5040. Iodopyracet

Nomenclature

CAS number: 300-37-8
3,5-Diiodo-4-oxo-1(4H)-pyridineacetic acid compound with 2,2′-iminobis[ethanol] (1:1); bis(hydroxyethyl)ammonium 3,5-diiodo-4-pyridone-N-acetate; diethanolamine 3,5-diiodo-4-pyridone-N-acetate; 3,5-diiodo-4-pyridone-N-acetic acid diethanolamine salt; diodone; RP-3203; Diatrast; Diodrast (Winthrop); Iopyracil; Nosylan; Neo-Methiodal; Neo-Skiodan; Neo-Tenebryl; Nosydrast; Oparenol; Per-Abrodil; Per-Radiographol; Pyelosil; Pylumbrin; Savac (Am. Cyanamid); Umbradil; Uriodone; Vasiodone; Xumbradil (Astra Pharm.).
C11H16I2N2O5; mol wt 510.06.
C 25.90%, H 3.16%, I 49.76%, N 5.49%, O 15.68%.

Description and references

Prepn: FR 728634 (1931 to I. G. Farbenhind AG); J. Reitmann, US 1993039 (1935 to Winthrop). Pharmacology, toxicology and radiographic studies: R. St. A. Heathcote, R. A. Gardner, Br. J. Radiol. 6, 304 (1933). HPLC determn in biological fluids: P. Hekman, C. A. M. Van Ginneken, J. Chromatogr. 182, 492 (1980).

Chemical structure

Properties

Odorless powder, dec 155-157°. Soly: about 36% in water; about 12% in methanol, much less sol in ice-cold methanol. Practically insol in acetone, ether, chloroform. pH of aq solns: 5 to 8, depending on concn. 3,5-Diiodo-4-pyridone-N-acetic acid separated by pptn with dil HCl and dried at 100°, mp 245-249°, and contains not less than 61.5% and not more than 63.5% iodine: N.F. XI.

Derivative

Iodopyracet Injection.

Properties

35% (w/v) soln of the diethanolamine salt of 3,5-diiodo-4-pyridone-N-acetic acid. Contains about 22% I (w/v). d425 1.185. Neutral to litmus.

Derivative

Iodopyracet Concentrated Solution.

Nomenclature

Diodrast Concentrated Solution (Winthrop).

Properties

70% soln (w/v) of the diethanolamine salt of 3,5-diiodo-4-pyridone-N-acetic acid. Contains about 44% I (w/v). Neutral to litmus.

Derivative

Iodopyracet Compound Solution.

Nomenclature

Diodrast Compound Solution (Winthrop).

Properties

Soln contg approx 40.5% (w/v) of the diethanolamine salt and approx 9.5% (w/v) of the diethylamine salt of 3,5-diiodo-4-pyridone-N-acetic acid. Contains about 25% I. Neutral to litmus. d425 1.270.

Therapeutic Category

Diagnostic aid (radiopaque medium—urographic).

Therapeutic Category (Veterinary)

Diagnostic aid (radiopaque medium).

Keywords

Diagnostic Aid (Radiopaque Medium)