RILUZOLE

Search structure
Trade Names:
Synonyms:
Status: Approved (1995)
Entry Type: Small molecule
Molecule Category: UNKNOWN
ATC: N07XX02
UNII: 7LJ087RS6F

Structure
InChI Key FTALBRSUTCGOEG-UHFFFAOYSA-N
Smile Nc1nc2ccc(OC(F)(F)F)cc2s1
InChI
InChI=1S/C8H5F3N2OS/c9-8(10,11)14-4-1-2-5-6(3-4)15-7(12)13-5/h1-3H,(H2,12,13)

Physicochemical Descriptors

Property Name Value
Molecular Formula C8H5F3N2OS
Molecular Weight 234.2
AlogP 2.78
Hydrogen Bond Acceptor 4.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 1.0
Polar Surface Area 48.14
Molecular species NEUTRAL
Aromatic Rings 2.0
Heavy Atoms 15.0

Pharmacology

Action Mechanism of Action Reference
BLOCKER Sodium channel alpha subunit blocker PubMed DailyMed
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Oxidoreductase
- 50000-94100 - 4000 -
Ion channel Voltage-gated ion channel Voltage-gated sodium channel
- 2200 - - -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - - 125

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Huntington Disease 3 D006816 ClinicalTrials
Multiple System Atrophy 3 D019578 ClinicalTrials
Spinal Cord Diseases 3 D013118 ClinicalTrials
Supranuclear Palsy, Progressive 3 D013494 ClinicalTrials
Spinocerebellar Ataxias 3 D020754 ClinicalTrials
Spinocerebellar Ataxias 3 D020754 ClinicalTrials
Spinal Cord Injuries 2 D013119 ClinicalTrials
Peripheral Nervous System Diseases 2 D010523 ClinicalTrials
Multiple Sclerosis, Chronic Progressive 2 D020528 ClinicalTrials
Muscular Atrophy, Spinal 2 D009134 ClinicalTrials
Cerebellar Ataxia 2 D002524 ClinicalTrials
Depressive Disorder, Major 2 D003865 ClinicalTrials
Depressive Disorder 2 D003866 ClinicalTrials
Child Development Disorders, Pervasive 2 D002659 ClinicalTrials
Bipolar Disorder 2 D001714 ClinicalTrials
Alzheimer Disease 2 D000544 ClinicalTrials
Melanoma 2 D008545 ClinicalTrials
Obsessive-Compulsive Disorder 2 D009771 ClinicalTrials
Multiple Sclerosis 2 D009103 ClinicalTrials
Breast Neoplasms 1 D001943 ClinicalTrials
Stress Disorders, Post-Traumatic 1 D013313 ClinicalTrials

Side Effects from Label

Side effects Relative Frequency (%) Labels
Gastrointestinal disorders Nausea 20.5
General disorders and administration site conditions Asthenia 20.1
General disorders and administration site conditions Asthenia 19.2
Gastrointestinal disorders Gastrointestinal disorder
Gastrointestinal disorders Nausea 16.3
Investigations Pulmonary function test decreased 16.0
Nervous system disorders Respiratory depression 16.0
Gastrointestinal disorders Gastrointestinal disorder 15.4
General disorders and administration site conditions Asthenia 14.8
Infections and infestations Infection
Infections and infestations Infestation
Respiratory, thoracic and mediastinal disorders Mediastinal disorder
Investigations Pulmonary function test decreased 13.1
Nervous system disorders Respiratory depression 13.1
Infections and infestations Infection 12.9
Infections and infestations Infestation 12.9
Cardiac disorders Dizziness 12.7
Respiratory, thoracic and mediastinal disorders Mediastinal disorder 12.7
General disorders and administration site conditions Asthenia
Gastrointestinal disorders Nausea 12.2
Gastrointestinal disorders Nausea
Investigations Pulmonary function test decreased 10.2
Nervous system disorders Respiratory depression 10.2
Investigations Pulmonary function test decreased
Nervous system disorders Respiratory depression
Gastrointestinal disorders Diarrhoea 9.0
Infections and infestations Rhinitis 8.9
General disorders and administration site conditions Decreased appetite 8.6
Nervous system disorders Headache 8.0
Gastrointestinal disorders Abdominal pain 7.8
Gastrointestinal disorders Gastrointestinal pain 7.8
Infections and infestations Rhinitis 7.8
Nervous system disorders Headache 7.3
Nervous system disorders Headache 7.0
Gastrointestinal disorders Abdominal pain 6.8
Gastrointestinal disorders Gastrointestinal pain 6.8
Vascular disorders Hypertension 6.8
Nervous system disorders Headache
Nervous system disorders Nervous system disorder 6.6
Infections and infestations Rhinitis 6.4
Infections and infestations Rhinitis
Psychiatric disorders Depression 6.1
Gastrointestinal disorders Dyspepsia 6.1
Musculoskeletal and connective tissue disorders Hypertonia 6.1
Musculoskeletal and connective tissue disorders Hypertonia
Musculoskeletal and connective tissue disorders Hypertonia 5.9
Gastrointestinal disorders Diarrhoea 5.5
Nervous system disorders Nervous system disorder
Musculoskeletal and connective tissue disorders Hypertonia 5.3
Gastrointestinal disorders Abdominal pain 5.1
Vascular disorders Angiopathy 5.1
Musculoskeletal and connective tissue disorders Arthralgia 5.1
Cardiac disorders Dizziness 5.1
Gastrointestinal disorders Gastrointestinal pain 5.1
Vascular disorders Hypertension 5.1
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 5.1
Psychiatric disorders Depression
Gastrointestinal disorders Dyspepsia
Investigations Weight decreased 4.8
Investigations Weight decreased
Investigations Weight decreased 4.6
Psychiatric disorders Depression 4.5
Infections and infestations Urinary tract infection 4.5
Ear and labyrinth disorders Vertigo 4.5
Gastrointestinal disorders Vomiting 4.5
Vascular disorders Angiopathy
Psychiatric disorders Mental disorder
Psychiatric disorders Depression 4.2
Gastrointestinal disorders Dyspepsia
Cardiac disorders Oedema peripheral 4.2
Gastrointestinal disorders Vomiting 4.2
Musculoskeletal and connective tissue disorders Back pain 4.1
Vascular disorders Hypertension
Psychiatric disorders Mental disorder 4.1
Nervous system disorders Somnolence 4.1
Gastrointestinal disorders Abdominal pain
General disorders and administration site conditions Decreased appetite
General disorders and administration site conditions Decreased appetite 3.8
Cardiac disorders Dizziness 3.8
Gastrointestinal disorders Dyspepsia 3.8
Gastrointestinal disorders Gastrointestinal pain
Skin and subcutaneous tissue disorders Pruritus 3.8
Gastrointestinal disorders Abdominal pain
Respiratory, thoracic and mediastinal disorders Cough 3.7
Gastrointestinal disorders Gastrointestinal pain
Investigations Weight decreased 3.7
Musculoskeletal and connective tissue disorders Arthralgia 3.5
Gastrointestinal disorders Diarrhoea 3.5
Gastrointestinal disorders Dry mouth 3.5
Nervous system disorders Insomnia 3.5
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 3.5
Musculoskeletal and connective tissue disorders Arthralgia
Gastrointestinal disorders Dry mouth
Nervous system disorders Insomnia
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort
Gastrointestinal disorders Dyspepsia 3.3
Vascular disorders Hypertension 3.3
Infections and infestations Infestation 3.3
Cardiac disorders Oedema peripheral 3.3
Gastrointestinal disorders Paraesthesia oral 3.3
Musculoskeletal and connective tissue disorders Back pain 3.2
General disorders and administration site conditions Decreased appetite 3.2
Gastrointestinal disorders Diarrhoea
Gastrointestinal disorders Dry mouth
Infections and infestations Infestation
Gastrointestinal disorders Diarrhoea
Skin and subcutaneous tissue disorders Pruritus
Cardiac disorders Cardiac disorder 3.0
Gastrointestinal disorders Dry mouth 3.0
Metabolism and nutrition disorders Malnutrition
Gastrointestinal disorders Vomiting 3.0
Gastrointestinal disorders Diarrhoea 2.9
Nervous system disorders Insomnia 2.9
Cardiac disorders Oedema peripheral 2.9
Metabolism and nutrition disorders Malnutrition 2.8
Cardiac disorders Cardiac disorder
Respiratory, thoracic and mediastinal disorders Cough 2.6
Gastrointestinal disorders Flatulence 2.6
Cardiac disorders Tachycardia 2.6
Infections and infestations Urinary tract infection 2.6
Musculoskeletal and connective tissue disorders Back pain
Musculoskeletal and connective tissue disorders Bone disorder
Musculoskeletal and connective tissue disorders Bone disorder 2.5
Cardiac disorders Dizziness
Gastrointestinal disorders Dyspepsia 2.5
Gastrointestinal disorders Flatulence 2.5
Skin and subcutaneous tissue disorders Pruritus 2.5
Infections and infestations Urinary tract infection 2.5
Ear and labyrinth disorders Vertigo 2.5
Cardiac disorders Oedema peripheral
Infections and infestations Urinary tract infection
Respiratory, thoracic and mediastinal disorders Cough 2.1
Nervous system disorders Insomnia 2.1
General disorders and administration site conditions Adverse reaction 2.0
Musculoskeletal and connective tissue disorders Bone disorder 2.0
Gastrointestinal disorders Dry mouth 2.0
Gastrointestinal disorders Flatulence 2.0
Cardiac disorders Tachycardia 2.0
Gastrointestinal disorders Flatulence
Nervous system disorders Somnolence 1.9
Ear and labyrinth disorders Vertigo 1.9
Gastrointestinal disorders Flatulence 1.8
Musculoskeletal and connective tissue disorders Back pain 1.7
Musculoskeletal and connective tissue disorders Arthralgia 1.6
Respiratory, thoracic and mediastinal disorders Cough
Skin and subcutaneous tissue disorders Eczema 1.6
Musculoskeletal and connective tissue disorders Musculoskeletal discomfort 1.6
Nervous system disorders Orthostatic hypotension 1.6
Gastrointestinal disorders Paraesthesia oral 1.6
Infections and infestations Sinusitis 1.6
Gastrointestinal disorders Vomiting
General disorders and administration site conditions Adverse reaction 1.3
Gastrointestinal disorders Paraesthesia oral 1.3
Nervous system disorders Somnolence
Cardiac disorders Tachycardia
Cardiac disorders Tachycardia 1.3
Skin and subcutaneous tissue disorders Alopecia 1.2
Infections and infestations Candida infection 1.2
Immune system disorders Dermatitis exfoliative 1.2
General disorders and administration site conditions Discomfort 1.2
Renal and urinary disorders Dysuria 1.2
General disorders and administration site conditions Feeling abnormal 1.2
General disorders and administration site conditions Ill-defined disorder 1.2
General disorders and administration site conditions Malaise 1.2
Gastrointestinal disorders Oral candidiasis 1.2
Cardiac disorders Palpitations 1.2
Gastrointestinal disorders Stomatitis 1.2
Gastrointestinal disorders Tooth disorder 1.2
Gastrointestinal disorders Vomiting
Skin and subcutaneous tissue disorders Alopecia 1.0
Renal and urinary disorders Dysuria 1.0
Gastrointestinal disorders Flatulence
Vascular disorders Phlebitis 1.0
Respiratory, thoracic and mediastinal disorders Pneumonia aspiration 1.0
Infections and infestations Sinusitis 1.0
Gastrointestinal disorders Stomatitis 1.0
Gastrointestinal disorders Tooth disorder 1.0
Renal and urinary disorders Urethral disorder 1.0
Renal and urinary disorders Urinary tract disorder 1.0
General disorders and administration site conditions Adverse reaction
Cardiac disorders Palpitations
Infections and infestations Sinusitis
Ear and labyrinth disorders Vertigo
Skin and subcutaneous tissue disorders Eczema 0.8
Nervous system disorders Orthostatic hypotension 0.8
Vascular disorders Phlebitis 0.8
Nervous system disorders Somnolence 0.8
Gastrointestinal disorders Stomatitis 0.8
Musculoskeletal and connective tissue disorders Bone disorder
Renal and urinary disorders Urethral disorder
Renal and urinary disorders Urinary tract disorder
Skin and subcutaneous tissue disorders Alopecia
Infections and infestations Candida infection 0.6
Immune system disorders Dermatitis exfoliative 0.6
General disorders and administration site conditions Discomfort 0.6
Skin and subcutaneous tissue disorders Eczema
General disorders and administration site conditions Feeling abnormal 0.6
General disorders and administration site conditions Ill-defined disorder 0.6
General disorders and administration site conditions Malaise 0.6
Gastrointestinal disorders Oral candidiasis 0.6
Nervous system disorders Orthostatic hypotension
Cardiac disorders Palpitations 0.6
Respiratory, thoracic and mediastinal disorders Pneumonia aspiration
General disorders and administration site conditions Adverse reaction 0.4
Infections and infestations Candida infection 0.4
General disorders and administration site conditions Discomfort 0.4
General disorders and administration site conditions Feeling abnormal 0.4
General disorders and administration site conditions Ill-defined disorder 0.4
General disorders and administration site conditions Malaise 0.4
Gastrointestinal disorders Oral candidiasis 0.4
Cardiac disorders Palpitations 0.4
Vascular disorders Phlebitis 0.4
Infections and infestations Sinusitis 0.4
Infections and infestations Candida infection
Renal and urinary disorders Dysuria
Gastrointestinal disorders Oral candidiasis
Vascular disorders Phlebitis
Gastrointestinal disorders Tooth disorder

Adverse Reactions

SOC By Demographic Distribution
System Organ Classification (SOC)
Relative Frequency (%)
General disorders and administration site conditions
18.58
Gastrointestinal disorders
15.82
Nervous system disorders
9.72
Respiratory, thoracic and mediastinal disorders
7.69
Psychiatric disorders
5.81
Vascular disorders
5.52
Injury, poisoning and procedural complications
5.37
Investigations
4.35
Hepatobiliary disorders
4.06
Musculoskeletal and connective tissue disorders
3.05
Blood and lymphatic system disorders
2.9
Skin and subcutaneous tissue disorders
2.9
Cardiac disorders
2.76
Infections and infestations
2.47
Renal and urinary disorders
2.18
Metabolism and nutrition disorders
2.03

Cross References

Resources Reference
CAS NUMBER 1744-22-5
ChEBI 8863
ChEMBL CHEMBL744
DrugBank DB00740
DrugCentral 2382
EPA CompTox DTXSID3045192
FDA SRS 7LJ087RS6F
Human Metabolome Database HMDB0014878
Guide to Pharmacology 2326
KEGG C07937
PDB 657
PharmGKB PA451251
PubChem 5070
SureChEMBL SCHEMBL78905
ZINC ZINC000000006481
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