BACLOFEN

Search structure
Trade Names:
Synonyms:
Status: Approved (1977)
Entry Type: Small molecule
Molecule Category: Parent
ATC: M03BX01
UNII: H789N3FKE8

Structure
InChI Key KPYSYYIEGFHWSV-UHFFFAOYSA-N
Smile NCC(CC(=O)O)c1ccc(Cl)cc1
InChI
InChI=1S/C10H12ClNO2/c11-9-3-1-7(2-4-9)8(6-12)5-10(13)14/h1-4,8H,5-6,12H2,(H,13,14)

Physicochemical Descriptors

Property Name Value
Molecular Formula C10H12ClNO2
Molecular Weight 213.66
AlogP 1.86
Hydrogen Bond Acceptor 2.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 4.0
Polar Surface Area 63.32
Molecular species ZWITTERION
Aromatic Rings 1.0
Heavy Atoms 14.0

Pharmacology

Action Mechanism of Action Reference
AGONIST GABA-B receptor agonist PubMed Wikipedia
Primary Target
GABAB receptor
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Ion channel Ligand-gated ion channel GABA-A receptor
- 30 - - -
Ion channel Voltage-gated ion channel Voltage-gated sodium channel
- - - - 6
Membrane receptor Family C G protein-coupled receptor Small molecule receptor (family C GPCR) Neurotransmitter receptor (family C GPCR) GABA-B receptor
1700 30-420 - 6000 65
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - - 102
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC22 family of organic cation and anion transporters
- - - - 21

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Substance Withdrawal Syndrome 3 D013375 ClinicalTrials
Alcoholism 3 D000437 ClinicalTrials
Gastroesophageal Reflux 3 D005764 ClinicalTrials
Charcot-Marie-Tooth Disease 3 D002607 ClinicalTrials
Paget Disease, Extramammary 2 D010145 ClinicalTrials
Marijuana Abuse 2 D002189 ClinicalTrials
Cocaine-Related Disorders 2 D019970 ClinicalTrials
Tobacco Use Disorder 2 D014029 ClinicalTrials
Pain 2 D010146 ClinicalTrials
Carcinoma, Hepatocellular 2 D006528 ClinicalTrials
Autistic Disorder 1 D001321 ClinicalTrials
Obesity 1 D009765 ClinicalTrials
Liver Cirrhosis, Alcoholic 1 D008104 ClinicalTrials
Substance-Related Disorders 0 D019966 ClinicalTrials

Related Entries

MCS

Side Effects from Label

Side effects Relative Frequency (%) Labels
Musculoskeletal and connective tissue disorders Hypotonia 34.7
Surgical and medical procedures Muscle relaxant therapy 34.7
Musculoskeletal and connective tissue disorders Hypotonia 25.3
Surgical and medical procedures Muscle relaxant therapy 25.3
Nervous system disorders Somnolence 20.9
Nervous system disorders Somnolence 18.7
Nervous system disorders Somnolence 18.0
General disorders and administration site conditions Asthenia 15.0
Musculoskeletal and connective tissue disorders Hypotonia 14.4
Surgical and medical procedures Muscle relaxant therapy 14.4
Musculoskeletal and connective tissue disorders Hypotonia 13.5
Surgical and medical procedures Muscle relaxant therapy 13.5
Nervous system disorders Somnolence 13.0
Cardiac disorders Dizziness 12.0
General disorders and administration site conditions Asthenia 11.0
Convulsion 11.0
Nervous system disorders Somnolence 11.0
Nervous system disorders Headache 10.7
Gastrointestinal disorders Nausea 10.5
Nervous system disorders Somnolence 10.5
Gastrointestinal disorders Vomiting 10.5
Gastrointestinal disorders Constipation 10.0
Convulsion 10.0
Nervous system disorders Headache 10.0
Vascular disorders Hypotension 10.0
Nervous system disorders Insomnia 10.0
Renal and urinary disorders Pollakiuria 10.0
Nervous system disorders Headache 9.0
Gastrointestinal disorders Vomiting 8.5
Cardiac disorders Dizziness 8.0
Nervous system disorders Hypoaesthesia 8.0
Nervous system disorders Paraesthesia 8.0
Skin and subcutaneous tissue disorders Pruritus 8.0
Nervous system disorders Sensory loss 8.0
Renal and urinary disorders Urinary retention 8.0
Cardiac disorders Dizziness 7.9
Nervous system disorders Headache 7.84
Nervous system disorders Headache 7.8
Nervous system disorders Somnolence 7.6
Nervous system disorders Somnolence 7.58
Gastrointestinal disorders Nausea 7.33
Gastrointestinal disorders Nausea 7.3
Nervous system disorders Paraesthesia 6.7
Nervous system disorders Headache 6.64
Gastrointestinal disorders Nausea 6.64
Gastrointestinal disorders Vomiting 6.64
Nervous system disorders Headache 6.6
Gastrointestinal disorders Nausea 6.6
Gastrointestinal disorders Vomiting 6.6
Renal and urinary disorders Urinary retention 6.54
Renal and urinary disorders Urinary retention 6.5
Gastrointestinal disorders Vomiting 6.2
Gastrointestinal disorders Vomiting 6.16
Cardiac disorders Dizziness 6.0
Nervous system disorders Dysarthria 6.0
Musculoskeletal and connective tissue disorders Hypertonia 6.0
Nervous system disorders Somnolence 5.9
Nervous system disorders Somnolence 5.7
Gastrointestinal disorders Nausea 5.6
Gastrointestinal disorders Vomiting 5.6
Musculoskeletal and connective tissue disorders Hypotonia 5.4
Surgical and medical procedures Muscle relaxant therapy 5.4
Gastrointestinal disorders Constipation 5.1
Nervous system disorders Headache 5.1
Gastrointestinal disorders Constipation 5.0
Cardiac disorders Dizziness 5.0
Vascular disorders Hypotension 5.0
Gastrointestinal disorders Nausea 5.0
Eye disorders Vision blurred 5.0
Gastrointestinal disorders Vomiting 5.0
Convulsion 4.7
General disorders and administration site conditions Asthenia 4.0
Nervous system disorders Coma 4.0
Convulsion 4.0
Respiratory, thoracic and mediastinal disorders Hypoventilation 4.0
Respiratory, thoracic and mediastinal disorders Hypoxia 4.0
General disorders and administration site conditions Lethargy 4.0
Gastrointestinal disorders Nausea 4.0
General disorders and administration site conditions Pain 4.0
Skin and subcutaneous tissue disorders Pruritus 4.0
Metabolism and nutrition disorders Respiratory failure 4.0
Gastrointestinal disorders Vomiting 4.0
Injury, poisoning and procedural complications Injury 3.5
Nervous system disorders Speech disorder 3.5
Cardiac disorders Oedema peripheral 3.33
Nervous system disorders Paraesthesia 3.33
Convulsion 3.3
Gastrointestinal disorders Dry mouth 3.3
Gastrointestinal disorders Nausea 3.3
Cardiac disorders Oedema peripheral 3.3
Nervous system disorders Paraesthesia 3.3
Convulsion 3.27
Gastrointestinal disorders Nausea 3.27
Nervous system disorders Coma 3.0
Nervous system disorders Headache 3.0
Vascular disorders Hypotension 3.0
Musculoskeletal and connective tissue disorders Hypotonia 3.0
Surgical and medical procedures Muscle relaxant therapy 3.0
Gastrointestinal disorders Nausea 3.0
General disorders and administration site conditions Pain 3.0
Gastrointestinal disorders Vomiting 3.0
Gastrointestinal disorders Salivary hypersecretion 2.7
Gastrointestinal disorders Salivary hypersecretion 2.67
Cardiac disorders Dizziness 2.61
Gastrointestinal disorders Salivary hypersecretion 2.61
Cardiac disorders Dizziness 2.6
Gastrointestinal disorders Salivary hypersecretion 2.6
Nervous system disorders Headache 2.5
Cardiac disorders Dizziness 2.4
Musculoskeletal and connective tissue disorders Hypotonia 2.4
Surgical and medical procedures Muscle relaxant therapy 2.4
Nervous system disorders Paraesthesia 2.4
Cardiac disorders Dizziness 2.37
Musculoskeletal and connective tissue disorders Hypotonia 2.37
Surgical and medical procedures Muscle relaxant therapy 2.37
Nervous system disorders Confusional state 2.3
Gastrointestinal disorders Diarrhoea 2.3
General disorders and administration site conditions Feeling abnormal 2.3
Gastrointestinal disorders Nausea 2.3
Cardiac disorders Oedema peripheral 2.3
Gastrointestinal disorders Vomiting 2.3
Respiratory, thoracic and mediastinal disorders Hypoventilation 2.1
Respiratory, thoracic and mediastinal disorders Hypoxia 2.1
Nervous system disorders Paraesthesia 2.1
Metabolism and nutrition disorders Respiratory failure 2.1
General disorders and administration site conditions Asthenia 2.0
Musculoskeletal and connective tissue disorders Back pain 2.0
Gastrointestinal disorders Constipation 2.0
Gastrointestinal disorders Diarrhoea 2.0
Cardiac disorders Dyspnoea 2.0
Renal and urinary disorders Dysuria 2.0
Vascular disorders Hypertension 2.0
Nervous system disorders Hypoaesthesia 2.0
Vascular disorders Hypotension 2.0
Musculoskeletal and connective tissue disorders Hypotonia 2.0
Surgical and medical procedures Muscle relaxant therapy 2.0
Nervous system disorders Paraesthesia 2.0
Infections and infestations Pneumonia 2.0
Skin and subcutaneous tissue disorders Pruritus 2.0
Nervous system disorders Sensory loss 2.0
Nervous system disorders Urinary incontinence 2.0
Eye disorders Vision blurred 2.0
Cardiac disorders Dizziness 1.9
Vascular disorders Hypotension 1.9
Nervous system disorders Paraesthesia 1.9
Renal and urinary disorders Urinary retention 1.9
Cardiac disorders Dizziness 1.7
Renal and urinary disorders Urinary retention 1.7
Psychiatric disorders Depression 1.6
Psychiatric disorders Erectile dysfunction 1.6
Nervous system disorders Headache 1.6
Nervous system disorders Insomnia 1.6
Gastrointestinal disorders Nausea 1.6
Gastrointestinal disorders Vomiting 1.6
Nervous system disorders Coma 1.5
Gastrointestinal disorders Constipation 1.5
Respiratory, thoracic and mediastinal disorders Hypoventilation 1.42
Respiratory, thoracic and mediastinal disorders Hypoxia 1.42
Gastrointestinal disorders Nausea 1.42
Metabolism and nutrition disorders Respiratory failure 1.42
General disorders and administration site conditions Asthenia 1.4
Respiratory, thoracic and mediastinal disorders Hypoventilation 1.4
Respiratory, thoracic and mediastinal disorders Hypoxia 1.4
Gastrointestinal disorders Nausea 1.4
Metabolism and nutrition disorders Respiratory failure 1.4
Nervous system disorders Urinary incontinence 1.4
Nervous system disorders Agitation 1.33
General disorders and administration site conditions Chills 1.33
Nervous system disorders Coma 1.33
Gastrointestinal disorders Dry mouth 1.33
Nervous system disorders Tremor 1.33
Gastrointestinal disorders Constipation 1.31
Respiratory, thoracic and mediastinal disorders Hypoventilation 1.31
Respiratory, thoracic and mediastinal disorders Hypoxia 1.31
Social circumstances Mental disability 1.31
Metabolism and nutrition disorders Respiratory failure 1.31
Nervous system disorders Thinking abnormal 1.31
Nervous system disorders Agitation 1.3
General disorders and administration site conditions Asthenia 1.3
General disorders and administration site conditions Chills 1.3
Nervous system disorders Coma 1.3
Gastrointestinal disorders Constipation 1.3
Convulsion 1.3
Gastrointestinal disorders Dry mouth 1.3
Respiratory, thoracic and mediastinal disorders Hypoventilation 1.3
Respiratory, thoracic and mediastinal disorders Hypoxia 1.3
Social circumstances Mental disability 1.3
Metabolism and nutrition disorders Respiratory failure 1.3
Nervous system disorders Thinking abnormal 1.3
Nervous system disorders Tremor 1.3
Cardiac disorders Dyspnoea 1.2
Infections and infestations Pneumonia 1.2
Immune system disorders Urticaria 1.2
General disorders and administration site conditions Asthenia 1.0
Convulsion 1.0
Nervous system disorders Dysarthria 1.0
Cardiac disorders Dyspnoea 1.0
Vascular disorders Hypertension 1.0
Nervous system disorders Hypoaesthesia 1.0
Vascular disorders Hypotension 1.0
General disorders and administration site conditions Lethargy 1.0
Nervous system disorders Paraesthesia 1.0
Skin and subcutaneous tissue disorders Pruritus 1.0
Nervous system disorders Sensory loss 1.0
Musculoskeletal and connective tissue disorders Back pain 0.948
Convulsion 0.948
Renal and urinary disorders Urinary retention 0.948
Psychiatric disorders Anxiety 0.9
General disorders and administration site conditions Autonomic nervous system imbalance 0.9
Musculoskeletal and connective tissue disorders Back pain 0.9
Nervous system disorders Coma 0.9
Convulsion 0.9
General disorders and administration site conditions Decreased appetite 0.9
Eye disorders Diplopia 0.9
Renal and urinary disorders Pollakiuria 0.9
Renal and urinary disorders Urinary retention 0.9
Gastrointestinal disorders Diarrhoea 0.8
Respiratory, thoracic and mediastinal disorders Hypoventilation 0.8
Respiratory, thoracic and mediastinal disorders Hypoxia 0.8
Metabolism and nutrition disorders Respiratory failure 0.8
Nervous system disorders Urinary incontinence 0.8
General disorders and administration site conditions Asthenia 0.7
Musculoskeletal and connective tissue disorders Back pain 0.7
Investigations Body temperature increased 0.7
Gastrointestinal disorders Diarrhoea 0.7
Musculoskeletal and connective tissue disorders Hypertonia 0.7
Vascular disorders Hypotension 0.7
Social circumstances Mental disability 0.7
Nervous system disorders Paraesthesia 0.7
Nervous system disorders Speech disorder 0.7
Nervous system disorders Thinking abnormal 0.7
Renal and urinary disorders Urinary retention 0.7
Social circumstances Mental disability 0.667
Nervous system disorders Thinking abnormal 0.667
Musculoskeletal and connective tissue disorders Back pain 0.654
Gastrointestinal disorders Diarrhoea 0.654
Musculoskeletal and connective tissue disorders Hypertonia 0.654
Vascular disorders Hypotension 0.654
Nervous system disorders Paraesthesia 0.654
Nervous system disorders Confusional state 0.6
General disorders and administration site conditions Feeling abnormal 0.6
Vascular disorders Hypertension 0.6
General disorders and administration site conditions Pain 0.6
Renal and urinary disorders Pollakiuria 0.6
Nervous system disorders Agitation 0.5
Investigations Body temperature increased 0.5
General disorders and administration site conditions Chills 0.5
Nervous system disorders Coma 0.5
Nervous system disorders Confusional state 0.5
Gastrointestinal disorders Constipation 0.5
Convulsion 0.5
Gastrointestinal disorders Diarrhoea 0.5
Gastrointestinal disorders Dry mouth 0.5
General disorders and administration site conditions Feeling abnormal 0.5
Psychiatric disorders Hallucination 0.5
Vascular disorders Hypertension 0.5
Social circumstances Mental disability 0.5
Nervous system disorders Speech disorder 0.5
Nervous system disorders Thinking abnormal 0.5
Nervous system disorders Tremor 0.5
Nervous system disorders Agitation 0.474
General disorders and administration site conditions Chills 0.474
Nervous system disorders Coma 0.474
Gastrointestinal disorders Constipation 0.474
Gastrointestinal disorders Diarrhoea 0.474
Gastrointestinal disorders Dry mouth 0.474
Social circumstances Mental disability 0.474
Nervous system disorders Thinking abnormal 0.474
Nervous system disorders Tremor 0.474
Psychiatric disorders Anxiety 0.4
General disorders and administration site conditions Decreased appetite 0.4
Eye disorders Diplopia 0.4
Gastrointestinal disorders Dry mouth 0.4
Psychiatric disorders Erectile dysfunction 0.4
Psychiatric disorders Hallucination 0.4
Nervous system disorders Insomnia 0.4
Cardiac disorders Dyspnoea 0.3
Psychiatric disorders Hallucination 0.3
Psychiatric disorders Anxiety 0.2
General disorders and administration site conditions Autonomic nervous system imbalance 0.2
Investigations Body temperature increased 0.2
Gastrointestinal disorders Constipation 0.2
Gastrointestinal disorders Dry mouth 0.2
Psychiatric disorders Erectile dysfunction 0.2
Vascular disorders Hypertension 0.2
Vascular disorders Hypotension 0.2
Respiratory, thoracic and mediastinal disorders Hypoventilation 0.2
Respiratory, thoracic and mediastinal disorders Hypoxia 0.2
Injury, poisoning and procedural complications Injury 0.2
Infections and infestations Pneumonia 0.2
Metabolism and nutrition disorders Respiratory failure 0.2
Nervous system disorders Speech disorder 0.2
Immune system disorders Urticaria 0.2

Adverse Reactions

SOC By Demographic Distribution
System Organ Classification (SOC)
Relative Frequency (%)
General disorders and administration site conditions
20.15
Nervous system disorders
17.59
Injury, poisoning and procedural complications
11.96
Musculoskeletal and connective tissue disorders
10.47
Psychiatric disorders
9.33
Product issues
4.83
Skin and subcutaneous tissue disorders
4.1
Infections and infestations
3.83
Gastrointestinal disorders
3.23
Respiratory, thoracic and mediastinal disorders
2.71
Vascular disorders
2.41
Cardiac disorders
2.15
Investigations
2.15

Cross References

Resources Reference
CAS NUMBER 1134-47-0
ChEBI 2972
ChEMBL CHEMBL701
DrugBank DB00181
DrugCentral 282
EPA CompTox DTXSID5022641
FDA SRS H789N3FKE8
Human Metabolome Database HMDB0014327
Guide to Pharmacology 1084
KEGG D00241
PharmGKB PA448533
PubChem 2284
SureChEMBL SCHEMBL19333
ZINC ZINC00085733
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