| Identification | Back Directory | [Name]
nifurtoinol | [CAS]
1088-92-2 | [Synonyms]
urfadyn
Urfurine
nifurtoinol
3-(Hydroxymethyl)-1-[[(5-nitro-2-furanyl)methylene]amino]-2,4-imidazolidinedione
2,4-Imidazolidinedione, 3-(hydroxymethyl)-1-[[(5-nitro-2-furanyl)methylene]amino]-
3-(hydroxymethyl)-1-[(E)-(5-nitrofuran-2-yl)methylideneamino]imidazolidine-2,4-dione | [EINECS(EC#)]
214-126-0 | [Molecular Formula]
C9H8N4O6 | [MDL Number]
MFCD00864958 | [MOL File]
1088-92-2.mol | [Molecular Weight]
268.18 |
| Chemical Properties | Back Directory | [Melting point ]
258 °C (decomp) | [Boiling point ]
411.35°C (rough estimate) | [density ]
1.5401 (rough estimate) | [refractive index ]
1.6590 (estimate) | [pka]
13.41±0.10(Predicted) | [Water Solubility ]
0.33g/L(22 ºC) |
| Hazard Information | Back Directory | [Originator]
Urfadyne,Zambon,W. Germany,1969 | [Definition]
ChEBI: An imidazolidine-2,4-dione that is hydantoin substituted at position 1 by a [(5-nitro-2-furyl)methylene]amino group and at position 3 by a hydroxymethyl group. | [Manufacturing Process]
Three liters of 5% formaldehyde solution (2,625 cc water and 375 cc 40%
formalin) containing 50 g of nitrofurantoin is refluxed for about 5 minutes,
then filtered hot and cooled. The crystallized product is filtered and washed
with 1% formaldehyde solution. It is air dried and then further dried at 65°C.
There is obtained 33 g of 3-hydroxymethyl-1-(5-nitrofurfurylideneamino)
hydantoin. | [Therapeutic Function]
Antibacterial | [Pharmaceutical Applications]
The hydroxymethyl derivative of nitrofurantoin, formulated
for oral administration. The activity is similar to that of nitrofurantoin.
Little is known about the pharmacokinetic behavior.
It is said to be more rapidly absorbed than nitrofurantoin
and excreted into the urine to a greater extent. Available in
some countries in continental Europe. |
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