THALIDOMIDE

Search structure
Trade Names:
Synonyms:
Status: Approved (1998)
Entry Type: Small molecule
Molecule Category: UNKNOWN
ATC: L04AX02
UNII: 4Z8R6ORS6L

Structure
InChI Key UEJJHQNACJXSKW-UHFFFAOYSA-N
Smile O=C1CCC(N2C(=O)c3ccccc3C2=O)C(=O)N1
InChI
InChI=1S/C13H10N2O4/c16-10-6-5-9(11(17)14-10)15-12(18)7-3-1-2-4-8(7)13(15)19/h1-4,9H,5-6H2,(H,14,16,17)

Physicochemical Descriptors

Property Name Value
Molecular Formula C13H10N2O4
Molecular Weight 258.23
AlogP 0.09
Hydrogen Bond Acceptor 4.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 1.0
Polar Surface Area 83.55
Molecular species NEUTRAL
Aromatic Rings 1.0
Heavy Atoms 19.0

Pharmacology

Action Mechanism of Action Reference
INHIBITOR CRL4(CRBN) E3 ubiquitin ligase inhibitor PubMed PubMed
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Hydrolase
- - - - 14
Enzyme Oxidoreductase
- 370 - - -
Enzyme
- 370 - - 14
Other cytosolic protein
- - - - 2-4
Transcription factor
- - - - 2-4
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - - 101
Unclassified protein
- 22900-29900 - 4400-9600 -

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Multiple Myeloma 4 D009101 ClinicalTrials
Colorectal Neoplasms 3 D015179 ClinicalTrials
Crohn Disease 3 D003424 ClinicalTrials
Sarcoidosis 3 D012507 ClinicalTrials
Neoplasms 3 D009369 ClinicalTrials
Neoplasms 3 D009369 ClinicalTrials
Carcinoma, Hepatocellular 3 D006528 ClinicalTrials
Myelodysplastic Syndromes 3 D009190 ClinicalTrials
Lymphoma, Large B-Cell, Diffuse 3 D016403 ClinicalTrials
Colitis, Ulcerative 3 D003093 ClinicalTrials
Idiopathic Pulmonary Fibrosis 3 D054990 ClinicalTrials
Kidney Neoplasms 3 D007680 ClinicalTrials
Colorectal Neoplasms 3 D015179 ClinicalTrials
Vascular Malformations 3 D054079 ClinicalTrials
Colorectal Neoplasms 3 D015179 ClinicalTrials
Cough 3 D003371 ClinicalTrials
Amyloidosis, Familial 3 D028226 ClinicalTrials
Peritoneal Neoplasms 3 D010534 ClinicalTrials
Fallopian Tube Neoplasms 3 D005185 ClinicalTrials
Kidney Neoplasms 3 D007680 ClinicalTrials
Ovarian Neoplasms 3 D010051 ClinicalTrials
Prostatic Neoplasms, Castration-Resistant 3 D064129 ClinicalTrials
Lung Neoplasms 3 D008175 ClinicalTrials
Granuloma, Lethal Midline 3 D006103 ClinicalTrials
Ovarian Neoplasms 3 D010051 ClinicalTrials
Hypoalbuminemia 3 D034141 ClinicalTrials
Pancreatitis, Chronic 2 D050500 ClinicalTrials
Liver Neoplasms 2 D008113 ClinicalTrials
Glioblastoma 2 D005909 ClinicalTrials
Leukemia 2 D007938 ClinicalTrials
Lymphoma 2 D008223 ClinicalTrials
Prostatic Neoplasms 2 D011471 ClinicalTrials
Psoriasis 2 D011565 ClinicalTrials
Carcinoma, Renal Cell 2 D002292 ClinicalTrials
Appendiceal Neoplasms 2 D001063 ClinicalTrials
Melanoma 2 D008545 ClinicalTrials
Acquired Immunodeficiency Syndrome 2 D000163 ClinicalTrials
Breast Neoplasms 2 D001943 ClinicalTrials
Medulloblastoma 2 D008527 ClinicalTrials
Pain 2 D010146 ClinicalTrials
Esophageal Neoplasms 2 D004938 ClinicalTrials
Severe Acute Respiratory Syndrome 2 D045169 ClinicalTrials
Glioma 2 D005910 ClinicalTrials
Lymphoma, Non-Hodgkin 2 D008228 ClinicalTrials
Head and Neck Neoplasms 2 D006258 ClinicalTrials
Proctitis 2 D011349 ClinicalTrials
Purpura, Thrombocytopenic, Idiopathic 2 D016553 ClinicalTrials
HIV Wasting Syndrome 2 D019247 ClinicalTrials
Neuroendocrine Tumors 2 D018358 ClinicalTrials
Brain Stem Neoplasms 2 D020295 ClinicalTrials
Amyloidosis 2 D000686 ClinicalTrials
Neuroendocrine Tumors 2 D018358 ClinicalTrials
Lymphoma, Mantle-Cell 2 D020522 ClinicalTrials
Thalassemia 2 D013789 ClinicalTrials
Castleman Disease 2 D005871 ClinicalTrials
Amyloidosis 2 D000686 ClinicalTrials
Lymphoma, Follicular 2 D008224 ClinicalTrials
Waldenstrom Macroglobulinemia 2 D008258 ClinicalTrials
Neuroblastoma 2 D009447 ClinicalTrials
Mouth Neoplasms 2 D009062 ClinicalTrials
Central Nervous System Neoplasms 2 D016543 ClinicalTrials
Histiocytosis, Langerhans-Cell 2 D006646 ClinicalTrials
Sarcoma 2 D012509 ClinicalTrials
Retroviridae Infections 2 D012192 ClinicalTrials
Primary Myelofibrosis 2 D055728 ClinicalTrials
Alzheimer Disease 2 D000544 ClinicalTrials
Sarcoma 2 D012509 ClinicalTrials
Amyotrophic Lateral Sclerosis 2 D000690 ClinicalTrials
Glioma 2 D005910 ClinicalTrials
Melanoma 2 D008545 ClinicalTrials
Lupus Erythematosus, Discoid 2 D008179 ClinicalTrials
HIV Infections 2 D015658 ClinicalTrials
Spondylitis, Ankylosing 2 D013167 ClinicalTrials
Leukemia, Lymphocytic, Chronic, B-Cell 2 D015451 ClinicalTrials
Colonic Neoplasms 2 D003110 ClinicalTrials
Hepatitis C 2 D006526 ClinicalTrials
Cholangitis, Sclerosing 2 D015209 ClinicalTrials
Carcinoma, Non-Small-Cell Lung 2 D002289 ClinicalTrials
Lymphoma, Follicular 2 D008224 ClinicalTrials
Hodgkin Disease 2 D006689 ClinicalTrials
Lymphoma, B-Cell, Marginal Zone 2 D018442 ClinicalTrials
Primary Myelofibrosis 2 D055728 ClinicalTrials
Epilepsy 1 D004827 ClinicalTrials
Scleroderma, Systemic 1 D012595 ClinicalTrials
Endometriosis 1 D004715 ClinicalTrials

Related Entries

MCS

Scaffolds

Side Effects from Label

Side effects Relative Frequency (%) Labels
General disorders and administration site conditions Asthenia 79.4
General disorders and administration site conditions Fatigue 79.4
Endocrine disorders Hyperglycaemia 79.4
Endocrine disorders Hyperglycaemia 72.5
Metabolism and nutrition disorders Hypocalcaemia 71.6
General disorders and administration site conditions Asthenia 70.6
General disorders and administration site conditions Fatigue 70.6
Gastrointestinal disorders Gastrointestinal disorder 69.2
Nervous system disorders Nervous system disorder 68.8
General disorders and administration site conditions Pain 64.7
Gastrointestinal disorders Gastrointestinal disorder
General disorders and administration site conditions Pain 62.7
Infections and infestations Infection
Infections and infestations Infestation
Nervous system disorders Nervous system disorder
Infections and infestations Infection 59.4
Infections and infestations Infestation 59.4
Metabolism and nutrition disorders Hypocalcaemia 58.8
General disorders and administration site conditions Oedema 56.9
Gastrointestinal disorders Constipation 54.9
Nervous system disorders Neuropathy peripheral 53.9
Gastrointestinal disorders Constipation 49.6
Metabolism and nutrition disorders Hyponatraemia 48.0
Nervous system disorders Insomnia 47.1
General disorders and administration site conditions Oedema 46.1
Metabolism and nutrition disorders Hyponatraemia 43.1
Blood and lymphatic system disorders Neutropenia 42.7
Cardiac disorders Dyspnoea 42.2
Psychiatric disorders Mental disorder
Metabolism and nutrition disorders Malnutrition 41.0
Nervous system disorders Muscular weakness 40.2
Vascular disorders Angiopathy 39.3
Psychiatric disorders Mental disorder 38.5
Metabolism and nutrition disorders Malnutrition
Endocrine disorders Endocrine disorder 37.5
Nervous system disorders Somnolence 37.5
Nervous system disorders Muscular weakness 37.3
Musculoskeletal and connective tissue disorders Bone pain 36.3
Nervous system disorders Somnolence 36.1
Cardiac disorders Oedema peripheral 34.2
Skin and subcutaneous tissue disorders Dermatitis
Skin and subcutaneous tissue disorders Dermatitis 31.4
Cardiac disorders Dyspnoea 31.4
Skin and subcutaneous tissue disorders Rash
Skin and subcutaneous tissue disorders Rash 31.4
Musculoskeletal and connective tissue disorders Bone pain 30.4
Skin and subcutaneous tissue disorders Dermatitis 30.4
Skin and subcutaneous tissue disorders Rash 30.4
Skin and subcutaneous tissue disorders Skin exfoliation 30.4
Blood and lymphatic system disorders Neutropenia 29.5
Nervous system disorders Confusional state 28.4
Gastrointestinal disorders Constipation 28.4
General disorders and administration site conditions Decreased appetite 28.4
General disorders and administration site conditions Feeling abnormal 28.4
Gastrointestinal disorders Nausea 28.4
Blood and lymphatic system disorders Febrile neutropenia 27.5
Infections and infestations Infection 27.5
Nervous system disorders Neuropathy peripheral 27.5
Nervous system disorders Tremor 26.5
Blood and lymphatic system disorders Leukopenia 25.8
Nervous system disorders Agitation 25.5
Psychiatric disorders Anxiety 25.5
General disorders and administration site conditions Pain 25.5
Nervous system disorders Tremor 25.5
Skin and subcutaneous tissue disorders Dermatitis 25.0
Blood and lymphatic system disorders Leukopenia 25.0
Skin and subcutaneous tissue disorders Rash 25.0
Cardiac disorders Oedema peripheral
General disorders and administration site conditions Decreased appetite 24.5
General disorders and administration site conditions Pain 24.5
General disorders and administration site conditions Asthenia 23.9
Investigations Body temperature increased 23.5
Psychiatric disorders Depression 23.5
Endocrine disorders Endocrine disorder
Endocrine disorders Endocrine disorder 22.9
Vascular disorders Angiopathy
Vascular disorders Embolism 22.5
Blood and lymphatic system disorders Febrile neutropenia 22.5
Nervous system disorders Headache 22.5
Metabolism and nutrition disorders Hypokalaemia 22.5
Infections and infestations Infection 22.5
Nervous system disorders Insomnia 22.5
Gastrointestinal disorders Nausea 22.5
Vascular disorders Thrombosis 22.5
Investigations Weight decreased 22.5
Endocrine disorders Endocrine disorder 22.2
General disorders and administration site conditions Asthenia 21.9
Investigations Body temperature increased 21.9
Psychiatric disorders Depression 21.6
Nervous system disorders Neuropathy peripheral 21.6
Investigations Weight increased 21.6
General disorders and administration site conditions Asthenia 21.4
General disorders and administration site conditions Fatigue 21.4
Gastrointestinal disorders Constipation
Skin and subcutaneous tissue disorders Dermatitis 20.8
Skin and subcutaneous tissue disorders Rash 20.8
Skin and subcutaneous tissue disorders Dry skin 20.6
Investigations Weight decreased 20.6
General disorders and administration site conditions Asthenia
Nervous system disorders Nervous system disorder 20.1
Investigations Body temperature increased 19.6
Cardiac disorders Dizziness 19.6
Nervous system disorders Headache 19.6
Metabolism and nutrition disorders Hyperkalaemia 19.6
Investigations Body temperature increased 19.4
Cardiac disorders Dizziness 19.4
Gastrointestinal disorders Diarrhoea 18.8
Cardiac disorders Dizziness 18.8
Nervous system disorders Headache 18.8
Skin and subcutaneous tissue disorders Rash maculo-papular 18.8
Gastrointestinal disorders Diarrhoea 18.7
Cardiac disorders Dizziness 18.7
Nervous system disorders Headache 18.7
Skin and subcutaneous tissue disorders Rash maculo-papular 18.7
Respiratory, thoracic and mediastinal disorders Cough 18.6
Gastrointestinal disorders Dyspepsia 18.6
Metabolism and nutrition disorders Hyperkalaemia 18.6
Infections and infestations Infection 18.6
Blood and lymphatic system disorders Neutropenia 18.6
Vascular disorders Angiopathy 17.9
Skin and subcutaneous tissue disorders Dermatitis 17.6
Infections and infestations Infection 17.6
Blood and lymphatic system disorders Neutropenia 17.6
Skin and subcutaneous tissue disorders Rash 17.6
Skin and subcutaneous tissue disorders Skin exfoliation 17.6
Investigations Body temperature increased
Investigations Body temperature increased 17.1
Gastrointestinal disorders Diarrhoea
Gastrointestinal disorders Diarrhoea 17.1
Gastrointestinal disorders Diarrhoea 16.7
Nervous system disorders Headache 16.7
Endocrine disorders Hyperglycaemia 16.7
Blood and lymphatic system disorders Leukopenia 16.7
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 16.7
Musculoskeletal and connective tissue disorders Myalgia 16.7
Skin and subcutaneous tissue disorders Rash maculo-papular 16.7
Blood and lymphatic system disorders Leukopenia 16.6
Nervous system disorders Altered state of consciousness 15.7
Nervous system disorders Depressed level of consciousness 15.7
Vascular disorders Hypotension 15.7
Nervous system disorders Neuropathy peripheral 15.7
Nervous system disorders Paraesthesia 15.6
General disorders and administration site conditions Asthenia
General disorders and administration site conditions Fatigue
Endocrine disorders Hyperglycaemia 15.4
Cardiac disorders Cardiac disorder 15.0
Infections and infestations Pneumonia 15.0
Respiratory, thoracic and mediastinal disorders Cough 14.7
Vascular disorders Hypotension 14.7
Metabolism and nutrition disorders Malnutrition
General disorders and administration site conditions Pain 14.7
Blood and lymphatic system disorders Anaemia 14.5
Metabolism and nutrition disorders Malnutrition 14.1
Cardiac disorders Dizziness
Endocrine disorders Hyperglycaemia
Nervous system disorders Agitation 13.7
Blood and lymphatic system disorders Anaemia 13.7
Psychiatric disorders Anxiety 13.7
General disorders and administration site conditions Asthenia 13.7
Cardiac disorders Dizziness 13.7
General disorders and administration site conditions Fatigue 13.7
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 13.7
Musculoskeletal and connective tissue disorders Myalgia 13.7
General disorders and administration site conditions Oedema 13.2
Vascular disorders Deep vein thrombosis 12.8
Gastrointestinal disorders Nausea 12.8
Musculoskeletal and connective tissue disorders Arthralgia 12.7
Vascular disorders Embolism 12.7
Metabolism and nutrition disorders Hyponatraemia 12.7
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 12.7
Vascular disorders Thrombosis 12.7
Investigations Weight increased 12.7
Blood and lymphatic system disorders Anaemia 12.5
Investigations Aspartate aminotransferase increased 12.5
Nervous system disorders Headache 12.5
General disorders and administration site conditions Hyperhidrosis 12.5
Blood and lymphatic system disorders Lymphadenopathy 12.5
Gastrointestinal disorders Nausea 12.5
Nervous system disorders Tremor
Blood and lymphatic system disorders Lymphopenia 12.1
Infections and infestations Pneumonia
General disorders and administration site conditions Asthenia 11.8
Nervous system disorders Confusional state 11.8
Gastrointestinal disorders Diarrhoea 11.8
Gastrointestinal disorders Dry mouth 11.8
Cardiac disorders Dyspnoea 11.8
General disorders and administration site conditions Fatigue 11.8
General disorders and administration site conditions Feeling abnormal 11.8
Endocrine disorders Hyperglycaemia 11.8
Vascular disorders Hypertension 11.8
Gastrointestinal disorders Vomiting 11.8
Cardiac disorders Cardiac disorder
Gastrointestinal disorders Nausea
Psychiatric disorders Anxiety 11.5
Vascular disorders Deep vein thrombosis 11.5
Gastrointestinal disorders Dyspepsia 11.5
Respiratory, thoracic and mediastinal disorders Mediastinal disorder 11.5
Nervous system disorders Paraesthesia 11.5
Gastrointestinal disorders Abdominal pain
General disorders and administration site conditions Chills
General disorders and administration site conditions Chills 11.4
Gastrointestinal disorders Gastrointestinal pain
Nervous system disorders Headache
Nervous system disorders Headache 11.4
General disorders and administration site conditions Hyperhidrosis
General disorders and administration site conditions Hyperhidrosis 11.4
Nervous system disorders Paraesthesia
Nervous system disorders Paraesthesia 11.4
Infections and infestations Rhinitis
Infections and infestations Rhinitis 11.4
Nervous system disorders Somnolence
Nervous system disorders Somnolence 11.4
Blood and lymphatic system disorders Thrombocytopenia 11.3
Skin and subcutaneous tissue disorders Acne 11.1
Infections and infestations Candida infection 11.1
Gastrointestinal disorders Diarrhoea 11.1
Gastrointestinal disorders Gastrointestinal disorder 11.1
Renal and urinary disorders Haematuria 11.1
Gastrointestinal disorders Oral candidiasis 11.1
Musculoskeletal and connective tissue disorders Bone pain 10.8
Skin and subcutaneous tissue disorders Dry skin 10.8
Vascular disorders Hypertension 10.8
Metabolism and nutrition disorders Hyponatraemia 10.8
Psychiatric disorders Depression 10.3
Nervous system disorders Peripheral sensory neuropathy 10.3
Blood and lymphatic system disorders Thrombocytopenia 9.84
Musculoskeletal and connective tissue disorders Arthralgia 9.8
Cardiac disorders Dyspnoea 9.8
Nervous system disorders Muscular weakness 9.8
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 9.8
Psychiatric disorders Anxiety
Gastrointestinal disorders Gastrointestinal disorder
Nervous system disorders Agitation 9.4
General disorders and administration site conditions Chills 9.4
Gastrointestinal disorders Constipation 9.4
General disorders and administration site conditions Decreased appetite 9.4
Gastrointestinal disorders Dry mouth 9.4
Infections and infestations Fungal skin infection 9.4
Metabolism and nutrition disorders Hyperlipidaemia 9.4
Nervous system disorders Insomnia 9.4
Congenital, familial and genetic disorders Multiple congenital abnormalities 9.4
Psychiatric disorders Nervousness 9.4
Psychiatric disorders Tension 9.4
Nervous system disorders Agitation 9.38
General disorders and administration site conditions Chills 9.38
Gastrointestinal disorders Constipation 9.38
General disorders and administration site conditions Decreased appetite 9.38
Gastrointestinal disorders Dry mouth 9.38
Infections and infestations Fungal skin infection 9.38
Metabolism and nutrition disorders Hyperlipidaemia 9.38
Nervous system disorders Insomnia 9.38
Congenital, familial and genetic disorders Multiple congenital abnormalities 9.38
Psychiatric disorders Nervousness 9.38
Psychiatric disorders Tension 9.38
Gastrointestinal disorders Dyspepsia
Vascular disorders Embolism 8.82
Vascular disorders Hypertension 8.82
Metabolism and nutrition disorders Hypocalcaemia 8.82
Vascular disorders Thrombosis 8.82
Nervous system disorders Nervous system disorder
Blood and lymphatic system disorders Anaemia 8.6
Blood and lymphatic system disorders Leukopenia 8.6
Blood and lymphatic system disorders Lymphadenopathy 8.6
Blood and lymphatic system disorders Anaemia
Blood and lymphatic system disorders Leukopenia
Blood and lymphatic system disorders Lymphadenopathy
Renal and urinary disorders Albuminuria 8.33
General disorders and administration site conditions Asthenia 8.33
General disorders and administration site conditions Discomfort 8.33
Gastrointestinal disorders Dry mouth 8.33
Psychiatric disorders Erectile dysfunction 8.33
General disorders and administration site conditions Feeling abnormal 8.33
Gastrointestinal disorders Flatulence 8.33
General disorders and administration site conditions Ill-defined disorder 8.33
Infections and infestations Infection 8.33
General disorders and administration site conditions Malaise 8.33
Nervous system disorders Neuropathy peripheral 8.33
Cardiac disorders Oedema peripheral 8.33
General disorders and administration site conditions Pain 8.33
Gastrointestinal disorders Pharyngitis 8.33
Skin and subcutaneous tissue disorders Pruritus 8.33
Infections and infestations Sinusitis 8.33
Ear and labyrinth disorders Vertigo 8.33
Renal and urinary disorders Albuminuria 8.3
General disorders and administration site conditions Asthenia 8.3
General disorders and administration site conditions Discomfort 8.3
Gastrointestinal disorders Dry mouth 8.3
Psychiatric disorders Erectile dysfunction 8.3
General disorders and administration site conditions Feeling abnormal 8.3
Gastrointestinal disorders Flatulence 8.3
General disorders and administration site conditions Ill-defined disorder 8.3
Infections and infestations Infection 8.3
General disorders and administration site conditions Malaise 8.3
Nervous system disorders Neuropathy peripheral 8.3
Cardiac disorders Oedema peripheral 8.3
General disorders and administration site conditions Pain 8.3
Gastrointestinal disorders Pharyngitis 8.3
Skin and subcutaneous tissue disorders Pruritus 8.3
Infections and infestations Sinusitis 8.3
Ear and labyrinth disorders Vertigo 8.3
Psychiatric disorders Depression
General disorders and administration site conditions Oedema
Psychiatric disorders Mental disorder 8.12
Gastrointestinal disorders Constipation 7.84
Gastrointestinal disorders Dyspepsia 7.84
General disorders and administration site conditions Pain 7.84
Infections and infestations Pneumonia 7.26
Blood and lymphatic system disorders Lymphopenia 7.25
Vascular disorders Hypotension 6.86
Nervous system disorders Neuropathy peripheral 6.86
Respiratory, thoracic and mediastinal disorders Pulmonary embolism 6.84
Nervous system disorders Paraesthesia
Infections and infestations Candida infection 6.3
Infections and infestations Infection 6.3
Gastrointestinal disorders Oral candidiasis 6.3
Gastrointestinal disorders Pharyngitis 6.3
Skin and subcutaneous tissue disorders Pruritus 6.3
Infections and infestations Candida infection 6.25
Infections and infestations Infection 6.25
Gastrointestinal disorders Oral candidiasis 6.25
Gastrointestinal disorders Pharyngitis 6.25
Skin and subcutaneous tissue disorders Pruritus 6.25
Vascular disorders Angiopathy
Infections and infestations Pneumonia
Nervous system disorders Confusional state 5.88
Gastrointestinal disorders Dry mouth 5.88
Blood and lymphatic system disorders Febrile neutropenia 5.88
General disorders and administration site conditions Feeling abnormal 5.88
Metabolism and nutrition disorders Hypocalcaemia 5.88
Infections and infestations Infection 5.88
Nervous system disorders Muscular weakness 5.88
General disorders and administration site conditions Oedema 5.88
Nervous system disorders Tremor 5.88
Renal and urinary disorders Albuminuria
Investigations Aspartate aminotransferase increased
General disorders and administration site conditions Decreased appetite
Gastrointestinal disorders Dry mouth
Gastrointestinal disorders Flatulence
Nervous system disorders Insomnia
General disorders and administration site conditions Pain
Gastrointestinal disorders Pharyngitis
Skin and subcutaneous tissue disorders Pruritus
Skin and subcutaneous tissue disorders Rash maculo-papular
Infections and infestations Sinusitis
Renal and urinary disorders Albuminuria 5.7
Investigations Aspartate aminotransferase increased 5.7
General disorders and administration site conditions Decreased appetite 5.7
Gastrointestinal disorders Dry mouth 5.7
Gastrointestinal disorders Flatulence 5.7
Nervous system disorders Insomnia 5.7
General disorders and administration site conditions Pain 5.7
Gastrointestinal disorders Pharyngitis 5.7
Skin and subcutaneous tissue disorders Pruritus 5.7
Skin and subcutaneous tissue disorders Rash maculo-papular 5.7
Infections and infestations Sinusitis 5.7
Blood and lymphatic system disorders Anaemia 5.6
General disorders and administration site conditions Asthenia 5.6
Musculoskeletal and connective tissue disorders Back pain 5.6
Infections and infestations Fungal skin infection 5.6
Metabolism and nutrition disorders Hyperlipidaemia 5.6
Injury, poisoning and procedural complications Injury 5.6
Blood and lymphatic system disorders Lymphadenopathy 5.6
Respiratory, thoracic and mediastinal disorders Mediastinal disorder
Nervous system disorders Paraesthesia 5.6
Blood and lymphatic system disorders Anaemia 5.56
General disorders and administration site conditions Asthenia 5.56
Musculoskeletal and connective tissue disorders Back pain 5.56
Infections and infestations Fungal skin infection 5.56
Metabolism and nutrition disorders Hyperlipidaemia 5.56
Injury, poisoning and procedural complications Injury 5.56
Blood and lymphatic system disorders Lymphadenopathy 5.56
Nervous system disorders Paraesthesia 5.56
Nervous system disorders Peripheral sensory neuropathy
Vascular disorders Embolism 4.9
Blood and lymphatic system disorders Febrile neutropenia 4.9
Infections and infestations Infection 4.9
Nervous system disorders Insomnia 4.9
Gastrointestinal disorders Nausea 4.9
Nervous system disorders Neuropathy peripheral 4.9
Vascular disorders Thrombosis 4.9
General disorders and administration site conditions Asthenia 4.7
Cardiac disorders Atrial fibrillation 4.7
Musculoskeletal and connective tissue disorders Back pain 4.2
Infections and infestations Candida infection 4.2
General disorders and administration site conditions Chills 4.2
Gastrointestinal disorders Constipation 4.2
Gastrointestinal disorders Diarrhoea 4.2
Cardiac disorders Dizziness 4.2
Endocrine disorders Endocrine disorder 4.2
General disorders and administration site conditions Face oedema 4.2
Infections and infestations Fungal skin infection 4.2
Injury, poisoning and procedural complications Injury 4.2
Musculoskeletal and connective tissue disorders Musculoskeletal stiffness 4.2
Skin and subcutaneous tissue disorders Nail disorder 4.2
Gastrointestinal disorders Nausea 4.2
Musculoskeletal and connective tissue disorders Neck pain 4.2
Musculoskeletal and connective tissue disorders Nuchal rigidity 4.2
Cardiac disorders Oedema peripheral 4.2
Gastrointestinal disorders Oral candidiasis 4.2
Gastrointestinal disorders Pharyngitis 4.2
Skin and subcutaneous tissue disorders Rash maculo-papular 4.2
Infections and infestations Rhinitis 4.2
Infections and infestations Sinusitis 4.2
Gastrointestinal disorders Toothache 4.2
Nervous system disorders Tremor 4.2
Gastrointestinal disorders Abdominal pain 4.17
Musculoskeletal and connective tissue disorders Back pain 4.17
Infections and infestations Candida infection 4.17
General disorders and administration site conditions Chills 4.17
Gastrointestinal disorders Constipation 4.17
Gastrointestinal disorders Diarrhoea 4.17
Cardiac disorders Dizziness 4.17
Endocrine disorders Endocrine disorder 4.17
General disorders and administration site conditions Face oedema 4.17
Infections and infestations Fungal skin infection 4.17
Gastrointestinal disorders Gastrointestinal pain 4.17
Injury, poisoning and procedural complications Injury 4.17
Musculoskeletal and connective tissue disorders Musculoskeletal stiffness 4.17
Skin and subcutaneous tissue disorders Nail disorder 4.17
Gastrointestinal disorders Nausea 4.17
Musculoskeletal and connective tissue disorders Neck pain 4.17
Musculoskeletal and connective tissue disorders Nuchal rigidity 4.17
Cardiac disorders Oedema peripheral 4.17
Gastrointestinal disorders Oral candidiasis 4.17
Gastrointestinal disorders Pharyngitis 4.17
Skin and subcutaneous tissue disorders Rash maculo-papular 4.17
Infections and infestations Rhinitis 4.17
Infections and infestations Sinusitis 4.17
Gastrointestinal disorders Toothache 4.17
Nervous system disorders Tremor 4.17
General disorders and administration site conditions Decreased appetite 3.92
Skin and subcutaneous tissue disorders Dermatitis 3.92
Cardiac disorders Dyspnoea 3.92
Endocrine disorders Hyperglycaemia 3.92
Metabolism and nutrition disorders Hypocalcaemia 3.92
Metabolism and nutrition disorders Hypokalaemia 3.92
Infections and infestations Infection 3.92
Blood and lymphatic system disorders Neutropenia 3.92
General disorders and administration site conditions Oedema 3.92
General disorders and administration site conditions Pain 3.92
Skin and subcutaneous tissue disorders Rash 3.92
Skin and subcutaneous tissue disorders Skin exfoliation 3.92
Cardiac disorders Atrial fibrillation
Psychiatric disorders Mental disorder
Cardiac disorders Dizziness 3.42
Nervous system disorders Loss of consciousness 3.42
Nervous system disorders Neuropathy peripheral 3.42
Blood and lymphatic system disorders Neutropenia 3.42
Vascular disorders Shock 3.42
Cardiac disorders Syncope 3.42
Investigations Weight increased 3.42
Gastrointestinal disorders Abdominal pain 3.12
Skin and subcutaneous tissue disorders Acne 3.12
Renal and urinary disorders Albuminuria 3.12
Gastrointestinal disorders Gastrointestinal pain 3.12
Skin and subcutaneous tissue disorders Nail disorder 3.12
Cardiac disorders Oedema peripheral 3.12
General disorders and administration site conditions Pain 3.12
Infections and infestations Sinusitis 3.12
Skin and subcutaneous tissue disorders Acne 3.1
Renal and urinary disorders Albuminuria 3.1
Skin and subcutaneous tissue disorders Nail disorder 3.1
Cardiac disorders Oedema peripheral 3.1
General disorders and administration site conditions Pain 3.1
Infections and infestations Sinusitis 3.1
Bronchopneumonia 2.99
Gastrointestinal disorders Constipation 2.99
Metabolism and nutrition disorders Hypokalaemia 2.99
Blood and lymphatic system disorders Neutropenia 2.99
Nervous system disorders Agitation 2.94
Nervous system disorders Altered state of consciousness 2.94
Psychiatric disorders Anxiety 2.94
General disorders and administration site conditions Asthenia 2.94
Investigations Body temperature increased 2.94
Musculoskeletal and connective tissue disorders Bone pain 2.94
Nervous system disorders Confusional state 2.94
Nervous system disorders Depressed level of consciousness 2.94
Gastrointestinal disorders Diarrhoea 2.94
Cardiac disorders Dyspnoea 2.94
Vascular disorders Embolism 2.94
General disorders and administration site conditions Fatigue 2.94
General disorders and administration site conditions Feeling abnormal 2.94
Nervous system disorders Headache 2.94
Vascular disorders Hypotension 2.94
Nervous system disorders Muscular weakness 2.94
Nervous system disorders Neuropathy peripheral 2.94
General disorders and administration site conditions Pain 2.94
Vascular disorders Thrombosis 2.94
General disorders and administration site conditions Asthenia 2.9
Renal and urinary disorders Haematuria 2.9
Metabolism and nutrition disorders Hyperlipidaemia 2.9
Infections and infestations Infection 2.9
Injury, poisoning and procedural complications Injury 2.9
Gastrointestinal disorders Nausea 2.9
General disorders and administration site conditions Asthenia
Renal and urinary disorders Haematuria
Metabolism and nutrition disorders Hyperlipidaemia
Infections and infestations Infection
Injury, poisoning and procedural complications Injury
Gastrointestinal disorders Nausea
Investigations Aspartate aminotransferase increased 2.8
Gastrointestinal disorders Constipation 2.8
General disorders and administration site conditions Decreased appetite 2.8
Psychiatric disorders Erectile dysfunction 2.8
Psychiatric disorders Nervousness 2.8
Skin and subcutaneous tissue disorders Pruritus 2.8
Psychiatric disorders Tension 2.8
Gastrointestinal disorders Abdominal pain 2.78
Investigations Aspartate aminotransferase increased 2.78
Gastrointestinal disorders Constipation 2.78
General disorders and administration site conditions Decreased appetite 2.78
Psychiatric disorders Erectile dysfunction 2.78
Gastrointestinal disorders Gastrointestinal pain 2.78
Psychiatric disorders Nervousness 2.78
Skin and subcutaneous tissue disorders Pruritus 2.78
Psychiatric disorders Tension 2.78
Blood and lymphatic system disorders Neutropenia
Nervous system disorders Cerebrovascular accident 2.56
Cardiac disorders Myocardial ischaemia 2.56
Psychiatric disorders Anxiety 2.14
Nervous system disorders Confusional state 2.14
General disorders and administration site conditions Feeling abnormal 2.14
Ear and labyrinth disorders Vertigo 2.14
Musculoskeletal and connective tissue disorders Arthralgia 1.96
General disorders and administration site conditions Asthenia 1.96
Musculoskeletal and connective tissue disorders Bone pain 1.96
Nervous system disorders Confusional state 1.96
General disorders and administration site conditions Decreased appetite 1.96
Psychiatric disorders Depression 1.96
Skin and subcutaneous tissue disorders Dermatitis 1.96
Vascular disorders Embolism 1.96
General disorders and administration site conditions Fatigue 1.96
Blood and lymphatic system disorders Febrile neutropenia 1.96
General disorders and administration site conditions Feeling abnormal 1.96
Endocrine disorders Hyperglycaemia 1.96
Metabolism and nutrition disorders Hyperkalaemia 1.96
Metabolism and nutrition disorders Hyponatraemia 1.96
Vascular disorders Hypotension 1.96
Infections and infestations Infection 1.96
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 1.96
Blood and lymphatic system disorders Neutropenia 1.96
General disorders and administration site conditions Pain 1.96
Skin and subcutaneous tissue disorders Rash 1.96
Skin and subcutaneous tissue disorders Skin exfoliation 1.96
Vascular disorders Thrombosis 1.96
Gastrointestinal disorders Vomiting 1.96
Investigations Weight decreased 1.96
General disorders and administration site conditions Asthenia
Vascular disorders Deep vein thrombosis
Respiratory, thoracic and mediastinal disorders Pulmonary embolism
Investigations Weight increased
Blood and lymphatic system disorders Leukopenia 1.71
Psychiatric disorders Anxiety
Bronchopneumonia
Metabolism and nutrition disorders Hypokalaemia
Blood and lymphatic system disorders Neutropenia
Nervous system disorders Agitation 0.98
Psychiatric disorders Anxiety 0.98
Investigations Body temperature increased 0.98
Gastrointestinal disorders Constipation 0.98
Psychiatric disorders Depression 0.98
Gastrointestinal disorders Diarrhoea 0.98
Cardiac disorders Dizziness 0.98
Gastrointestinal disorders Dyspepsia 0.98
Metabolism and nutrition disorders Hyperkalaemia 0.98
Vascular disorders Hypertension 0.98
Metabolism and nutrition disorders Hypocalcaemia 0.98
Metabolism and nutrition disorders Hypokalaemia 0.98
Infections and infestations Infection 0.98
Nervous system disorders Muscular weakness 0.98
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 0.98
Musculoskeletal and connective tissue disorders Myalgia 0.98
Gastrointestinal disorders Nausea 0.98
Nervous system disorders Neuropathy peripheral 0.98
Blood and lymphatic system disorders Neutropenia 0.98
Nervous system disorders Tremor 0.98
Gastrointestinal disorders Vomiting 0.98
Investigations Weight decreased 0.98
Investigations Weight increased 0.98
Nervous system disorders Confusional state
Gastrointestinal disorders Constipation
General disorders and administration site conditions Feeling abnormal
Cardiac disorders Myocardial ischaemia
Blood and lymphatic system disorders Anaemia
Nervous system disorders Cerebrovascular accident
Cardiac disorders Dizziness
Blood and lymphatic system disorders Leukopenia
Nervous system disorders Loss of consciousness
Vascular disorders Shock
Cardiac disorders Syncope

Adverse Reactions

SOC By Demographic Distribution
System Organ Classification (SOC)
Relative Frequency (%)
General disorders and administration site conditions
14.73
Nervous system disorders
11.34
Vascular disorders
7.49
Respiratory, thoracic and mediastinal disorders
6.76
Gastrointestinal disorders
6.26
Infections and infestations
5.9
Cardiac disorders
5.51
Neoplasms benign, malignant and unspecified (incl cysts and polyps)
5.31
Blood and lymphatic system disorders
5.25
Skin and subcutaneous tissue disorders
5.23
Investigations
4.82
Musculoskeletal and connective tissue disorders
4.53
Injury, poisoning and procedural complications
3.62
Psychiatric disorders
3.57
Metabolism and nutrition disorders
2.59
Renal and urinary disorders
2.36

Cross References

Resources Reference
CAS NUMBER 50-35-1
ChEBI 74947
ChEMBL CHEMBL468
DrugBank DB01041
DrugCentral 2616
EPA CompTox DTXSID9022524
FDA SRS 4Z8R6ORS6L
Human Metabolome Database HMDB0015175
Guide to Pharmacology 7327
KEGG C07910
PharmGKB PA451644
PubChem 5426
SureChEMBL SCHEMBL7581
ZINC ZINC01530948
CONTENTS