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been used for a variety of therapeutic purposes including hypertension but, like the other ganglionic blockers, it has been replaced by more specific drugs for most purposes, although it is widely used a research tool.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 PMN (a Commenced PMN (Premanufacture Notice) Substance)
* denotes mobile formatted website

Links to Resources

NLM Resources (File Locators)

Regulatory Agencies (Superlist Locators)

Other Resources (Internet Locators)


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.