hexamethonium Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definitionDrug idCAS RN
quaternary ammonium compounds 1366 60-26-4

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • hexamethonium
  • benzohexamethonium
  • hexamethone
  • hexanium
  • hexathonide
  • hexamethonium bromide
  • hexamethonium dibromide
  • hexamethonium dibromide dihydrate
A 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been used for a variety of therapeutic purposes including hypertension but, like the other ganglionic blockers, it has been replaced by more specific drugs for most purposes, although it is widely used a research tool.
  • Molecular weight: 202.39
  • Formula: C12H30N2
  • CLOGP: -9.09
  • LIPINSKI: 0
  • HAC: 2
  • HDO: 0
  • TPSA:
  • ALOGS: -7.09
  • ROTB: 7

Drug dosage:

None

ADMET properties:

None

Approvals:

None

FDA Adverse Event Reporting System (Female)

None

FDA Adverse Event Reporting System (Male)

None

Pharmacologic Action:

SourceCodeDescription
MeSH PA D000959 Antihypertensive Agents
MeSH PA D002317 Cardiovascular Agents
MeSH PA D018678 Cholinergic Agents
MeSH PA D018680 Cholinergic Antagonists
MeSH PA D005730 Ganglionic Blockers
MeSH PA D018377 Neurotransmitter Agents
MeSH PA D018733 Nicotinic Antagonists
MeSH PA D018373 Peripheral Nervous System Agents

Drug Use (View source of the data)

None

Acid dissociation constants calculated using MoKa v3.0.0

None

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
Neuronal acetylcholine receptor subunit alpha-4 Ion channel BLOCKER IC50 5.17 IUPHAR
Neuronal acetylcholine receptor subunit alpha-6 Ion channel BLOCKER IC50 4.04 IUPHAR
Neuronal acetylcholine receptor; alpha4/beta2 Ion channel IC50 4.54 CHEMBL
Neuronal acetylcholine receptor; alpha4/beta4 Ion channel IC50 4.04 CHEMBL
Neuronal acetylcholine receptor; alpha4/beta2 Ion channel Ki 4.66 CHEMBL
Acetylcholine receptor Ion channel Kd 5.74 CHEMBL

External reference:

IDSource
D02204 KEGG_DRUG
49839002 SNOMEDCT_US
004717 NDDF
8J77X3S603 UNII
2047 INN_ID
55-97-0 SECONDARY_CAS_RN
3604 PUBCHEM_CID
CHEBI:5700 CHEBI
CHEMBL100622 ChEMBL_ID
CHEMBL105608 ChEMBL_ID
CHEMBL332524 ChEMBL_ID
DB08960 DRUGBANK_ID
D018738 MESH_DESCRIPTOR_UI
CHEMBL2106122 ChEMBL_ID
3963 IUPHAR_LIGAND_ID

Pharmaceutical products:

None