Iocetamic Acid
Title: Iocetamic Acid
CAS Registry Number: 16034-77-8
CAS Name: 3-[Acetyl-(3-amino-2,4,6-triiodophenyl)amino]-2-methylpropanoic acid
Additional Names: N-acetyl-N-(3-amino-2,4,6-triiodophenyl)-2-methyl-b-alanine; N-acetyl-N-(2,4,6-triiodo-3-aminophenyl)-b-aminoisobutyric acid
Manufacturers' Codes: DRC-1201; MP-620
Trademarks: Cholebrine (Nicholas); Cholimil (Takeda)
Molecular Formula: C12H13I3N2O3
Molecular Weight: 613.96
Percent Composition: C 23.48%, H 2.13%, I 62.01%, N 4.56%, O 7.82%
Literature References: Prepn: NL 6515305; NL 6607275 (both 1967 to Dagra), C.A. 67, 108422m (1967); 69, 10263b (1968); Korver, Rec. Trav. Chim. 87, 308 (1968). Pharmacology and toxicology: J. M. Janbroers et al., Toxicol. Appl. Pharmacol. 14, 232, 246 (1969). Metabolic studies: Neleman, Pharm. Weekbl. 102, 1039 (1967). Clinical studies: Hekster, Radiol. Clin. Biol. 37, 338 (1968). Use in cholecystography: B. Goldberg, Radiol. Clin. 46, 42 (1977).
Properties: White to light cream-colored powder, mp 224-225° (NL 6515305). Also reported as mp range 191-212° (Korver). Practically insol in water. Very slightly sol in ether, ethanol, benzene; slightly sol in acetone, chloroform (Janbroers). LD50 in rats (g/kg): 7.1 orally; 0.70 i.v. (Janbroers). Consists of 2 isomers having mps 232° and 200-201° and pKa's of 4.25 and 4.0 respectively. The lower melting compd is approx two times as soluble.
Melting point: mp 224-225° (NL 6515305); mp range 191-212° (Korver); Consists of 2 isomers having mps 232° and 200-201°
pKa: pKa's of 4.25 and 4.0 respectively
Toxicity data: LD50 in rats (g/kg): 7.1 orally; 0.70 i.v. (Janbroers)
Therap-Cat: Diagnostic aid (radiopaque medium).
Keywords: Diagnostic Aid (Radiopaque Medium).

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