LETROZOLE

Search structure
Trade Names:
Synonyms:
Status: Approved (1997)
Entry Type: Small molecule
Molecule Category: Parent
ATC: L02BG04
UNII: 7LKK855W8I

Structure
InChI Key HPJKCIUCZWXJDR-UHFFFAOYSA-N
Smile N#Cc1ccc(C(c2ccc(C#N)cc2)n2cncn2)cc1
InChI
InChI=1S/C17H11N5/c18-9-13-1-5-15(6-2-13)17(22-12-20-11-21-22)16-7-3-14(10-19)4-8-16/h1-8,11-12,17H

Physicochemical Descriptors

Property Name Value
Molecular Formula C17H11N5
Molecular Weight 285.31
AlogP 2.66
Hydrogen Bond Acceptor 5.0
Hydrogen Bond Donor 0.0
Number of Rotational Bond 3.0
Polar Surface Area 78.29
Molecular species NEUTRAL
Aromatic Rings 3.0
Heavy Atoms 22.0

Pharmacology

Action Mechanism of Action Reference
INHIBITOR Cytochrome P450 19A1 inhibitor DailyMed
Primary Target
CYP19A1
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Cytochrome P450 Cytochrome P450 family 11 Cytochrome P450 family 11B Cytochrome P450 11B1
- 2620 - - 16
Enzyme Cytochrome P450 Cytochrome P450 family 11 Cytochrome P450 family 11B Cytochrome P450 11B2
- 1420 - - 26
Enzyme Cytochrome P450 Cytochrome P450 family 17 Cytochrome P450 family 17A Cytochrome P450 17A1
- - - - 7-7
Enzyme Cytochrome P450 Cytochrome P450 family 19 Cytochrome P450 family 19A Cytochrome P450 19A1
- 1-29500 - 0-2 58-99

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Neoplasms 4 D009369 ClinicalTrials
Breast Neoplasms 4 D001943 ClinicalTrials
Hypogonadism 3 D007006 ClinicalTrials
Azoospermia 3 D053713 ClinicalTrials
Osteoporosis 3 D010024 ClinicalTrials
Neoplasm Metastasis 3 D009362 ClinicalTrials
Pregnancy 3 D011247 ClinicalTrials
Hereditary Breast and Ovarian Cancer Syndrome 3 D061325 ClinicalTrials
Carcinoma, Intraductal, Noninfiltrating 3 D002285 ClinicalTrials
Menopause 3 D008593 ClinicalTrials
Polycystic Ovary Syndrome 3 D011085 ClinicalTrials
Infertility 3 D007246 ClinicalTrials
Endometrial Neoplasms 3 D016889 ClinicalTrials
Ovarian Hyperstimulation Syndrome 3 D016471 ClinicalTrials
Endometrial Neoplasms 3 D016889 ClinicalTrials
Anovulation 2 D000858 ClinicalTrials
Ovarian Neoplasms 2 D010051 ClinicalTrials
Lymphangioleiomyomatosis 2 D018192 ClinicalTrials
Dwarfism 2 D004392 ClinicalTrials
Leiomyosarcoma 2 D007890 ClinicalTrials
Uterine Cervical Neoplasms 2 D002583 ClinicalTrials
Endometriosis 2 D004715 ClinicalTrials
Ovarian Neoplasms 2 D010051 ClinicalTrials
Uterine Neoplasms 2 D014594 ClinicalTrials
Fallopian Tube Neoplasms 2 D005185 ClinicalTrials
Inflammatory Breast Neoplasms 2 D058922 ClinicalTrials
Carcinoma 2 D002277 ClinicalTrials
Carcinoma, Lobular 2 D018275 ClinicalTrials
Adrenal Hyperplasia, Congenital 2 D000312 ClinicalTrials
Adenomyosis 2 D062788 ClinicalTrials
Peritoneal Neoplasms 2 D010534 ClinicalTrials
Fallopian Tube Neoplasms 2 D005185 ClinicalTrials
Uterine Neoplasms 2 D014594 ClinicalTrials
Carcinoma, Lobular 2 D018275 ClinicalTrials
Hepatopulmonary Syndrome 2 D020065 ClinicalTrials
Carcinoma, Non-Small-Cell Lung 1 D002289 ClinicalTrials
Leiomyoma 1 D007889 ClinicalTrials
Mesothelioma 1 D008654 ClinicalTrials
Lymphoma, Non-Hodgkin 1 D008228 ClinicalTrials
Brain Neoplasms 0 D001932 ClinicalTrials

Related Entries

Mixture

Side Effects from Label

Side effects Relative Frequency (%) Labels
Musculoskeletal and connective tissue disorders Back pain 70.5
Vascular disorders Angiopathy 53.6
Metabolism and nutrition disorders Hypercholesterolaemia 52.3
General disorders and administration site conditions Flushing 49.7
Vascular disorders Angiopathy
General disorders and administration site conditions Flushing
Musculoskeletal and connective tissue disorders Musculoskeletal disorder 38.2
General disorders and administration site conditions Flushing 38.0
General disorders and administration site conditions Hot flush 38.0
Reproductive system and breast disorders Menopausal symptoms 38.0
Nervous system disorders Nervous system disorder 33.7
General disorders and administration site conditions Asthenia 33.6
General disorders and administration site conditions Flushing 33.5
General disorders and administration site conditions Hot flush 33.5
Reproductive system and breast disorders Menopausal symptoms 33.5
Musculoskeletal and connective tissue disorders Musculoskeletal disorder
Skin and subcutaneous tissue disorders Skin disorder 32.4
Metabolism and nutrition disorders Hypercholesterolaemia 32.2
General disorders and administration site conditions Asthenia
Nervous system disorders Nervous system disorder
Skin and subcutaneous tissue disorders Skin disorder
Metabolism and nutrition disorders Hypercholesterolaemia 28.6
Gastrointestinal disorders Gastrointestinal disorder
Gastrointestinal disorders Gastrointestinal disorder 28.3
Musculoskeletal and connective tissue disorders Arthralgia 25.2
Musculoskeletal and connective tissue disorders Arthritis 25.2
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 25.2
General disorders and administration site conditions Hyperhidrosis 24.2
Cardiac disorders Angina pectoris 24.0
General disorders and administration site conditions Flushing 23.3
General disorders and administration site conditions Hot flush 23.3
Reproductive system and breast disorders Menopausal symptoms 23.3
General disorders and administration site conditions Hyperhidrosis
Musculoskeletal and connective tissue disorders Arthralgia 22.0
Musculoskeletal and connective tissue disorders Bone pain 22.0
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 22.0
Metabolism and nutrition disorders Metabolic disorder 21.5
Musculoskeletal and connective tissue disorders Bone pain 21.0
Metabolism and nutrition disorders Metabolic disorder
General disorders and administration site conditions Flushing 20.7
General disorders and administration site conditions Hot flush 20.7
Reproductive system and breast disorders Menopausal symptoms 20.7
Musculoskeletal and connective tissue disorders Arthralgia 20.5
Musculoskeletal and connective tissue disorders Arthritis 20.5
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 20.5
Nervous system disorders Headache 20.1
Nervous system disorders Headache
Musculoskeletal and connective tissue disorders Back pain 19.0
General disorders and administration site conditions Hot flush 19.0
Reproductive system and breast disorders Menopausal symptoms 19.0
General disorders and administration site conditions Oedema 18.4
Musculoskeletal and connective tissue disorders Arthralgia
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort
Musculoskeletal and connective tissue disorders Back pain 18.0
Cardiac disorders Dyspnoea 18.0
Metabolism and nutrition disorders Hypercholesterolaemia 17.6
General disorders and administration site conditions Night sweats 17.4
Cardiac disorders Angina pectoris 17.0
Cardiac disorders Dyspnoea 17.0
Gastrointestinal disorders Gastrointestinal disorder 17.0
Gastrointestinal disorders Nausea 17.0
Musculoskeletal and connective tissue disorders Back pain 16.8
General disorders and administration site conditions Oedema
Musculoskeletal and connective tissue disorders Arthralgia 16.0
Cardiac disorders Dyspnoea 16.0
General disorders and administration site conditions Hot flush 16.0
Reproductive system and breast disorders Menopausal symptoms 16.0
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 16.0
Metabolism and nutrition disorders Hypercholesterolaemia 15.6
Musculoskeletal and connective tissue disorders Arthralgia 15.5
Musculoskeletal and connective tissue disorders Arthritis 15.5
Metabolism and nutrition disorders Hypercholesterolaemia
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 15.5
Investigations Weight increased 15.4
Cardiac disorders Acute coronary syndrome 15.0
Musculoskeletal and connective tissue disorders Arthralgia 15.0
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 15.0
Cardiac disorders Myocardial infarction 15.0
Gastrointestinal disorders Nausea 15.0
General disorders and administration site conditions Night sweats 14.6
Cardiac disorders Dizziness 14.2
Cardiac disorders Acute coronary syndrome 14.0
Cardiac disorders Myocardial infarction 14.0
Gastrointestinal disorders Nausea 14.0
General disorders and administration site conditions Night sweats 14.0
Musculoskeletal and connective tissue disorders Fracture 13.8
Injury, poisoning and procedural complications Multiple fractures 13.8
Cardiac disorders Dizziness
Reproductive system and breast disorders Vaginal haemorrhage 13.1
General disorders and administration site conditions Asthenia 13.0
Respiratory, thoracic and mediastinal disorders Cough 13.0
General disorders and administration site conditions Fatigue 13.0
Gastrointestinal disorders Nausea 13.0
Investigations Weight increased 12.9
Musculoskeletal and connective tissue disorders Arthralgia 12.6
Musculoskeletal and connective tissue disorders Arthritis 12.6
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 12.6
Psychiatric disorders Mental disorder 12.5
Skin and subcutaneous tissue disorders Dermatitis 12.0
Nervous system disorders Headache 12.0
Skin and subcutaneous tissue disorders Rash 12.0
Gastrointestinal disorders Constipation
Gastrointestinal disorders Nausea 11.6
Gastrointestinal disorders Constipation 11.3
Gastrointestinal disorders Nausea 11.3
General disorders and administration site conditions Asthenia 11.0
Gastrointestinal disorders Constipation 11.0
General disorders and administration site conditions Fatigue 11.0
Gastrointestinal disorders Nausea 11.0
Psychiatric disorders Mental disorder
General disorders and administration site conditions Night sweats 10.7
Musculoskeletal and connective tissue disorders Fracture 10.5
Injury, poisoning and procedural complications Multiple fractures 10.5
General disorders and administration site conditions Asthenia 10.2
General disorders and administration site conditions Discomfort 10.2
General disorders and administration site conditions Fatigue 10.2
General disorders and administration site conditions Feeling abnormal 10.2
General disorders and administration site conditions Ill-defined disorder 10.2
General disorders and administration site conditions Lethargy 10.2
General disorders and administration site conditions Malaise 10.2
Musculoskeletal and connective tissue disorders Fracture 10.1
Injury, poisoning and procedural complications Multiple fractures 10.1
Gastrointestinal disorders Constipation 10.0
Musculoskeletal and connective tissue disorders Pain in extremity 10.0
General disorders and administration site conditions Asthenia 9.6
General disorders and administration site conditions Discomfort 9.6
General disorders and administration site conditions Fatigue 9.6
General disorders and administration site conditions Feeling abnormal 9.6
General disorders and administration site conditions Ill-defined disorder 9.6
General disorders and administration site conditions Lethargy 9.6
General disorders and administration site conditions Malaise 9.6
Investigations Weight increased 9.48
Gastrointestinal disorders Abdominal pain 9.0
Cardiac disorders Chest pain 9.0
Gastrointestinal disorders Constipation 9.0
Cardiac disorders Dyspnoea 9.0
Gastrointestinal disorders Gastrointestinal pain 9.0
Nervous system disorders Headache 9.0
Gastrointestinal disorders Nausea 9.0
Nervous system disorders Somnolence 9.0
Gastrointestinal disorders Vomiting 9.0
Investigations Weight increased 9.0
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 8.86
Musculoskeletal and connective tissue disorders Myalgia 8.86
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 8.66
Musculoskeletal and connective tissue disorders Myalgia 8.66
Gastrointestinal disorders Nausea 8.62
Musculoskeletal and connective tissue disorders Fracture 8.5
Injury, poisoning and procedural complications Multiple fractures 8.5
Gastrointestinal disorders Nausea
Reproductive system and breast disorders Vaginal haemorrhage 8.02
Gastrointestinal disorders Abdominal pain 8.0
Musculoskeletal and connective tissue disorders Arthralgia 8.0
General disorders and administration site conditions Asthenia 8.0
Cardiac disorders Chest pain 8.0
Respiratory, thoracic and mediastinal disorders Cough 8.0
Gastrointestinal disorders Diarrhoea 8.0
General disorders and administration site conditions Fatigue 8.0
Gastrointestinal disorders Gastrointestinal pain 8.0
Nervous system disorders Headache 8.0
Vascular disorders Hypertension 8.0
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 8.0
Cardiac disorders Oedema peripheral 8.0
Musculoskeletal and connective tissue disorders Pain in extremity 8.0
Gastrointestinal disorders Vomiting 8.0
Investigations Weight increased 7.97
Gastrointestinal disorders Nausea 7.12
Musculoskeletal and connective tissue disorders Fracture 7.11
Injury, poisoning and procedural complications Multiple fractures 7.11
Reproductive system and breast disorders Breast pain 7.0
Cardiac disorders Chest pain 7.0
Gastrointestinal disorders Constipation 7.0
Respiratory, thoracic and mediastinal disorders Cough 7.0
Cardiac disorders Dizziness 7.0
Cardiac disorders Dyspnoea 7.0
Nervous system disorders Headache 7.0
Vascular disorders Hypertension 7.0
Nervous system disorders Insomnia 7.0
Blood and lymphatic system disorders Lymphoedema 7.0
General disorders and administration site conditions Pain 7.0
Gastrointestinal disorders Vomiting 7.0
Investigations Weight decreased 7.0
Gastrointestinal disorders Nausea 6.95
Musculoskeletal and connective tissue disorders Arthritis 6.75
General disorders and administration site conditions Oedema 6.7
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 6.67
Musculoskeletal and connective tissue disorders Myalgia 6.67
Reproductive system and breast disorders Vaginal haemorrhage
General disorders and administration site conditions Oedema 6.54
Infections and infestations Infection 6.48
Infections and infestations Infestation 6.48
Musculoskeletal and connective tissue disorders Fracture 6.44
Injury, poisoning and procedural complications Multiple fractures 6.44
Infections and infestations Infection
Infections and infestations Infestation
General disorders and administration site conditions Asthenia 6.27
General disorders and administration site conditions Discomfort 6.27
General disorders and administration site conditions Fatigue 6.27
General disorders and administration site conditions Feeling abnormal 6.27
General disorders and administration site conditions Ill-defined disorder 6.27
General disorders and administration site conditions Lethargy 6.27
General disorders and administration site conditions Malaise 6.27
Musculoskeletal and connective tissue disorders Fracture 6.21
Injury, poisoning and procedural complications Multiple fractures 6.21
Gastrointestinal disorders Abdominal pain 6.0
Musculoskeletal and connective tissue disorders Arthritis 6.0
General disorders and administration site conditions Asthenia 6.0
Cardiac disorders Chest pain 6.0
Gastrointestinal disorders Constipation 6.0
Respiratory, thoracic and mediastinal disorders Cough 6.0
General disorders and administration site conditions Decreased appetite 6.0
Skin and subcutaneous tissue disorders Dermatitis 6.0
Gastrointestinal disorders Diarrhoea 6.0
Gastrointestinal disorders Dyspepsia 6.0
General disorders and administration site conditions Fatigue 6.0
Gastrointestinal disorders Gastrointestinal pain 6.0
General disorders and administration site conditions Hot flush 6.0
Metabolism and nutrition disorders Hypercholesterolaemia 6.0
Vascular disorders Hypertension 6.0
Infections and infestations Infection 6.0
Infections and infestations Infestation 6.0
Infections and infestations Influenza 6.0
Reproductive system and breast disorders Menopausal symptoms 6.0
Musculoskeletal and connective tissue disorders Musculoskeletal chest pain 6.0
Cardiac disorders Oedema peripheral 6.0
Metabolism and nutrition disorders Osteoporosis 6.0
Skin and subcutaneous tissue disorders Rash 6.0
Infections and infestations Urinary tract infection 6.0
Infections and infestations Viral infection 6.0
Investigations Weight increased 6.0
General disorders and administration site conditions Asthenia 5.91
General disorders and administration site conditions Discomfort 5.91
General disorders and administration site conditions Fatigue 5.91
General disorders and administration site conditions Feeling abnormal 5.91
General disorders and administration site conditions Ill-defined disorder 5.91
General disorders and administration site conditions Lethargy 5.91
General disorders and administration site conditions Malaise 5.91
Nervous system disorders Insomnia 5.81
Investigations Weight decreased 5.72
Musculoskeletal and connective tissue disorders Back pain 5.56
Gastrointestinal disorders Diarrhoea
Cardiac disorders Dyspnoea 5.46
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 5.46
Musculoskeletal and connective tissue disorders Myalgia 5.46
Reproductive system and breast disorders Vulvovaginal dryness 5.35
Cardiac disorders Dyspnoea
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 5.32
Musculoskeletal and connective tissue disorders Myalgia 5.32
Investigations Weight decreased 5.27
Reproductive system and breast disorders Vaginal haemorrhage 5.23
Musculoskeletal and connective tissue disorders Back pain 5.11
Renal and urinary disorders Nephropathy 5.07
Metabolism and nutrition disorders Osteoporosis 5.07
Musculoskeletal and connective tissue disorders Back pain 5.03
Musculoskeletal and connective tissue disorders Bone pain 5.02
Gastrointestinal disorders Abdominal pain 5.0
General disorders and administration site conditions Asthenia 5.0
Respiratory, thoracic and mediastinal disorders Cough 5.0
General disorders and administration site conditions Decreased appetite 5.0
Skin and subcutaneous tissue disorders Dermatitis 5.0
Gastrointestinal disorders Diarrhoea 5.0
Cardiac disorders Dizziness 5.0
Gastrointestinal disorders Dyspepsia 5.0
Cardiac disorders Dyspnoea 5.0
Gastrointestinal disorders Gastrointestinal pain 5.0
General disorders and administration site conditions Hot flush 5.0
Vascular disorders Hypertension 5.0
Reproductive system and breast disorders Menopausal symptoms 5.0
Cardiac disorders Oedema peripheral 5.0
General disorders and administration site conditions Pain 5.0
Skin and subcutaneous tissue disorders Pruritus 5.0
Skin and subcutaneous tissue disorders Rash 5.0
Infections and infestations Viral infection 5.0
Gastrointestinal disorders Vomiting 5.0
Investigations Weight decreased 5.0
Gastrointestinal disorders Diarrhoea 4.99
Reproductive system and breast disorders Vulvovaginal dryness
Psychiatric disorders Depression 4.86
Neoplasms benign, malignant and unspecified (incl cysts and polyps) Neoplasm malignant 4.86
Musculoskeletal and connective tissue disorders Arthritis
Reproductive system and breast disorders Vaginal haemorrhage 4.8
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort
Musculoskeletal and connective tissue disorders Myalgia
Psychiatric disorders Depression 4.66
Nervous system disorders Insomnia
Reproductive system and breast disorders Vulvovaginal discomfort 4.53
Musculoskeletal and connective tissue disorders Bone pain 4.45
Musculoskeletal and connective tissue disorders Fracture 4.36
Injury, poisoning and procedural complications Multiple fractures 4.36
Musculoskeletal and connective tissue disorders Back pain
Nervous system disorders Headache 4.29
Musculoskeletal and connective tissue disorders Pain in extremity 4.21
Neoplasms benign, malignant and unspecified (incl cysts and polyps) Neoplasm malignant 4.17
General disorders and administration site conditions Oedema 4.13
General disorders and administration site conditions Oedema 4.01
General disorders and administration site conditions Asthenia 4.0
General disorders and administration site conditions Decreased appetite 4.0
Skin and subcutaneous tissue disorders Dermatitis 4.0
Gastrointestinal disorders Diarrhoea 4.0
Gastrointestinal disorders Dyspepsia 4.0
Musculoskeletal and connective tissue disorders Fracture 4.0
General disorders and administration site conditions Hot flush 4.0
Vascular disorders Hypertension 4.0
Infections and infestations Infection 4.0
Infections and infestations Infestation 4.0
Infections and infestations Influenza 4.0
Nervous system disorders Insomnia 4.0
Reproductive system and breast disorders Menopausal symptoms 4.0
Injury, poisoning and procedural complications Multiple fractures 4.0
Skin and subcutaneous tissue disorders Rash 4.0
Renal and urinary disorders Nephropathy
Nervous system disorders Headache 3.84
Metabolism and nutrition disorders Osteopenia 3.55
Investigations Weight decreased 3.52
Musculoskeletal and connective tissue disorders Arthralgia 3.47
Musculoskeletal and connective tissue disorders Arthritis 3.47
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 3.47
Skin and subcutaneous tissue disorders Alopecia 3.43
Cardiac disorders Dizziness 3.43
Musculoskeletal and connective tissue disorders Back pain 3.41
Skin and subcutaneous tissue disorders Alopecia 3.39
Gastrointestinal disorders Vomiting 3.27
Musculoskeletal and connective tissue disorders Pain in extremity 3.23
Investigations Weight decreased 3.23
Reproductive system and breast disorders Vaginal haemorrhage 3.22
Neoplasms benign, malignant and unspecified (incl cysts and polyps) Neoplasm malignant 3.19
Reproductive system and breast disorders Vulvovaginal discomfort 3.15
Musculoskeletal and connective tissue disorders Back pain 3.14
Metabolism and nutrition disorders Osteoporosis 3.12
Musculoskeletal and connective tissue disorders Bone pain 3.09
Metabolism and nutrition disorders Osteopenia 3.02
Skin and subcutaneous tissue disorders Alopecia 3.0
Musculoskeletal and connective tissue disorders Arthralgia 3.0
General disorders and administration site conditions Asthenia 3.0
Cardiac disorders Chest pain 3.0
General disorders and administration site conditions Decreased appetite 3.0
Skin and subcutaneous tissue disorders Dermatitis 3.0
Gastrointestinal disorders Diarrhoea 3.0
Cardiac disorders Dizziness 3.0
Gastrointestinal disorders Dyspepsia 3.0
General disorders and administration site conditions Fatigue 3.0
General disorders and administration site conditions Hot flush 3.0
Metabolism and nutrition disorders Hypercholesterolaemia 3.0
Nervous system disorders Insomnia 3.0
Reproductive system and breast disorders Menopausal symptoms 3.0
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 3.0
Cardiac disorders Oedema peripheral 3.0
Skin and subcutaneous tissue disorders Pruritus 3.0
Skin and subcutaneous tissue disorders Rash 3.0
Nervous system disorders Somnolence 3.0
Infections and infestations Urinary tract infection 3.0
Infections and infestations Viral infection 3.0
Investigations Weight increased 3.0
Psychiatric disorders Depression 2.99
Neoplasms benign, malignant and unspecified (incl cysts and polyps) Neoplasm malignant 2.98
Gastrointestinal disorders Constipation 2.9
Vascular disorders Angiopathy
Nervous system disorders Cerebrovascular accident 2.86
Psychiatric disorders Depression 2.86
Reproductive system and breast disorders Vulvovaginal discomfort 2.79
Musculoskeletal and connective tissue disorders Musculoskeletal disorder 2.77
Musculoskeletal and connective tissue disorders Bone pain 2.73
Metabolism and nutrition disorders Osteoporosis 2.7
Musculoskeletal and connective tissue disorders Pain in extremity 2.59
Nervous system disorders Cerebrovascular accident 2.57
Neoplasms benign, malignant and unspecified (incl cysts and polyps) Neoplasm malignant 2.57
Nervous system disorders Nervous system disorder 2.54
Neoplasms benign, malignant and unspecified (incl cysts and polyps) Neoplasm malignant 2.4
Vascular disorders Angiopathy 2.3
Nervous system disorders Nervous system disorder
Eye disorders Cataract 2.21
Metabolism and nutrition disorders Osteopenia 2.19
Neoplasms benign, malignant and unspecified (incl cysts and polyps) Neoplasm malignant 2.17
Musculoskeletal and connective tissue disorders Arthralgia 2.14
Musculoskeletal and connective tissue disorders Arthritis 2.14
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 2.14
Nervous system disorders Cerebrovascular accident 2.12
Skin and subcutaneous tissue disorders Alopecia 2.11
Cardiac disorders Dizziness 2.11
Skin and subcutaneous tissue disorders Alopecia 2.09
Musculoskeletal and connective tissue disorders Arthralgia 2.04
Musculoskeletal and connective tissue disorders Arthritis 2.04
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 2.04
Gastrointestinal disorders Vomiting 2.01
Eye disorders Cataract 2.0
Gastrointestinal disorders Constipation 2.0
Skin and subcutaneous tissue disorders Pruritus 2.0
Nervous system disorders Somnolence 2.0
Reproductive system and breast disorders Vaginal discharge 2.0
Investigations Weight increased 2.0
Musculoskeletal and connective tissue disorders Pain in extremity 1.98
Neoplasms benign, malignant and unspecified (incl cysts and polyps) Neoplasm malignant 1.96
Musculoskeletal and connective tissue disorders Musculoskeletal disorder
Reproductive system and breast disorders Vulvovaginal discomfort 1.93
Nervous system disorders Cerebrovascular accident 1.88
Metabolism and nutrition disorders Osteopenia 1.86
Gastrointestinal disorders Constipation 1.78
Reproductive system and breast disorders Breast pain 1.76
Nervous system disorders Cerebrovascular accident 1.76
Gastrointestinal disorders Gastrointestinal disorder 1.68
Metabolism and nutrition disorders Osteoporosis 1.65
Gastrointestinal disorders Gastrointestinal disorder
Investigations Weight increased 1.59
Nervous system disorders Cerebrovascular accident 1.58
Infections and infestations Infection 1.56
Infections and infestations Infestation 1.56
Cardiac disorders Acute coronary syndrome 1.51
Reproductive system and breast disorders Breast pain 1.51
Cardiac disorders Myocardial infarction 1.51
Neoplasms benign, malignant and unspecified (incl cysts and polyps) Neoplasm malignant 1.33
Cardiac disorders Angina pectoris 1.31
Nervous system disorders Cerebrovascular accident 1.31
Infections and infestations Infection
Infections and infestations Infestation
Cardiac disorders Angina pectoris 1.27
Musculoskeletal and connective tissue disorders Arthralgia 1.25
Musculoskeletal and connective tissue disorders Arthritis 1.25
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 1.25
Metabolism and nutrition disorders Metabolic disorder
Gastrointestinal disorders Constipation 1.23
Nervous system disorders Cerebrovascular accident 1.15
Investigations Weight increased 1.1
Reproductive system and breast disorders Breast pain 1.08
Cardiac disorders Angina pectoris 1.06
Cardiac disorders Acute coronary syndrome 1.02
Cardiac disorders Myocardial infarction 1.02
General disorders and administration site conditions Increased appetite 1.0
Skin and subcutaneous tissue disorders Pruritus 1.0
Cardiac disorders Angina pectoris 0.981
Cardiac disorders Acute coronary syndrome 0.98
Cardiac disorders Myocardial infarction 0.98
Investigations Weight increased 0.978
Musculoskeletal and connective tissue disorders Arthralgia 0.975
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 0.975
Metabolism and nutrition disorders Metabolic disorder 0.936
Cardiac disorders Acute coronary syndrome 0.931
Reproductive system and breast disorders Breast pain 0.931
Cardiac disorders Myocardial infarction 0.931
Cardiac disorders Dyspnoea 0.819
Psychiatric disorders Mental disorder 0.819
General disorders and administration site conditions Decreased appetite 0.817
Cardiac disorders Angina pectoris 0.805
Cardiac disorders Angina pectoris 0.777
Musculoskeletal and connective tissue disorders Arthralgia
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 0.735
Musculoskeletal and connective tissue disorders Myalgia 0.735
Nervous system disorders Headache 0.702
Cardiac disorders Dyspnoea
Eye disorders Cataract 0.695
Cardiac disorders Angina pectoris 0.679
Investigations Weight increased 0.679
Skin and subcutaneous tissue disorders Skin disorder 0.663
Nervous system disorders Headache
Cardiac disorders Angina pectoris 0.654
Eye disorders Cataract 0.654
Psychiatric disorders Depression 0.654
Cardiac disorders Acute coronary syndrome 0.627
Cardiac disorders Myocardial infarction 0.627
General disorders and administration site conditions Asthenia 0.624
Psychiatric disorders Mental disorder
Skin and subcutaneous tissue disorders Skin disorder
Cardiac disorders Acute coronary syndrome 0.604
Cardiac disorders Myocardial infarction 0.604
Cardiac disorders Angina pectoris 0.602
Cardiac disorders Angina pectoris 0.6
Vascular disorders Embolism 0.6
Vascular disorders Embolism venous 0.6
Psychiatric disorders Depression 0.572
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 0.572
Musculoskeletal and connective tissue disorders Myalgia 0.572
General disorders and administration site conditions Decreased appetite 0.503
General disorders and administration site conditions Decreased appetite 0.502
Cardiac disorders Acute coronary syndrome 0.49
Cardiac disorders Myocardial infarction 0.49
Gastrointestinal disorders Diarrhoea 0.468
Renal and urinary disorders Nephropathy 0.468
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 0.453
Musculoskeletal and connective tissue disorders Myalgia 0.453
Musculoskeletal and connective tissue disorders Back pain 0.45
Metabolism and nutrition disorders Hypercholesterolaemia 0.449
Cardiac disorders Acute coronary syndrome 0.428
Cardiac disorders Myocardial infarction 0.428
Metabolism and nutrition disorders Osteoporosis 0.408
Psychiatric disorders Depression 0.403
Cardiac disorders Acute coronary syndrome 0.4
Cardiac disorders Angina pectoris 0.4
Cardiac disorders Myocardial infarction 0.4
Musculoskeletal and connective tissue disorders Arthritis 0.39
Gastrointestinal disorders Nausea
Nervous system disorders Headache 0.368
Cardiac disorders Myocardial ischaemia 0.368
Gastrointestinal disorders Nausea 0.368
Psychiatric disorders Depression 0.351
Cardiac disorders Dizziness 0.351
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 0.351
Musculoskeletal and connective tissue disorders Myalgia 0.351
Reproductive system and breast disorders Vaginal haemorrhage 0.327
Investigations Weight decreased 0.327
Musculoskeletal and connective tissue disorders Back pain 0.312
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 0.312
Musculoskeletal and connective tissue disorders Myalgia 0.312
Gastrointestinal disorders Diarrhoea
Cardiac disorders Acute coronary syndrome 0.301
Cardiac disorders Myocardial infarction 0.301
General disorders and administration site conditions Asthenia 0.286
Musculoskeletal and connective tissue disorders Back pain 0.286
General disorders and administration site conditions Discomfort 0.286
General disorders and administration site conditions Fatigue 0.286
General disorders and administration site conditions Feeling abnormal 0.286
General disorders and administration site conditions Ill-defined disorder 0.286
General disorders and administration site conditions Lethargy 0.286
General disorders and administration site conditions Malaise 0.286
Metabolism and nutrition disorders Hypercholesterolaemia 0.277
Cardiac disorders Acute coronary syndrome 0.276
Musculoskeletal and connective tissue disorders Back pain 0.276
Cardiac disorders Myocardial infarction 0.276
General disorders and administration site conditions Asthenia
Musculoskeletal and connective tissue disorders Back pain
Metabolism and nutrition disorders Osteoporosis 0.252
General disorders and administration site conditions Asthenia 0.245
Musculoskeletal and connective tissue disorders Bone pain 0.245
General disorders and administration site conditions Discomfort 0.245
Cardiac disorders Dizziness 0.245
General disorders and administration site conditions Fatigue 0.245
General disorders and administration site conditions Feeling abnormal 0.245
Metabolism and nutrition disorders Hypercholesterolaemia 0.245
General disorders and administration site conditions Ill-defined disorder 0.245
General disorders and administration site conditions Lethargy 0.245
General disorders and administration site conditions Malaise 0.245
Cardiac disorders Myocardial ischaemia 0.245
Gastrointestinal disorders Nausea 0.245
Musculoskeletal and connective tissue disorders Pain in extremity 0.245
Gastrointestinal disorders Constipation 0.234
Cardiac disorders Dizziness
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort
Musculoskeletal and connective tissue disorders Myalgia
Renal and urinary disorders Nephropathy
Gastrointestinal disorders Nausea 0.226
Nervous system disorders Headache 0.204
Metabolism and nutrition disorders Osteoporosis 0.204
Gastrointestinal disorders Vomiting 0.204
Investigations Weight decreased 0.204
Reproductive system and breast disorders Vaginal haemorrhage 0.201
Investigations Weight decreased 0.201
Musculoskeletal and connective tissue disorders Arthritis
Metabolism and nutrition disorders Hypercholesterolaemia
Reproductive system and breast disorders Vaginal haemorrhage
Cardiac disorders Angina pectoris 0.176
General disorders and administration site conditions Asthenia 0.176
Musculoskeletal and connective tissue disorders Back pain 0.176
General disorders and administration site conditions Discomfort 0.176
General disorders and administration site conditions Fatigue 0.176
General disorders and administration site conditions Feeling abnormal 0.176
General disorders and administration site conditions Ill-defined disorder 0.176
General disorders and administration site conditions Lethargy 0.176
General disorders and administration site conditions Malaise 0.176
Musculoskeletal and connective tissue disorders Bone pain 0.163
Musculoskeletal and connective tissue disorders Pain in extremity 0.163
General disorders and administration site conditions Oedema 0.156
General disorders and administration site conditions Asthenia 0.151
Musculoskeletal and connective tissue disorders Bone pain 0.151
General disorders and administration site conditions Discomfort 0.151
General disorders and administration site conditions Fatigue 0.151
General disorders and administration site conditions Feeling abnormal 0.151
General disorders and administration site conditions Ill-defined disorder 0.151
General disorders and administration site conditions Lethargy 0.151
General disorders and administration site conditions Malaise 0.151
Gastrointestinal disorders Nausea 0.151
Musculoskeletal and connective tissue disorders Pain in extremity 0.151
Cardiac disorders Dizziness 0.15
Metabolism and nutrition disorders Hypercholesterolaemia 0.15
Metabolism and nutrition disorders Osteoporosis 0.125
Gastrointestinal disorders Vomiting 0.125
Investigations Weight decreased 0.125
Gastrointestinal disorders Constipation 0.123
General disorders and administration site conditions Oedema 0.123
Gastrointestinal disorders Vomiting 0.123
General disorders and administration site conditions Flushing 0.117
Gastrointestinal disorders Nausea 0.117
General disorders and administration site conditions Oedema
Musculoskeletal and connective tissue disorders Bone pain 0.1
Musculoskeletal and connective tissue disorders Pain in extremity 0.1
Metabolism and nutrition disorders Osteopenia 0.0817
Reproductive system and breast disorders Vulvovaginal discomfort 0.0817
Metabolism and nutrition disorders Hypercholesterolaemia 0.078
Nervous system disorders Insomnia 0.078
Reproductive system and breast disorders Vaginal haemorrhage 0.078
Gastrointestinal disorders Constipation
Nervous system disorders Insomnia
Gastrointestinal disorders Constipation 0.0755
General disorders and administration site conditions Oedema 0.0755
Gastrointestinal disorders Vomiting 0.0755
Reproductive system and breast disorders Vulvovaginal discomfort 0.0503
Metabolism and nutrition disorders Osteopenia 0.0502
Reproductive system and breast disorders Vulvovaginal discomfort 0.0502
Gastrointestinal disorders Constipation 0.0409
General disorders and administration site conditions Decreased appetite 0.0409
General disorders and administration site conditions Oedema 0.0409
Reproductive system and breast disorders Breast pain 0.0408
General disorders and administration site conditions Decreased appetite 0.0408
Cardiac disorders Dizziness 0.0408
Reproductive system and breast disorders Vaginal haemorrhage 0.0408
General disorders and administration site conditions Hyperhidrosis 0.039
Reproductive system and breast disorders Breast pain 0.0252
General disorders and administration site conditions Decreased appetite 0.0252
Cardiac disorders Dizziness 0.0252
Reproductive system and breast disorders Vaginal haemorrhage 0.0252
Gastrointestinal disorders Constipation 0.0251
General disorders and administration site conditions Decreased appetite 0.0251
General disorders and administration site conditions Oedema 0.0251

Adverse Reactions

SOC By Demographic Distribution
System Organ Classification (SOC)
Relative Frequency (%)
General disorders and administration site conditions
11.45
Musculoskeletal and connective tissue disorders
8.62
Neoplasms benign, malignant and unspecified (incl cysts and polyps)
8.5
Nervous system disorders
7.68
Gastrointestinal disorders
6.68
Investigations
6.67
Respiratory, thoracic and mediastinal disorders
6.12
Skin and subcutaneous tissue disorders
5.34
Vascular disorders
5.08
Blood and lymphatic system disorders
5.03
Cardiac disorders
4.5
Reproductive system and breast disorders
3.84
Psychiatric disorders
3.61
Injury, poisoning and procedural complications
3.24
Metabolism and nutrition disorders
2.71
Infections and infestations
2.46

Cross References

Resources Reference
CAS NUMBER 112809-51-5
ChEBI 6413
ChEMBL CHEMBL1444
DrugBank DB01006
DrugCentral 1556
EPA CompTox DTXSID4023202
FDA SRS 7LKK855W8I
Human Metabolome Database HMDB0015141
Guide to Pharmacology 5209
KEGG C08163
PharmGKB PA450196
PubChem 3902
SureChEMBL SCHEMBL4331
ZINC ZINC000003778874
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