| Identification | Back Directory | [Name]
amisometradine | [CAS]
550-28-7 | [Synonyms]
Rolicton
amisometradine
Aminoisometradin
Aminoisometradine
6-Amino-3-methyl-1-(2-methylallyl)uracil
6-amino-3-methyl-1-(2-methylallyl)pyrimidine-2,4-quinone
6-amino-3-methyl-1-(2-methylprop-2-enyl)pyrimidine-2,4-dione
6-azanyl-3-methyl-1-(2-methylprop-2-enyl)pyrimidine-2,4-dione
6-Amino-3-methyl-1-(2-methyl-2-propenyl)pyrimidine-2,4(1H,3H)-dione
2,4(1H,3H)-Pyrimidinedione, 6-amino-3-methyl-1-(2-methyl-2-propen-1-yl)- | [EINECS(EC#)]
208-980-3 | [Molecular Formula]
C9H13N3O2 | [MDL Number]
MFCD00867343 | [MOL File]
550-28-7.mol | [Molecular Weight]
195.22 |
| Chemical Properties | Back Directory | [Melting point ]
175° | [Boiling point ]
331.89°C (rough estimate) | [density ]
1.1985 (rough estimate) | [refractive index ]
1.5100 (estimate) | [storage temp. ]
Amber Vial, -20°C Freezer, Under inert atmosphere | [solubility ]
DMSO (Slightly), Methanol (Slightly) | [form ]
Solid | [pka]
4.97±0.70(Predicted) | [color ]
White to Pale Beige | [Stability:]
Light Sensitive |
| Hazard Information | Back Directory | [Originator]
Rolicton,Searle,US,1956 | [Uses]
Amisometradine is an oral diuretic. | [Definition]
ChEBI: Amisometradine is a pyrimidone. | [Manufacturing Process]
Preparation of the ethyl analog is as follows (methyl isocyanate is used in
amisometradine manufacture).
To a cooled and stirred solution of 142 parts of methallylamine in 900 parts of
benzene, 156 parts of ethyl isocyanate are added dropwise. Upon
concentration in vacuum N-ethyl-N'-methallylurea is obtained.
260 parts of this urea derivative are dissolved in 500 parts of acetic anhydride
and treated with 157 parts of cyanoacetic acid at 60°C and heated at that
temperature for 2 hours. The solution is then concentrated in vacuum to a
syrup. 100 parts of water are added and the vacuum distillation is repeated.
The remaining syrup contains a mixture of N-cyanoacetyl-N-ethyl-N'-
methallylurea and a small quantity of N-cyanoacetyl-N-methallyl-N'-ethylurea.
This syrup is treated with sufficient 20% sodium hydroxide solution to raise
the pH to 10. A violent reaction occurs. The reaction mixture is diluted with 50
parts of water, stirred, cooled and filtered. The material collected on the filter
is recrystallized from 10% ethanol to yield a mixture of 1-methallyl-3-ethyl-6-
amino-1,2,3,4-tetrahydro-2,4-pyrimidinedione and 1-ethyl-3-methallyl-6-
amino-1,2,3,4-tetrahydro-2,4-pyrimidinedione melting at about 157-159°C. | [Therapeutic Function]
Diuretic |
|
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Energy Chemical
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021-58432009 400-005-6266 |
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http://www.energy-chemical.com |
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