iodoxamic acid CAS 31127-82-9

Introduction:Basic information about iodoxamic acid CAS 31127-82-9, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

iodoxamic acid Basic information

Product Name:iodoxamic acid
Synonyms:3-[3-[2-[2-[2-[3-(3-carboxy-2,4,6-triiodoanilino)-3-oxopropoxy]ethoxy]ethoxy]ethoxy]propanoylamino]-2,4,6-triiodobenzoic acid;3,3'-[(1,16-Dioxo-4,7,10,13-tetraoxahexadecane-1,16-diyl)diimino]bis(2,4,6-triiodobenzoic acid);3,3'-[Ethylenebis(oxyethyleneoxyethylenecarbonylimino)]bis(2,4,6-triiodobenzoic acid);B-10610;BC-17;SQ-21982;Iodoxamic;iodoxamic acid
CAS:31127-82-9
MF:C26H26I6N2O10
MW:1287.92
EINECS:250-478-1
Product Categories:
Mol File:31127-82-9.mol

iodoxamic acid Chemical Properties

Boiling point 977.7±65.0 °C(Predicted)
density 2.423±0.06 g/cm3(Predicted)
pkapKa 1.8/2.8(H2O,t = 25) (Uncertain)

Safety Information

iodoxamic acid Usage And Synthesis

OriginatorEndobil,Bracco
UsesDiagnostic aid (radiopaque medium).
DefinitionChEBI: Iodoxamic acid is an organic molecular entity.
Manufacturing Process148.5 g 4,7,10,13-tetraoxahexadecane-1,16-dinitrile (U.S. Patent No.2,401,607) was added to a solution of 232 g (2.45 mol) concentrate sulfuricacid in 290 ml absolute ethanol at 15°C. The mixture was heated at reflux for15 hours, cooled and poured into 1000 g ice and 250 g ammonium sulfate. Itwas extracted with methylene chloride, dried and a solvent was removed invacuum. The residue was distilled to give 4,7,10,13-tetraoxahexadecane-1,16-dicarbonic acid dimethyl ester; BP: 190°-195°C/0.005 mm Hg.
1 mol above prepared diester was saponificated with equivalent of NaOH inwater. The reaction mixture was heated for 90 minutes. On cooling it wasextracted with ether and the water layer was evaporated to dryness. Theresidue was washed with acetone. The obtained disodium salt of 4,7,10,13-tetraoxahexadecane-1,16-dicarbonic acid (yield 100%; MP: 102°-104°C) wasacidified with calculated quantity of HCl to give the dicarbonic acid. Thesolvent was evaporated to dryness. Acetone was added to the residue forremoving a by-product (sodium chloride) by filtration. Acetone was evaporatedand the residue was extracted with ether, dried and evaporated. The residualliquid was 4,7,10,13-tetraoxahexadecane-1,16-dicarbonic acid.
100 ml thionyl chloride was cautious added to 56 g above prepared diacid andheated at 40°-50°C and excess thionyl chloride was distilled in vacuum. Theresidue was the 4,7,10,13-tetraoxahexadecane-1,16-dicarbonic aciddichloride. The desired iodoxamic acid was prepared from above dichlorideand 3-amino-2,4,6-trijode benzoic acid, in dimethylacetamide
Brand nameEndobil (Bracco Industria Chimica S.p.A.,Italy); Endomirabil (Bracco Industria Chimica S.p.A.,Italy); Videocolangio (Bracco Industria Chimica S.p.A.,Italy).
Therapeutic FunctionDiagnostic aid

iodoxamic acid Preparation Products And Raw materials

Raw materialsThionyl chloride-->N,N-Dimethylacetamide-->2,6-Dibromopyridin-3-amine-->IOGLYCAMIC ACID
Iodosulfuron methyl sodium CAS 144550-36-7
iodoxyl CAS 519-26-6
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