Iopanoic Acid
Title: Iopanoic Acid
CAS Registry Number: 96-83-3
CAS Name: 3-Amino-a-ethyl-2,4,6-triiodobenzenepropanoic acid
Additional Names: 3-amino-a-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
Trademarks: Cistobil (Bracco); Colepax; Telepaque (Winthrop); Teletrast (Astra)
Molecular Formula: C11H12I3NO2
Molecular Weight: 570.93
Percent Composition: C 23.14%, H 2.12%, I 66.68%, N 2.45%, O 5.60%
Literature 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 Type: 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).
Melting point: mp 155.2-157°
pKa: pKa 4.8
Toxicity data: LD50 in mice, rats (mg/kg): 285, 320 i.v.; 1540, 2870 orally (Tirone)
 
Derivative Type: l-Form
CAS Registry Number: 17879-97-9
Properties: Crystals, mp 162-163°. [a]D20 -5.2 ± 0.1° (c = 2 in ethanol).
Melting point: mp 162-163°
Optical Rotation: [a]D20 -5.2 ± 0.1° (c = 2 in ethanol)
 
Derivative Type: d-Form
CAS Registry Number: 17879-96-8
Properties: Crystals, mp 162°. [a]D20 +5.1 ± 0.1° (c = 2 in ethanol).
Melting point: mp 162°
Optical Rotation: [a]D20 +5.1 ± 0.1° (c = 2 in ethanol)
 
Derivative Type: Sodium salt
CAS Registry Number: 2497-78-1
Trademarks: Bilijodon-Natrium
 
Therap-Cat: Diagnostic aid (radiopaque medium¾cholecystographic).
Keywords: Diagnostic Aid (Radiopaque Medium).

Others monographs:
TropicamideAcetohexamideNeurineThebaine
LiarozoleCascarillaPhenylhydroxylaminePropyl Gallate
LetosteineTocolTyrothricinPicrotoxinin
γ-OryzanolMercuric Benzoate2-Amino-1-butanolAllopregnane-3β,17α-diol-20-one
©2016 DrugLead US FDA&EMEA