GUANOXAN SULFATE
GUANOXAN SULFATE Basic information
- Product Name:
- GUANOXAN SULFATE
- Synonyms:
-
- (1,4-Benzodioxan-2-ylmethyl)guanidine sulfate
- 1-((2,3-Dihydrobenzo[b][1,4]dioxin-2-yl)Methyl)guanidine sulfate(2:1)
- Guanoxan Hemisulfate
- Guanoxan sulfate USP/EP/BP
- 1-((2,3-Dihydrobenzo[b][1,4]dioxin-2-yl)methyl)guanidine
- CAS:
- 5714-04-5
- MF:
- 2C10H13N3O2.H2O4S
- MW:
- 512.541
- Product Categories:
-
- Miscellaneous Natural Products
- Mol File:
- 5714-04-5.mol
GUANOXAN SULFATE Chemical Properties
- 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
GUANOXAN SULFATE Usage And Synthesis
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
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