9837. Tyropanoate Sodium

Nomenclature

CAS number: 7246-21-1
α-Ethyl-2,4,6-triiodo-3-[(1-oxobutyl)amino]benzenepropanoic acid monosodium salt; 3-butyramido-α-ethyl-2,4,6-triiodohydrocinnamic acid sodium salt; α-ethyl-β-(2,4,6-triiodo-3-butyramidophenyl)propionic acid sodium salt; sodium tyropanoate; Win-8851-2; Bilopaque (Sterling Winthrop); Lumopaque (Winthrop); Tyropaque (Torii).
C15H17I3NNaO3; mol wt 663.00.
C 27.17%, H 2.58%, I 57.42%, N 2.11%, Na 3.47%, O 7.24%.

Description and references

Prepn: S. Archer, J. O. Hoppe, US 2895988 (1959 to Sterling Drug); and pharmacology: J. O. Hoppe et al., J. Med. Chem. 13, 997 (1970). Clinical trials: S. Y. Han, D. M. Witten, Radiology 112, 529 (1974); R. F. Thoeni, A. A. Moss, ibid. 144, 271 (1982).

Chemical structure

Properties

Colorless solid from ethyl ether, mp 208-210°. Soluble in water. LD50 i.v. in mice: 720 mg/kg (Hoppe).

Derivative

Free acid.
C15H18I3NO3; mol wt 641.02.
C 28.11%, H 2.83%, I 59.39%, N 2.19%, O 7.49%.

Properties

Crystals from ethyl oxyacetate, mp 182-184°.

Therapeutic Category

Diagnostic aid (radiopaque medium—cholecystographic).

Keywords

Diagnostic Aid (Radiopaque Medium)