| Identification | Back Directory | [Name]
HEXAMETHONIUM CHLORIDE | [CAS]
60-26-4 | [Synonyms]
bistrium
hexanium
Hexonium
esametonio
hexamethonium
benzohexamethonium
hexane-1,6-bis(trimethylammonium)
hexamethylenebis(trimethyl-ammoniu
Hexamethylenebis[trimethylaminium]
n,n,n,n’,n’,n’-hexamethyl-6-hexanediaminium | [Molecular Formula]
C12H30N2+2 | [MDL Number]
MFCD01741329 | [MOL File]
60-26-4.mol | [Molecular Weight]
202.38 |
| Hazard Information | Back Directory | [Originator]
Bistrium,Squibb,US,1951 | [Definition]
ChEBI: Hexamethonium is a quaternary ammonium salt. | [Manufacturing Process]
Hexamethylene diamine (116 g), sodium carbonate (466 g), and water (800
ml) were heated to 60°C, and dimethyl sulfate (830 g) added with stirring
over 1% hours keeping the temperature below 90°C. The reaction mixture
was then stirred at 90°C for 2 hours, then cooled to 20°C, acetone (1,200 ml)
added and the whole cooled to 0°C.
The solid formed was removed by filtration and washed with acetone (150
ml). Filtrate and washings were diluted with water to 4 liters and heated to
60°C under reflux. To this was added a solution prepared from embonic acid
(388 g), sodium hydroxide (80 g) and water (5 liters), the whole refluxed for
10 minutes and thereafter allowed to cool overnight.
The resultant embonate (530 g) was filtered off, washed twice with a solution
of acetone (75 ml) in water (425 ml), and dried at 100°C to give an
amorphous yellow powder, MP 290°C to 291°C (with decomp.). 588 g of the
embonate was dissolved in boiling water (4 liters).
Hydrobromic acid 50% w/w (325 g) diluted with water (2 liters) was added
slowly at the boil and the precipitated embonic acid removed by filtering hot
and washing twice with hot water (1 liter). The filtrate and washings were
evaporated to dryness in a steam pan and the residue recrystallized from
ethyl alcohol (1,200 ml), to yield the dibromide (320 g). | [Therapeutic Function]
Antihypertensive |
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