| Identification | Back Directory | [Name]
GUANOXAN SULFATE | [CAS]
5714-04-5 | [Synonyms]
Guanoxan Hemisulfate
Guanoxan sulfate USP/EP/BP
(1,4-Benzodioxan-2-ylmethyl)guanidine sulfate
1-((2,3-Dihydrobenzo[b][1,4]dioxin-2-yl)methyl)guanidine
1-((2,3-Dihydrobenzo[b][1,4]dioxin-2-yl)Methyl)guanidine sulfate(2:1) | [Molecular Formula]
2C10H13N3O2.H2O4S | [MOL File]
5714-04-5.mol | [Molecular Weight]
512.541 |
| Chemical Properties | Back Directory | [Melting point ]
>200°C (dec.) | [storage temp. ]
under inert gas (nitrogen or Argon) at 2–8 °C | [solubility ]
DMSO (Slightly), Methanol (Slightly) | [form ]
Solid | [color ]
White to Off-White | [Stability:]
Hygroscopic |
| Hazard Information | Back Directory | [Originator]
Envacar,Pfizer | [Uses]
Antihypertensive. | [Uses]
Guanoxan is a sympatholytic drug related to Guanethidine (G815000). Guanoxan is used in the treatment of hypertension. | [Manufacturing Process]
2 Methods of producing of 2-guanidinemethyl-2,3-dihydro-1,4-benzodioxine:
1. 3.3 parts by weight of 2-aminomethyl-1,4-benzodioxane and 2.78 parts by
weight of S-methylisothiouronium sulfate were dissolved in 20 parts by
volume of water, and the resulting aqueous solution was heated under reflux
for 3 h. At the end of this time, the solvent was removed by means of
evaporation under reduced pressure and the residue so obtained dissolved in
a minimum amount of fresh water and treated with charcoal. Upon filtration,
there was obtained a clear filtrate which, on standing, soon afforded pure
crystals of di(2-guanidinomethyl-1,4-benzodioxane)sulfate, melting point
204°-205°C.
The base 2-guanidinemethyl-2,3-dihydro-1,4-benzodioxine may be obtained
by reaction of di(2-guanidinomethyl-1,4-benzodioxane)sulfate with, for
example, sodium hydroxide.
2. o-Dihydroxybenzene reacted with epichlorhydrine in the presence sodium
hydroxide and 2-hydroxymethyl-2,3-dihydro-1,4-benzodioxine was obtained.
To solution of 2-hydroxymethyl-2,3-dihydro-1,4-benzodioxine thionylchloride
was added to give 2-chlormethyl-2,3-dihydro-1,4-benzodioxine.
2-Chloromethyl-2,3-dihydro-1,4-benzodioxine reacted with benzylamine to
produced 2-benzylaminomethyl-2,3-dihydro-1,4-benzodioxine, which was
reduced at the presence of hydrogen and Pd-C (catalyst) to 2-aminomethyl-
2,3-dihydro-1,4-benzodioxine.
2-Aminomethyl-2,3-dihydro-1,4-benzodioxine was treated by Smethylisothiouronium sulfate and there was produced 2-guanidinemethyl-2,3-
dihydro-1,4-benzodioxine. | [Brand name]
Envacar (Pfizer). | [Therapeutic Function]
Antihypertensive |
|
|