nifurtoinol Property

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 and Precautionary Statements (GHS)

nifurtoinol Chemical Properties,Usage,Production

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.