Iodoalphionic Acid
Title: Iodoalphionic Acid
CAS Registry Number: 577-91-3
CAS Name: 4-Hydroxy-3,5-diiodo-a-phenylbenzenepropanoic acid
Additional Names: b-(4-hydroxy-3,5-diiodophenyl)-a-phenylpropionic acid; 3,5-diiodo-a-phenylphloretic acid
Trademarks: Coletrast; Priodax (Schering); Pheniodol; Dikol; Iodobil; Jodobil; Biliognost; Tenicid; Biliselectan
Molecular Formula: C15H12I2O3
Molecular Weight: 494.06
Percent Composition: C 36.47%, H 2.45%, I 51.37%, O 9.72%
Literature References: Prepd by iodinating b-(4-hydroxyphenyl)-a-phenylpropionic acid with iodine in an aq soln of alkali iodide in the presence of NH3 or with iodine in acetic anhydride as the iodinating agent, cf. GB 559024 (1944), C.A. 40, 1883 (1946). Prepn of optically active forms: Tullar, Hoppe, US 2552696 (1951 to Sterling Drug). Toxicity data: J. O. Hoppe, S. Archer, Am. J. Roentgenol. Radium Ther. 69, 630 (1953).
 
Derivative Type: dl-Form
Properties: Faintly yellowish powder. dec 157-162°. Crystals from acetic acid, mp 163.5-163.8°. Insol in water. Sol in alcohol, ether, alkali carbonate and in alkali hydroxide solns; slightly sol in benzene and chloroform. Forms a water-sol disodium salt. LD50 in mice (g/kg): 3.8 orally (Hoppe, Archer).
Melting point: mp 163.5-163.8°
Toxicity data: LD50 in mice (g/kg): 3.8 orally (Hoppe, Archer)
 
Derivative Type: l-Form
Properties: Hydrated crystals, mp 80-85°, [a]D25 -59° (c = 1.5 in 95% alcohol).
Melting point: mp 80-85°
Optical Rotation: [a]D25 -59° (c = 1.5 in 95% alcohol)
 
Derivative Type: l-Form disodium salt
Properties: mp >230°, [a]D26 -56.6° (c = 1.5 in water).
Melting point: mp >230°
Optical Rotation: [a]D26 -56.6° (c = 1.5 in water)
 
Derivative Type: d-Form
Properties: Hydrated crystals, mp 80-85°, [a]D25 +59° (c = 1.5 in 95% alcohol).
Melting point: mp 80-85°
Optical Rotation: [a]D25 +59° (c = 1.5 in 95% alcohol)
 
Derivative Type: d-Form disodium salt
Properties: mp >230°, [a]D26 +56.6° (c = 1.5 in water).
Melting point: mp >230°
Optical Rotation: [a]D26 +56.6° (c = 1.5 in water)
 
Therap-Cat: Diagnostic aid (radiopaque medium¾cholecystographic).
Keywords: Diagnostic Aid (Radiopaque Medium).

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