3359. Disophenol

Nomenclature

CAS number: 305-85-1
2,6-Diiodo-4-nitrophenol; DNP; Ancylol (Am. Cyanamid).
C6H3I2NO3; mol wt 390.90.
C 18.44%, H 0.77%, I 64.93%, N 3.58%, O 12.28%.

Description and references

Prepd by iodination of p-nitrophenol with iodine/potassium iodide soln in aq ammonia: Datta, Prosad, J. Am. Chem. Soc. 39, 446 (1917). As an anthelmintic: Thorson et al., US 3081224 (1963 to Am. Cyanamid). Toxicity studies: J. A. Kaiser, Toxicol. Appl. Pharmacol. 6, 232 (1964); Fowler, Br. Vet. J. 127, 304 (1971). Comparative field trial in sheep: C. A. Hall et al., Res. Vet. Sci. 31, 104 (1981).

Chemical structure

Properties

Light yellow, feathery crystals from glacial acetic acid, mp 157°. Freely sol in alcohol, very sparingly sol in water. LD50 in rats, mice (mg/kg): 170, 212 orally; 105, 88 i.v.; 105, 107 i.p.; 122, 110 s.c. (Kaiser).

Therapeutic Category (Veterinary)

Anthelmintic (hookworm).