Guanfacine hydrochloride (CHEM018166)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-22 05:02:24 UTC
Update Date2016-11-09 01:15:44 UTC
Accession NumberCHEM018166
Identification
Common NameGuanfacine hydrochloride
ClassSmall Molecule
DescriptionGuanfacine, sold under the brand name Tenex among others, is a medication used to treat attention deficit hyperactivity disorder (ADHD) and high blood pressure. It is a less preferred treatment for ADHD and for high blood pressure. It is taken by mouth.Common side effects include sleepiness, constipation, dry mouth, sexual problems, and headaches. Other side effect may include anxiety, low blood pressure, depression, and urinary problems. Use is not recommended during pregnancy or breastfeeding. It appears to work by activating the α2A receptors in the brain thereby decreasing sympathetic nervous system activity.Guanfacine was approved for medical use in the United States in 1986. It is available as a generic medication. A month supply in the United Kingdom costs the NHS about £60 as of 2019. In the United States the wholesale cost of this amount is about 7.11 USD. In 2016 it was the 156th most prescribed medication in the United States with more than 4 million prescriptions.
Contaminant Sources
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
IntunivKegg
TenexKegg
GuanfacineMeSH
Monohydrochloride, guanfacineMeSH
EstulicMeSH
Guanfacine monohydrochlorideMeSH
Hydrochloride, guanfacineMeSH
N-Carbamimidoyl-2-(2,6-dichlorophenyl)ethanimidate hydrochlorideGenerator
Chemical FormulaC9H10Cl3N3O
Average Molecular Mass282.554 g/mol
Monoisotopic Mass280.989 g/mol
CAS Registry Number29520-14-7
IUPAC NameN-carbamimidoyl-2-(2,6-dichlorophenyl)ethanimidic acid hydrochloride
Traditional Nameguanfacina hydrochloride
SMILESCl.NC(=N)N=C(O)CC1=C(Cl)C=CC=C1Cl
InChI IdentifierInChI=1S/C9H9Cl2N3O.ClH/c10-6-2-1-3-7(11)5(6)4-8(15)14-9(12)13;/h1-3H,4H2,(H4,12,13,14,15);1H
InChI KeyDGFYECXYGUIODH-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as phenylacetamides. These are amide derivatives of phenylacetic acids.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassPhenylacetamides
Direct ParentPhenylacetamides
Alternative Parents
Substituents
  • Phenylacetamide
  • 1,3-dichlorobenzene
  • Acylguanidine
  • Chlorobenzene
  • Halobenzene
  • Aryl chloride
  • Aryl halide
  • Guanidine
  • N-acylimine
  • Carboxylic acid derivative
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Carboximidamide
  • Organochloride
  • Organohalogen compound
  • Hydrochloride
  • Hydrocarbon derivative
  • Organic oxide
  • Organic nitrogen compound
  • Carbonyl group
  • Organonitrogen compound
  • Organooxygen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.083 g/LALOGPS
logP1.4ALOGPS
logP0.53ChemAxon
logS-3.5ALOGPS
pKa (Strongest Acidic)0.081ChemAxon
pKa (Strongest Basic)15ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area82.46 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity70.16 m³·mol⁻¹ChemAxon
Polarizability22.25 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-qTof , Positivesplash10-0bt9-2900000000-4de9e3e1400a36d419c4Spectrum
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-0bt9-2900000000-4de9e3e1400a36d419c4Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-0090000000-e0c303b079770c6c0c03Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001i-0090000000-e0c303b079770c6c0c03Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-001i-0090000000-e0c303b079770c6c0c03Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0090000000-b99d22129995796dbe6dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-0090000000-b99d22129995796dbe6dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-0090000000-b99d22129995796dbe6dSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDDBSALT000509
HMDB IDNot Available
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 IDNot Available
ChEBI IDNot Available
PubChem Compound ID71401
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General ReferencesNot Available