Record Information
Version1.0
Creation Date2016-05-22 05:00:17 UTC
Update Date2016-11-09 01:15:44 UTC
Accession NumberCHEM018112
Identification
Common NameN,N,N,N',N',N'-Hexamethylhexane-1,6-diaminium
ClassSmall Molecule
DescriptionA nicotinic cholinergic antagonist often referred to as the prototypical ganglionic blocker. It is poorly absorbed from the gastrointestinal tract and does not cross the blood-brain barrier. It has been used for a variety of therapeutic purposes including hypertension but, like the other ganglionic blockers, it has been replaced by more specific drugs for most purposes, although it is widely used a research tool.
Contaminant Sources
  • STOFF IDENT Compounds
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
Synonyms
ValueSource
Diperchlorate, hexamethoniumMeSH
Hexamethonium dihydroxideMeSH
Hexamethonium diperchlorateMeSH
Iodide, hexamethoniumMeSH
Dibromide, hexamethoniumMeSH
Diiodide, hexamethoniumMeSH
Dimethylsulfate, hexamethoniumMeSH
Hexamethonium bromideMeSH
Hexamethonium dibromideMeSH
Hexamethonium dibromide dihydrateMeSH
Bitartrate, hexamethoniumMeSH
Chloride, hexamethoniumMeSH
DepressinMeSH
Dihydroxide, hexamethoniumMeSH
Hexamethonium bitartrateMeSH
Hexamethonium diiodideMeSH
Hexamethonium dimethylsulfateMeSH
Hexamethonium monotartrateMeSH
Bromide, hexamethoniumMeSH
Dibromide dihydrate, hexamethoniumMeSH
Dichloride dihydrate, hexamethoniumMeSH
Dihydrate, hexamethonium dibromideMeSH
Dihydrate, hexamethonium dichlorideMeSH
Hexamethonium chlorideMeSH
Hexamethonium dichloride dihydrateMeSH
Hexamethonium iodideMeSH
HexoniumMeSH
Monotartrate, hexamethoniumMeSH
Chemical FormulaC12H30N2
Average Molecular Mass202.380 g/mol
Monoisotopic Mass202.241 g/mol
CAS Registry Number60-26-4
IUPAC Nametrimethyl[6-(trimethylazaniumyl)hexyl]azanium
Traditional Namehexamethonium
SMILESC[N+](C)(C)CCCCCC[N+](C)(C)C
InChI IdentifierInChI=1S/C12H30N2/c1-13(2,3)11-9-7-8-10-12-14(4,5)6/h7-12H2,1-6H3/q+2
InChI KeyVZJFGSRCJCXDSG-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as hexamethonium compounds. These are organic compounds containing a N,N,N,N',N',N'-hexamethylhexane-1,6-diaminium moiety.
KingdomOrganic compounds
Super ClassOrganic nitrogen compounds
ClassOrganonitrogen compounds
Sub ClassQuaternary ammonium salts
Direct ParentHexamethonium compounds
Alternative Parents
Substituents
  • Hexamethonium
  • Tetraalkylammonium salt
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organic salt
  • Amine
  • Organic cation
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
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 Solubility2.2e-05 g/LALOGPS
logP-3.6ALOGPS
logP-6.6ChemAxon
logS-7.1ALOGPS
Physiological Charge2ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity88.55 m³·mol⁻¹ChemAxon
Polarizability27.43 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
SpectraNot Available
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 IDDB08960
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 LinkHexamethonium
Chemspider IDNot Available
ChEBI IDNot Available
PubChem Compound ID3604
Kegg Compound IDC07510
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General ReferencesNot Available