6656. Nitroxynil

Nomenclature

CAS number: 1689-89-0
4-Hydroxy-3-iodo-5-nitrobenzonitrile; Dovenix (Specia).
C7H3IN2O3; mol wt 290.01.
C 28.99%, H 1.04%, I 43.76%, N 9.66%, O 16.55%.

Description and references

Prepn: NL 6516359 corresp to Collins et al., US 3331738 (1966, 1967 both to May & Baker).

Chemical structure

Properties

Yellow crystals from benzene, mp 137-138°. Sparingly sol in water; moderately sol in most organic solvents.

Derivative

d-N-Methylglucamine salt.

Nomenclature

CAS number: 36508-79-9
Nitroxynil meglumine; 4-hydroxy-3-iodo-5-nitrobenzonitrile compd with d-1-deoxy-1-(methylamino)glucitol (1:1).
C14H20IN3O8; mol wt 485.23.
C 34.65%, H 4.15%, I 26.15%, N 8.66%, O 26.38%.

Properties

Solid, mp 85-90°.

Derivative

N-Ethylglucamine.

Nomenclature

CAS number: 27917-82-4
Nitroxynil eglumine; 4-hydroxy-3-iodo-5-nitrobenzonitrile compd with 1-deoxy-1-(ethylamino)glucitol (1:1); Trodax.
C15H22IN3O8; mol wt 499.25.
C 36.09%, H 4.44%, I 25.42%, N 8.42%, O 25.64%.

Properties

Readily sol in water with a yellow, odorless and substantially neutral soln. Aq soln is very stable but contamination with calcium and certain other salts can result in pptn of an insol salt of nitroxynil.

Therapeutic Category (Veterinary)

Anthelmintic (fasciolicide).