Synthesis, analysis and toxicity of three compounds formed during the synthesis of iodixanol.
The origin of 4-acetyl-2-[N-acetyl-3,5-bis(2,3-dihydroxypropylcarbamoyl)- 2,4,6-triiodoanilinomethyl]-5,7-diiodo-3,4-dihydro-2H-benzo[1,4]ox azine- 6,8-dicarboxylic acid bis(2,3-dihydroxypropylamide) = N-acetyl cyclized iodixanol, 2-[N-acetyl-3,5-bis-(2,3-dihydroxypropylcarbamoyl)-2,4,6- triiodoanilinomethyl]-5,7-diiodo-3,4-dihydro-2H-benzo[1,4]oxazine- 6,8-dicarboxylic acid bis(2,3-dihydroxypropylamide) = cyclized iodixanol and 5,5'-(N-acetyl-2-hydroxypropane-1,3-diyldiamino)bis[N,N'-bis(2,3- dihydroxypropyl)-2,4,6-triiodoisophthalamide] = deacetyl iodixanol in the manufacturing process of the X-ray contrast agent 3,3',5,5'-tetrakis(2,3-dihydroxypropylcarbamoyl)-2,2',4,4',6,6'-++ +hexaiodo- N,N'-(2-hydroxypropane-1,3-diyl)diacetanilide = iodixanol is discussed and their synthesis and purification are described. Their physical and toxicological properties, and analytical and spectroscopic data are summarized.
Priebe
H
H
Nycomed Imaging R&D, Oslo, Norway.
Dugstad
H
H
Heglund
I F
IF
Sande
R
R
Tønseth
C P
CP
D000818:Animals; D002851:Chromatography, High Pressure Liquid; D003287:Contrast Media / Q000032:analysis / Q000138:chemical synthesis* / Q000633:toxicity; D007275:Injections, Intravenous; D007536:Isomerism; D009682:Magnetic Resonance Spectroscopy; D008297:Male; D051379:Mice; D016339:Spectrometry, Mass, Fast Atom Bombardment; D013055:Spectrophotometry, Infrared; D013056:Spectrophotometry, Ultraviolet; D014283:Triiodobenzoic Acids / Q000032:analysis / Q000138:chemical synthesis* / Q000633:toxicity
D003287:Contrast Media; D014283:Triiodobenzoic Acids; C044834:iodixanol