CLONIDINE

Search structure
Trade Names:
Synonyms:
Status: Approved (1974)
Entry Type: Small molecule
Molecule Category: Parent
ATC: C02AC01
UNII: MN3L5RMN02

Structure
InChI Key GJSURZIOUXUGAL-UHFFFAOYSA-N
Smile Clc1cccc(Cl)c1N=C1NCCN1
InChI
InChI=1S/C9H9Cl2N3/c10-6-2-1-3-7(11)8(6)14-9-12-4-5-13-9/h1-3H,4-5H2,(H2,12,13,14)

Physicochemical Descriptors

Property Name Value
Molecular Formula C9H9Cl2N3
Molecular Weight 230.1
AlogP 2.17
Hydrogen Bond Acceptor 1.0
Hydrogen Bond Donor 2.0
Number of Rotational Bond 1.0
Polar Surface Area 36.42
Molecular species BASE
Aromatic Rings 1.0
Heavy Atoms 14.0

Pharmacology

Action Mechanism of Action Reference
AGONIST Adrenergic receptor alpha-2 agonist DailyMed Wikipedia
Primary Target
α2A-adrenoceptor
α2B-adrenoceptor
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Hydrolase
- - - - 21
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Adrenergic receptor
8-30 3-17 39811-63096 2-30 -
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Serotonin receptor
- - - 3236 -
Other cytosolic protein
- 366-366 - 14-282 -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC22 family of organic cation and anion transporters
- 18980-22600 - - 65
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC47 family of multidrug and toxin extrusion transporters
- 33300 - - 1

Indications

Mesh Heading Maximum Phase Mesh ID Reference
Neoplasms 4 D009369 ClinicalTrials
Pregnancy 3 D011247 ClinicalTrials
Stress Disorders, Post-Traumatic 3 D013313 ClinicalTrials
Pain 3 D010146 ClinicalTrials
Cardiovascular Diseases 3 D002318 ClinicalTrials
Postoperative Complications 3 D011183 ClinicalTrials
Hyperemesis Gravidarum 3 D006939 ClinicalTrials
Scoliosis 3 D012600 ClinicalTrials
Fecal Incontinence 3 D005242 ClinicalTrials
Neonatal Abstinence Syndrome 3 D009357 ClinicalTrials
Delirium 3 D003693 ClinicalTrials
Low Back Pain 2 D017116 ClinicalTrials
Anxiety 2 D001007 ClinicalTrials
Opioid-Related Disorders 2 D009293 ClinicalTrials
Child Development Disorders, Pervasive 2 D002659 ClinicalTrials
Diabetic Neuropathies 2 D003929 ClinicalTrials
Substance-Related Disorders 2 D019966 ClinicalTrials
Marijuana Abuse 2 D002189 ClinicalTrials
Brain Injuries 2 D001930 ClinicalTrials
Stomatitis 2 D013280 ClinicalTrials
Breast Neoplasms 2 D001943 ClinicalTrials
Heroin Dependence 1 D006556 ClinicalTrials
Cocaine-Related Disorders 1 D019970 ClinicalTrials
Dermatitis, Atopic 1 D003876 ClinicalTrials
Hypotension, Orthostatic 1 D007024 ClinicalTrials
Orthostatic Intolerance 1 D054971 ClinicalTrials
Brain Ischemia 1 D002545 ClinicalTrials

Related Entries

Salt

Side Effects from Label

Side effects Relative Frequency (%) Labels
Nervous system disorders Orthostatic hypotension 47.0
Vascular disorders Hypotension 44.7
Nervous system disorders Confusional state 38.0
General disorders and administration site conditions Feeling abnormal 38.0
Nervous system disorders Somnolence 38.0
Nervous system disorders Orthostatic hypotension 31.6
Nervous system disorders Somnolence 31.0
Nervous system disorders Headache 29.0
Nervous system disorders Somnolence 25.0
Infections and infestations Urinary tract infection 22.0
Gastrointestinal disorders Nausea
Nervous system disorders Somnolence
Gastrointestinal disorders Abdominal pain upper 20.0
Nervous system disorders Headache 19.0
Nervous system disorders Somnolence 19.0
Nervous system disorders Headache
Gastrointestinal disorders Abdominal pain upper
General disorders and administration site conditions Asthenia 16.0
General disorders and administration site conditions Fatigue 16.0
Gastrointestinal disorders Vomiting
Nervous system disorders Confusional state 13.2
Cardiac disorders Dizziness 13.2
Gastrointestinal disorders Dry mouth 13.2
General disorders and administration site conditions Feeling abnormal 13.2
Gastrointestinal disorders Nausea 13.2
Nervous system disorders Somnolence 13.2
Gastrointestinal disorders Abdominal pain upper 13.0
General disorders and administration site conditions Asthenia 13.0
General disorders and administration site conditions Fatigue 13.0
Gastrointestinal disorders Nausea 13.0
Gastrointestinal disorders Abdominal pain upper 12.0
Infections and infestations Upper respiratory tract infection 11.0
Nervous system disorders Confusional state
General disorders and administration site conditions Feeling abnormal
Vascular disorders Hypotension
Gastrointestinal disorders Vomiting 10.5
General disorders and administration site conditions Irritability 9.0
Psychiatric disorders Nightmare 9.0
Gastrointestinal disorders Dry mouth
Gastrointestinal disorders Nausea 8.0
Gastrointestinal disorders Oropharyngeal discomfort 8.0
Gastrointestinal disorders Oropharyngeal pain 8.0
Nervous system disorders Somnolence 8.0
Gastrointestinal disorders Nausea 7.89
Gastrointestinal disorders Vomiting 7.89
Gastrointestinal disorders Abdominal pain upper 7.0
Cardiac disorders Dizziness 7.0
Gastrointestinal disorders Abdominal pain upper 6.0
Gastrointestinal disorders Constipation 6.0
Nervous system disorders Insomnia 6.0
General disorders and administration site conditions Irritability 6.0
Respiratory, thoracic and mediastinal disorders Nasal congestion 6.0
Gastrointestinal disorders Oropharyngeal discomfort 6.0
Gastrointestinal disorders Oropharyngeal pain 6.0
Infections and infestations Upper respiratory tract infection 6.0
Cardiac disorders Chest pain 5.26
Psychiatric disorders Hallucination 5.26
General disorders and administration site conditions Hyperhidrosis 5.26
Ear and labyrinth disorders Tinnitus 5.26
Investigations Body temperature increased 5.0
General disorders and administration site conditions Decreased appetite 5.0
Cardiac disorders Dizziness
Gastrointestinal disorders Dry mouth 5.0
Ear and labyrinth disorders Ear pain 5.0
Psychiatric disorders Emotional disorder 5.0
Nervous system disorders Headache 5.0
Respiratory, thoracic and mediastinal disorders Nasal congestion 5.0
Gastrointestinal disorders Nausea 5.0
Nervous system disorders Somnolence
Gastrointestinal disorders Constipation
Cardiac disorders Dizziness
Respiratory, thoracic and mediastinal disorders Hypoventilation
Respiratory, thoracic and mediastinal disorders Hypoxia
Metabolism and nutrition disorders Respiratory failure
Cardiac disorders Tachycardia
General disorders and administration site conditions Asthenia 4.0
Investigations Body temperature increased 4.0
Cardiac disorders Bradycardia 4.0
General disorders and administration site conditions Decreased appetite 4.0
Gastrointestinal disorders Diarrhoea 4.0
Cardiac disorders Dizziness 4.0
Psychiatric disorders Emotional disorder 4.0
Psychiatric disorders Enuresis 4.0
General disorders and administration site conditions Fatigue 4.0
Nervous system disorders Insomnia 4.0
Respiratory, thoracic and mediastinal disorders Nasal congestion 4.0
Gastrointestinal disorders Nausea
Infections and infestations Upper respiratory tract infection
Gastrointestinal disorders Abdominal pain upper
Nervous system disorders Abnormal sleep-related event 3.0
Psychiatric disorders Aggression 3.0
Immune system disorders Asthma 3.0
Investigations Body temperature increased
General disorders and administration site conditions Crying 3.0
Gastrointestinal disorders Diarrhoea
Cardiac disorders Dizziness 3.0
Respiratory, thoracic and mediastinal disorders Epistaxis 3.0
Nervous system disorders Headache
Nervous system disorders Headache 3.0
General disorders and administration site conditions Influenza like illness 3.0
General disorders and administration site conditions Irritability
General disorders and administration site conditions Irritability 3.0
Infections and infestations Lower respiratory tract infection 3.0
Respiratory, thoracic and mediastinal disorders Nasal congestion 3.0
Infections and infestations Nasopharyngitis 3.0
Psychiatric disorders Nightmare 3.0
Gastrointestinal disorders Oropharyngeal discomfort
Gastrointestinal disorders Oropharyngeal discomfort 3.0
Gastrointestinal disorders Oropharyngeal pain
Gastrointestinal disorders Oropharyngeal pain 3.0
Ear and labyrinth disorders Otitis media acute 3.0
Renal and urinary disorders Pollakiuria 3.0
Respiratory, thoracic and mediastinal disorders Rhinorrhoea 3.0
Nervous system disorders Sleep terror 3.0
Nervous system disorders Somnolence 3.0
Cardiac disorders Tachycardia 3.0
Psychiatric disorders Tearfulness 3.0
General disorders and administration site conditions Thirst 3.0
Nervous system disorders Tremor 3.0
Gastrointestinal disorders Constipation 2.63
Respiratory, thoracic and mediastinal disorders Hypoventilation 2.63
Respiratory, thoracic and mediastinal disorders Hypoxia 2.63
Metabolism and nutrition disorders Respiratory failure 2.63
Cardiac disorders Tachycardia 2.63
Psychiatric disorders Hallucination
Gastrointestinal disorders Nausea
Gastrointestinal disorders Vomiting
Gastrointestinal disorders Abdominal pain 2.0
Psychiatric disorders Anxiety 2.0
Investigations Body temperature increased 2.0
Skin and subcutaneous tissue disorders Dermatitis 2.0
Cardiac disorders Dizziness 2.0
Gastrointestinal disorders Gastrointestinal pain 2.0
Nervous system disorders Headache 2.0
Nervous system disorders Insomnia 2.0
General disorders and administration site conditions Irritability 2.0
Respiratory, thoracic and mediastinal disorders Nasal congestion 2.0
Musculoskeletal and connective tissue disorders Pain in extremity 2.0
Skin and subcutaneous tissue disorders Rash 2.0
Nervous system disorders Somnolence 2.0
Gastrointestinal disorders Viral diarrhoea 2.0
Gastrointestinal disorders Abdominal pain 1.0
Nervous system disorders Abnormal sleep-related event 1.0
Psychiatric disorders Aggression
Psychiatric disorders Aggression 1.0
General disorders and administration site conditions Asthenia
Immune system disorders Asthma
Immune system disorders Asthma 1.0
Investigations Body temperature increased 1.0
Gastrointestinal disorders Constipation 1.0
General disorders and administration site conditions Crying 1.0
Gastrointestinal disorders Diarrhoea 1.0
Gastrointestinal disorders Dry mouth
Ear and labyrinth disorders Ear pain
Psychiatric disorders Emotional disorder
General disorders and administration site conditions Fatigue
Gastrointestinal disorders Gastrointestinal pain 1.0
Nervous system disorders Headache 1.0
General disorders and administration site conditions Influenza like illness
General disorders and administration site conditions Influenza like illness 1.0
Nervous system disorders Insomnia
Infections and infestations Lower respiratory tract infection
Respiratory, thoracic and mediastinal disorders Nasal congestion
Infections and infestations Nasopharyngitis
Gastrointestinal disorders Oropharyngeal discomfort 1.0
Gastrointestinal disorders Oropharyngeal pain 1.0
Psychiatric disorders Tearfulness 1.0
General disorders and administration site conditions Thirst 1.0
Nervous system disorders Tremor 1.0

Adverse Reactions

SOC By Demographic Distribution
System Organ Classification (SOC)
Relative Frequency (%)
General disorders and administration site conditions
25.7
Injury, poisoning and procedural complications
20.39
Skin and subcutaneous tissue disorders
16.11
Nervous system disorders
7.01
Vascular disorders
5.32
Investigations
4.82
Psychiatric disorders
4.2
Product issues
3.71
Cardiac disorders
2.66
Gastrointestinal disorders
2.3

Cross References

Resources Reference
CAS NUMBER 4205-90-7
ChEBI 46632
ChEMBL CHEMBL134
DrugBank DB00575
DrugCentral 704
EPA CompTox DTXSID6022846
FDA SRS MN3L5RMN02
Human Metabolome Database HMDB0014714
Guide to Pharmacology 516
PDB CLU
PharmGKB PA449051
PubChem 2803
SureChEMBL SCHEMBL5982
ZINC ZINC000000896484
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