Skip Navigation
ChemIDplus A TOXNET DATABASE LiteBrowseAdvanced

Substance Name: Hexamethonium bromide [INN:BAN:JAN]
RN: 55-97-0
UNII: 8J77X3S603
InChIKey: FAPSXSAPXXJTOU-UHFFFAOYSA-L

Note

  • 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been used for a variety of therapeutic purposes including hypertension but, like the other ganglionic blockers, it has been replaced by more specific drugs for most purposes, although it is widely used a research tool.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 Formula

  • C12-H30-N2.2Br

Molecular Weight

  • 362.191
 

Classification Codes

  • Drug / Therapeutic Agent
  • Human Data
  • Reproductive Effect
  • TSCA Flag P (a Commenced PMN (Premanufacture Notice) Substance)
* denotes mobile formatted website

Links to Resources


Search for this InChIKey on the Web

Names and Synonyms

Name of Substance

  • Hexamethonium bromide [INN:BAN:JAN]

Synonyms

  • alpha, omega-Bis(trimethyl ammonium)hexane dibromide
  • Ammonium, hexamethylenebis(trimethyl-, dibromide
  • Bistrium bromide
  • Bromure d'hexamethonium
  • Bromure d'hexamethonium [INN-French]
  • Bromuro de hexametonio
  • Bromuro de hexametonio [INN-Spanish]
  • EINECS 200-249-7
  • Esametina
  • Esametonio bromuro
  • Esametonio bromuro [DCIT]
  • Gangliostat
  • Hexamethionium bromide
  • Hexamethonii bromidum
  • Hexamethonii bromidum [INN-Latin]
  • Hexamethonium (dibromure d')
  • Hexamethonium bromide
  • Hexamethonium dibromide
  • Hexamethylenebis(trimethylammonium) bromide
  • Hexameton
  • Hexonium dibromide
  • NSC 163965
  • Simpatoblock
  • UNII-8J77X3S603
  • Vegolysen
  • Vegolysin

Systematic Names

  • 1,6-Hexanediaminium, N,N,N,N',N',N'-hexamethyl-, dibromide (9CI)
  • 1,6-Hexanediaminium, N1,N1,N1,N6,N6,N6-hexamethyl-, bromide (1:2)
  • Ammonium, hexamethylenebis(trimethyl-, dibromide
  • Hexamethonium bromide
  • Hexamethylenebis(trimethylammonium bromide)

Registry Numbers

CAS Registry Number

  • 55-97-0

FDA UNII

  • 8J77X3S603

Other Registry Number

  • 41055-63-4

Related Registry Number

  • 60-26-4 (Parent)

System Generated Number

  • 0000055970

Molecular Formulas

Molecular Formula

  • C12-H30-N2.2Br

Molecular Formula Fragments

  • Br
  • C12-H30-N2
  • COMPONENT

Structure Descriptors

InChI

1S/C12H30N2.2BrH/c1-13(2,3)11-9-7-8-10-12-14(4,5)6;;/h7-12H2,1-6H3;2*1H/q+2;;/p-2

InChIKey

FAPSXSAPXXJTOU-UHFFFAOYSA-L

Smiles

C([N+](C)(C)C)CCCCC[N+](C)(C)C.[BrH-].[BrH-]

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 70mg/kg (70mg/kg)   Yakugaku Zasshi. Journal of Pharmacy. Vol. 91, Pg. 1307, 1971.
mouse LD50 intravenous 22mg/kg (22mg/kg)   Biochemical Pharmacology. Vol. 2, Pg. 233, 1959.
mouse LD50 oral 838mg/kg (838mg/kg)   Drugs in Japan Vol. 6, Pg. 356, 1982.
mouse LD50 subcutaneous 78mg/kg (78mg/kg)   Yakugaku Zasshi. Journal of Pharmacy. Vol. 91, Pg. 1307, 1971.
rabbit LD50 intravenous 50300ug/kg (50.3mg/kg)   Shionogi Kenkyusho Nenpo. Annual Report of Shionogi Research Laboratory. Vol. 10, Pg. 15, 1960.
rat LD50 intravenous 64130ug/kg (64.13mg/kg)   Shionogi Kenkyusho Nenpo. Annual Report of Shionogi Research Laboratory. Vol. 10, Pg. 15, 1960.
rat LD50 oral 2891mg/kg (2891mg/kg)   Shionogi Kenkyusho Nenpo. Annual Report of Shionogi Research Laboratory. Vol. 10, Pg. 15, 1960.
rat LD50 subcutaneous 200mg/kg (200mg/kg)   Proceedings of the Society for Experimental Biology and Medicine. Vol. 78, Pg. 708, 1951.