5058. Iopanoic Acid
Nomenclature
CAS number: 96-83-3
3-Amino-α-ethyl-2,4,6-triiodobenzenepropanoic acid; 3-amino-α-ethyl-2,4,6-triiodohydrocinnamic acid; iodopanoic acid; 3-(3-amino-2,4,6-triiodophenyl)-2-ethylpropanoic acid; 3-(3-amino-2,4,6-triiodophenyl)-2-ethylpropionic acid; Cistobil (Bracco); Colepax; Telepaque (Winthrop); Teletrast (Astra). C11H12I3NO2; mol wt 570.93.
C 23.14%, H 2.12%, I 66.68%, N 2.45%, O 5.60%.
Description and references
Oral radiocontrast medium. Prepn: S. Archer, US 2705726 (1955 to Sterling Drug). Optical resolution: Pitré, Boveri, J. Med. Chem. 11, 406 (1968). Toxicity data: P. Tirone, G. Rosati, Farmaco Ed. Prat. 31, 397 (1976). Review of pharmacology and clinical efficacy in oral cholecystography: R. N. Berk et al., N. Engl. J. Med. 290, 204 (1974). Comprehensive description: D. Pitre, Anal. Profiles Drug Subs. 14, 181-206 (1985).
Derivative
dl-Form.Properties
Cream-colored solid, mp 155.2-157°. pKa 4.8. Insol in water. Sol in dil alkali, in 95% alc, in other organic solvents. LD50 in mice, rats (mg/kg): 285, 320 i.v.; 1540, 2870 orally (Tirone).Derivative
l-Form.Nomenclature
CAS number: 17879-97-9
Properties
Crystals, mp 162-163°. [α]D20 5.2 ± 0.1° (c = 2 in ethanol).Derivative
d-Form.Nomenclature
CAS number: 17879-96-8
Properties
Crystals, mp 162°. [α]D20 +5.1 ± 0.1° (c = 2 in ethanol).Derivative
Sodium salt.Nomenclature
CAS number: 2497-78-1
Bilijodon-Natrium. Therapeutic Category
Diagnostic aid (radiopaque medium—cholecystographic).
Keywords
Diagnostic Aid (Radiopaque Medium)