.42
Musculoskeletal and connective tissue disorders Muscle spasms 4.2
Neoplasms benign, malignant and unspecified (incl cysts and polyps) Cancer pain 4.17
Nervous system disorders Insomnia 4.17
Investigations Weight decreased 4.17
Gastrointestinal disorders Abdominal pain upper 4.0
Psychiatric disorders Anxiety 4.0
General disorders and administration site conditions Asthenia 4.0
Cardiac disorders Cardiac disorder 4.0
Nervous system disorders Confusional state 4.0
Musculoskeletal and connective tissue disorders Connective tissue disorder 4.0
Gastrointestinal disorders Constipation 4.0
General disorders and administration site conditions Decreased appetite 4.0
Nervous system disorders Depressed level of consciousness 4.0
Psychiatric disorders Depression 4.0
Skin and subcutaneous tissue disorders Dermatitis 4.0
General disorders and administration site conditions Discomfort 4.0
Cardiac disorders Dizziness
Cardiac disorders Dizziness 4.0
Gastrointestinal disorders Dry mouth 4.0
Cardiac disorders Dyspnoea 4.0
General disorders and administration site conditions Feeling abnormal 4.0
General disorders and administration site conditions Gait disturbance 4.0
Nervous system disorders Headache 4.0
General disorders and administration site conditions Hyperhidrosis 4.0
General disorders and administration site conditions Ill-defined disorder 4.0
Injury, poisoning and procedural complications Injury 4.0
Nervous system disorders Insomnia 4.0
Gastrointestinal disorders Intestinal obstruction 4.0
General disorders and administration site conditions Malaise 4.0
Metabolism and nutrition disorders Malnutrition 4.0
Musculoskeletal and connective tissue disorders Muscle spasms 4.0
Nervous system disorders Myoclonus 4.0
Psychiatric disorders Nervousness 4.0
Cardiac disorders Palpitations 4.0
Skin and subcutaneous tissue disorders Rash 4.0
Nervous system disorders Stupor 4.0
Psychiatric disorders Tension 4.0
Ear and labyrinth disorders Vertigo 4.0
Gastrointestinal disorders Nausea 3.85
Nervous system disorders Somnolence 3.85
Gastrointestinal disorders Vomiting 3.77
General disorders and administration site conditions Discomfort 3.7
General disorders and administration site conditions Feeling abnormal 3.7
General disorders and administration site conditions Ill-defined disorder 3.7
General disorders and administration site conditions Malaise 3.7
Cardiac disorders Palpitations 3.7
Gastrointestinal disorders Nausea 3.67
Musculoskeletal and connective tissue disorders Back pain 3.45
Gastrointestinal disorders Abdominal pain 3.23
Musculoskeletal and connective tissue disorders Arthralgia 3.23
Neoplasms benign, malignant and unspecified (incl cysts and polyps) Cancer pain 3.23
Nervous system disorders Confusional state 3.23
Respiratory, thoracic and mediastinal disorders Cough 3.23
Psychiatric disorders Depression 3.23
General disorders and administration site conditions Feeling abnormal 3.23
Gastrointestinal disorders Gastrointestinal pain 3.23
Nervous system disorders Headache 3.23
Nervous system disorders Insomnia 3.23
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 3.23
Nervous system disorders Somnolence 3.23
Investigations Weight decreased 3.23
Skin and subcutaneous tissue disorders Pruritus 3.2
Gastrointestinal disorders Abdominal pain 3.0
Gastrointestinal disorders Abdominal pain upper 3.0
Psychiatric disorders Anxiety 3.0
General disorders and administration site conditions Asthenia
General disorders and administration site conditions Asthenia 3.0
Nervous system disorders Depressed level of consciousness 3.0
Skin and subcutaneous tissue disorders Dermatitis 3.0
Gastrointestinal disorders Dry mouth 3.0
Cardiac disorders Dyspnoea 3.0
Skin and subcutaneous tissue disorders Erythema 3.0
General disorders and administration site conditions Fatigue
General disorders and administration site conditions Fatigue 3.0
Gastrointestinal disorders Gastrointestinal pain 3.0
Nervous system disorders Headache 3.0
General disorders and administration site conditions Hyperhidrosis 3.0
Immune system disorders Hypersensitivity 3.0
Musculoskeletal and connective tissue disorders Hypertonia 3.0
Immune system disorders Immune system disorder 3.0
Gastrointestinal disorders Intestinal obstruction 3.0
Psychiatric disorders Mental disorder 3.0
Psychiatric disorders Nervousness 3.0
Nervous system disorders Nervous system disorder
Skin and subcutaneous tissue disorders Pruritus 3.0
Skin and subcutaneous tissue disorders Rash 3.0
Nervous system disorders Somnolence
Nervous system disorders Somnolence 3.0
Nervous system disorders Stupor 3.0
Psychiatric disorders Tension 3.0
Nervous system disorders Tremor 3.0
Renal and urinary disorders Urethral disorder 3.0
Renal and urinary disorders Urinary retention 3.0
Renal and urinary disorders Urinary tract disorder 3.0
Eye disorders Visual impairment 3.0
Gastrointestinal disorders Vomiting
Gastrointestinal disorders Vomiting 3.0
Gastrointestinal disorders Vomiting 2.99
Nervous system disorders Headache 2.98
General disorders and administration site conditions Asthenia 2.94
General disorders and administration site conditions Fatigue 2.94
Gastrointestinal disorders Abdominal pain 2.9
Cardiac disorders Dizziness 2.9
Gastrointestinal disorders Gastrointestinal pain 2.9
Gastrointestinal disorders Vomiting 2.9
Cardiac disorders Dizziness 2.89
Gastrointestinal disorders Constipation 2.86
Nervous system disorders Headache 2.86
Gastrointestinal disorders Nausea 2.86
Gastrointestinal disorders Abdominal pain upper 2.8
Nervous system disorders Headache 2.78
Nervous system disorders Somnolence 2.65
Gastrointestinal disorders Vomiting 2.65
Nervous system disorders Headache 2.63
Gastrointestinal disorders Nausea 2.63
Gastrointestinal disorders Vomiting 2.63
Nervous system disorders Tremor 2.6
Psychiatric disorders Anxiety 2.5
Gastrointestinal disorders Nausea 2.5
Nervous system disorders Somnolence
Nervous system disorders Somnolence 2.5
Gastrointestinal disorders Vomiting
Cardiac disorders Dizziness 2.48
General disorders and administration site conditions Asthenia 2.3
Gastrointestinal disorders Dry mouth 2.3
Ear and labyrinth disorders Vertigo 2.3
Blood and lymphatic system disorders Neutropenia 2.27
Infections and infestations Pneumonia 2.27
Cardiac disorders Dizziness 2.22
Nervous system disorders Headache 2.22
Metabolism and nutrition disorders Hypokalaemia 2.08
Infections and infestations Pneumonia 2.08
Gastrointestinal disorders Abdominal pain upper
Gastrointestinal disorders Abdominal pain upper 2.0
Psychiatric disorders Anxiety 2.0
General disorders and administration site conditions Asthenia 2.0
Nervous system disorders Confusional state 2.0
Musculoskeletal and connective tissue disorders Connective tissue disorder
Musculoskeletal and connective tissue disorders Connective tissue disorder 2.0
Gastrointestinal disorders Constipation 2.0
Convulsion 2.0
Psychiatric disorders Depression 2.0
Skin and subcutaneous tissue disorders Dermatitis 2.0
Cardiac disorders Dizziness 2.0
Gastrointestinal disorders Dry mouth 2.0
Cardiac disorders Dyspnoea 2.0
General disorders and administration site conditions Fatigue 2.0
General disorders and administration site conditions Feeling abnormal 2.0
General disorders and administration site conditions Gait disturbance 2.0
Psychiatric disorders Hallucination 2.0
General disorders and administration site conditions Hyperhidrosis 2.0
Musculoskeletal and connective tissue disorders Hypertonia 2.0
Injury, poisoning and procedural complications Injury 2.0
Nervous system disorders Insomnia 2.0
Gastrointestinal disorders Intestinal obstruction 2.0
Social circumstances Mental disability 2.0
Musculoskeletal and connective tissue disorders Muscle spasms
Musculoskeletal and connective tissue disorders Muscle spasms 2.0
Psychiatric disorders Nervousness 2.0
Nervous system disorders Paraesthesia 2.0
Skin and subcutaneous tissue disorders Pruritus
Skin and subcutaneous tissue disorders Pruritus 2.0
Skin and subcutaneous tissue disorders Rash 2.0
Psychiatric disorders Tension 2.0
Nervous system disorders Thinking abnormal 2.0
Nervous system disorders Tremor 2.0
Renal and urinary disorders Urinary retention 2.0
Ear and labyrinth disorders Vertigo 2.0
Eye disorders Visual impairment 2.0
Cardiac disorders Dizziness 1.99
Skin and subcutaneous tissue disorders Dermatitis 1.9
Skin and subcutaneous tissue disorders Rash 1.9
Nervous system disorders Headache 1.85
Nervous system disorders Paraesthesia 1.8
General disorders and administration site conditions Asthenia 1.79
Gastrointestinal disorders Dry mouth 1.79
General disorders and administration site conditions Fatigue 1.79
Gastrointestinal disorders Stomatitis 1.79
Neoplasms benign, malignant and unspecified (incl cysts and polyps) Cancer pain 1.72
Nervous system disorders Confusional state 1.7
General disorders and administration site conditions Feeling abnormal 1.7
Gastrointestinal disorders Abdominal pain upper
Musculoskeletal and connective tissue disorders Muscle spasms
Gastrointestinal disorders Constipation 1.47
Psychiatric disorders Depression 1.4
Cardiac disorders Oedema peripheral 1.4
Renal and urinary disorders Urinary retention 1.4
Gastrointestinal disorders Dysgeusia 1.39
General disorders and administration site conditions Hyperhidrosis 1.39
Gastrointestinal disorders Stomatitis 1.39
Cardiac disorders Dizziness 1.25
Nervous system disorders Headache 1.25
Skin and subcutaneous tissue disorders Erythema 1.2
Psychiatric disorders Hallucination 1.2
Gastrointestinal disorders Dysgeusia 1.19
General disorders and administration site conditions Hyperhidrosis 1.19
Nervous system disorders Abnormal dreams 1.0
General disorders and administration site conditions Application site reaction 1.0
General disorders and administration site conditions Asthenia 1.0
Cardiac disorders Cardiac disorder
Nervous system disorders Confusional state 1.0
Gastrointestinal disorders Constipation
Gastrointestinal disorders Constipation 1.0
Convulsion 1.0
Nervous system disorders Depressed level of consciousness 1.0
Psychiatric disorders Depression 1.0
Skin and subcutaneous tissue disorders Dermatitis
Skin and subcutaneous tissue disorders Dermatitis 1.0
General disorders and administration site conditions Discomfort
General disorders and administration site conditions Discomfort 1.0
Gastrointestinal disorders Dry mouth 1.0
Skin and subcutaneous tissue disorders Erythema 1.0
General disorders and administration site conditions Feeling abnormal
General disorders and administration site conditions Feeling abnormal 1.0
General disorders and administration site conditions Gait disturbance 1.0
Psychiatric disorders Hallucination 1.0
General disorders and administration site conditions Hyperhidrosis
General disorders and administration site conditions Hyperhidrosis 1.0
Immune system disorders Hypersensitivity 1.0
Vascular disorders Hypertension 1.0
Nervous system disorders Hypoaesthesia 1.0
General disorders and administration site conditions Ill-defined disorder
General disorders and administration site conditions Ill-defined disorder 1.0
Immune system disorders Immune system disorder 1.0
Injury, poisoning and procedural complications Injury 1.0
Nervous system disorders Insomnia 1.0
General disorders and administration site conditions Malaise
General disorders and administration site conditions Malaise 1.0
Respiratory, thoracic and mediastinal disorders Mediastinal disorder 1.0
Social circumstances Mental disability 1.0
Nervous system disorders Myoclonus 1.0
Psychiatric disorders Nervousness 1.0
Cardiac disorders Oedema peripheral
Cardiac disorders Oedema peripheral 1.0
Cardiac disorders Palpitations
Cardiac disorders Palpitations 1.0
Skin and subcutaneous tissue disorders Pruritus 1.0
Investigations Pulmonary function test decreased 1.0
Skin and subcutaneous tissue disorders Rash
Skin and subcutaneous tissue disorders Rash 1.0
Nervous system disorders Respiratory depression 1.0
Skin and subcutaneous tissue disorders Skin disorder
Skin and subcutaneous tissue disorders Skin disorder 1.0
Nervous system disorders Stupor 1.0
Psychiatric disorders Tension 1.0
Nervous system disorders Thinking abnormal 1.0
Nervous system disorders Tremor 1.0
Renal and urinary disorders Urethral disorder 1.0
Renal and urinary disorders Urinary retention 1.0
Renal and urinary disorders Urinary tract disorder 1.0
Ear and labyrinth disorders Vertigo
Ear and labyrinth disorders Vertigo 1.0
Eye disorders Visual impairment 1.0
Gastrointestinal disorders Vomiting 0.621
Injury, poisoning and procedural complications Accidental overdose 0.595
Cardiac disorders Dyspnoea 0.595
General disorders and administration site conditions Discomfort
General disorders and administration site conditions Feeling abnormal
General disorders and administration site conditions Ill-defined disorder
General disorders and administration site conditions Malaise
Ear and labyrinth disorders Vertigo

Adverse Reactions

SOC By Demographic Distribution
System Organ Classification (SOC)
Relative Frequency (%)
General disorders and administration site conditions
24.78
Injury, poisoning and procedural complications
14.33
Psychiatric disorders
9.85
Product issues
9.47
Nervous system disorders
8.76
Skin and subcutaneous tissue disorders
6.93
Gastrointestinal disorders
4.34
Musculoskeletal and connective tissue disorders
3.16
Respiratory, thoracic and mediastinal disorders
2.81
Cardiac disorders
2.45
Vascular disorders
2.34
Investigations
2.21

Cross References

Resources Reference
CAS NUMBER 437-38-7
ChEBI 119915
ChEMBL CHEMBL596
DrugBank DB00813
DrugCentral 1164
EPA CompTox DTXSID9023049
FDA SRS UF599785JZ
Human Metabolome Database HMDB0014951
Guide to Pharmacology 1626
PDB 7V7
PharmGKB PA449599
PubChem 3345
SureChEMBL SCHEMBL8804
ZINC ZINC000002522669
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