Guanfacine (CED0004766)

Record Information
Version1.0
Creation Date2016-05-25 18:24:23 UTC
Update Date2026-08-25 22:43:32 UTC
Accession NumberCHEM022219
Identification
Common NameGuanfacine
ClassSmall Molecule
Description
Guanfacine is an organic compound with the chemical formula C9H9Cl2N3O and an average molecular weight of 246.09 g/mol. Guanfacine belongs to the halobenzenes, a subclass of benzene and substituted derivatives within the organic compounds. The compound is recorded as being found in or released from 11 different sources. Within healthcare, pharmaceuticals, and veterinary products, it is used as an antihypertensive. In the category of food, food processing, and cookware, it is used for food preservation. It is also associated with household cleaning and consumer products, including perfumes within detergents and soaps, tobacco smoke filters, and non-electric simulated smoking devices. Furthermore, it is linked to electrical and electronic equipment, specifically antennas, conductors or conductive bodies characterised by the conductive materials, electrically stimulated smoking devices, electrodes, radio transmission systems, and one additional source. The recorded route of exposure for this compound is oral. At the molecular level, guanfacine interacts with two recorded protein targets. It functions as an agonist or binder of the Alpha-2A adrenergic receptor (ADRA2A) and the Alpha-2B adrenergic receptor (ADRA2B).
Contaminant Type
  • Human Neurotoxin
Chemical Structure
Synonyms
ValueSource
EstulicKegg
SPD 503HMDB
Monohydrochloride, guanfacineHMDB
Guanfacine monohydrochlorideHMDB
TenexHMDB
Hydrochloride, guanfacineHMDB
Guanfacine hydrochlorideHMDB
Chemical FormulaC9H9Cl2N3O
Average Molecular Mass246.093 g/mol
Monoisotopic Mass245.012 g/mol
CAS Registry Number29110-47-2
IUPAC NameN-carbamimidoyl-2-(2,6-dichlorophenyl)acetamide
Traditional Nameguanfacine
SMILESNC(=N)NC(=O)CC1=C(Cl)C=CC=C1Cl
InChI IdentifierInChI=1S/C9H9Cl2N3O/c10-6-2-1-3-7(11)5(6)4-8(15)14-9(12)13/h1-3H,4H2,(H4,12,13,14,15)
InChI KeyINJOMKTZOLKMBF-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as dichlorobenzenes. Dichlorobenzenes are compounds containing a benzene with exactly two chlorine atoms attached to it.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassHalobenzenes
Direct ParentDichlorobenzenes
Alternative Parents
Substituents
  • 1,3-dichlorobenzene
  • Aryl chloride
  • Aryl halide
  • Carboximidamide
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Organochloride
  • Organohalogen compound
  • Imine
  • Organopnictogen compound
  • Organic oxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Organoleptic EffectsNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.14 g/LALOGPS
logP2.28ALOGPS
logP1.74ChemAxon
logS-3.2ALOGPS
pKa (Strongest Acidic)12.94ChemAxon
pKa (Strongest Basic)6.65ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area78.97 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity69.63 m³·mol⁻¹ChemAxon
Polarizability21.75 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted GC-MSPredicted GC-MS Spectrumsplash10-0a4l-5900000000-766dd9f92ab525fb3d7fNot AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0002-2190000000-f396a1e8e135a8e36357Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-06ri-2940000000-5a7460d90b0e4e64ca27Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4i-5900000000-722b0c3c89afd7b7ebabNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0006-3190000000-3e0c32003f6e9cdb1622Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0zfu-8590000000-95737b8dd85b7d5f0970Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0006-9100000000-e0d6699b8eaef7231c16Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0002-3090000000-90afd0b6edebed6386b7Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-01ox-9000000000-17eb76d0d1e99836e557Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4l-4900000000-680156efc4df06b145b6Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0f6x-0190000000-02a925b95a2650e92658Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0pc3-2960000000-ec4836343fd084b9aa0cNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0006-9200000000-9b0988ced8204ad0f3fcNot AvailableView Spectrum
Toxicity Profile
Mechanism of ToxicityNot Available
Carcinogenicity (IARC Classification)Not Available
Minimum Risk LevelNot Available
SymptomsNot Available
TreatmentNot Available
Toxicity Values
Toxicity ValueUnitValue RangeOrganismDose DescriptorRoute of ExposurePredicted or ExperimentalReference
612.0Log mg/kg[340:1100]RatLD50oralpredictedNot Available
Health Effects
Health EffectRelationshipDirectionReference
Exposure Sources
Source IDSourceSectorReference
289AntihypertensivesHealthcare, pharmaceuticals & veterinary productsNot Available
506AntennasElectrical & Electronic EquipmentNot Available
511Conductors Or Conductive Bodies Characterised By The Conductive MaterialsElectrical & Electronic EquipmentNot Available
518Electrically Stimulated Smoking DevicesElectrical & Electronic EquipmentNot Available
519ElectrodesElectrical & Electronic EquipmentNot Available
530Radio Transmission SystemsElectrical & Electronic EquipmentNot Available
537Television SystemsElectrical & Electronic EquipmentNot Available
545Food PreservationFood, food processing & cookwareNot Available
559Non Electric Simulated Smoking DevicesHousehold cleaning & consumer productsNot Available
561Perfumes Within Detergents And SoapsHousehold cleaning & consumer productsNot Available
569Tobacco Smoke FiltersHousehold cleaning & consumer productsNot Available
580Manufacture Preparation Of Tobacco ProductsIndustrial manufacturing & chemical processingNot Available
609AftershavePersonal care & cosmeticsNot Available
610Aftersun ProductsPersonal care & cosmeticsNot Available
611Anti Perspirants Or Body DeoderantsPersonal care & cosmeticsNot Available
612Body Washing Or Cleaning ImplementsPersonal care & cosmeticsNot Available
614Essential Oils Or PerfumesPersonal care & cosmeticsNot Available
615Eye Makeup ProductsPersonal care & cosmeticsNot Available
618Lip Makeup ProductsPersonal care & cosmeticsNot Available
632ApparelTextiles, leather & furnishingsNot Available
650Purses Luggage Hand BagsTextiles, leather & furnishingsNot Available
Pathways
1 pathway
Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Alpha-2A adrenergic receptor structureClick to view 3D structureAlpha-2A adrenergic receptorP08913HumansPredicted (SEA)5.76084
5-hydroxytryptamine receptor 2B structureClick to view 3D structure5-hydroxytryptamine receptor 2BP41595HumansPredicted (SEA)51.2248
5-hydroxytryptamine receptor 2A structureClick to view 3D structure5-hydroxytryptamine receptor 2AP28223HumansPredicted (SEA)117.474
Alpha-2B adrenergic receptor structureClick to view 3D structureAlpha-2B adrenergic receptorP18089HumansPredicted (SEA)23.4326
5-hydroxytryptamine receptor 2C structureClick to view 3D structure5-hydroxytryptamine receptor 2CP28335HumansPredicted (SEA)82.6759
Alpha-2C adrenergic receptor structureClick to view 3D structureAlpha-2C adrenergic receptorP18825HumansPredicted (SEA)29.972
Click to view 3D structureAlpha-1A adrenergic receptorP43140Rattus norvegicusPredicted (SEA)34.1758
Nischarin structureClick to view 3D structureNischarinQ9Y2I1HumansPredicted (SEA)2.41333
Alpha-1A adrenergic receptor structureClick to view 3D structureAlpha-1A adrenergic receptorP35348HumansPredicted (SEA)82.8316
Click to view 3D structureN-formyl peptide receptor 3P25089HumansPredicted (SEA)0.467095
Protein phosphatase 1 regulatory subunit 15A structureClick to view 3D structureProtein phosphatase 1 regulatory subunit 15AO75807HumansPredicted (SEA)0.700643
Protein phosphatase 1 regulatory subunit 15B structureClick to view 3D structureProtein phosphatase 1 regulatory subunit 15BQ5SWA1HumansPredicted (SEA)0.700643
Urokinase-type plasminogen activator structureClick to view 3D structureUrokinase-type plasminogen activatorP00749HumansPredicted (SEA)91.8621
Click to view 3D structureSodium/hydrogen exchanger 2P50482Oryctolagus cuniculusPredicted (SEA)0.778492
Prostaglandin G/H synthase 2 structureClick to view 3D structureProstaglandin G/H synthase 2P35354HumansPredicted (SEA)180.221
Prothrombin structureClick to view 3D structureProthrombinP00734HumansPredicted (SEA)417.583
Trace amine-associated receptor 1 structureClick to view 3D structureTrace amine-associated receptor 1Q96RJ0HumansPredicted (SEA)42.4278
Solute carrier family 22 member 1 structureClick to view 3D structureSolute carrier family 22 member 1O15245HumansPredicted (SEA)6.61718
Coagulation factor X structureClick to view 3D structureCoagulation factor XP00742HumansPredicted (SEA)447.244
Click to view 3D structureSodium/hydrogen exchanger 1P26431Rattus norvegicusPredicted (SEA)1.24559
Click to view 3D structureSodium/hydrogen exchanger 2P48763Rattus norvegicusPredicted (SEA)0.778492
Sodium/hydrogen exchanger 1 structureClick to view 3D structureSodium/hydrogen exchanger 1P19634HumansPredicted (SEA)15.1806
Click to view 3D structureProstaglandin G/H synthase 1P05979Ovis ariesPredicted (SEA)124.948
Tissue-type plasminogen activator structureClick to view 3D structureTissue-type plasminogen activatorP00750HumansPredicted (SEA)223.427
Cytochrome P450 3A4 structureClick to view 3D structureCytochrome P450 3A4P08684HumansPredicted (SEA)2670.62
Concentrations
Not Available
External Links
DrugBank IDDB01018
HMDB IDHMDB0015153
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkGuanfacine
Chemspider ID3399
ChEBI ID166029
PubChem Compound ID3519
Kegg Compound IDC07037
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References