ALPHA-ETHYL-3-HYDROXY-2,4,6-TRIIODOHYDROCINNAMIC ACID

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Products Intro: Product Name:Benzenepropanoic acid, a-ethyl-3-hydroxy-2,4,6-triiodo-
CAS:96-84-4
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Products Intro: Product Name:2-[(3-hydroxy-2,4,6-triiodo-phenyl)methyl]butanoic acid
CAS:96-84-4
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CAS:96-84-4
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Products Intro: Product Name:α-Ethyl-3-hydroxy-2,4,6-triiodohydrocinnamic acid
CAS:96-84-4
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Products Intro: Product Name:α-Ethyl-3-hydroxy-2,4,6-triiodohydrocinnaMic acid
CAS:96-84-4
Purity:97% Package:5G
ALPHA-ETHYL-3-HYDROXY-2,4,6-TRIIODOHYDROCINNAMIC ACID Basic information
Product Name:ALPHA-ETHYL-3-HYDROXY-2,4,6-TRIIODOHYDROCINNAMIC ACID
Synonyms:IOPHENOXIC ACID;ALPHA-ETHYL-3-HYDROXY-2,4,6-TRIIODOHYDROCINNAMIC ACID;alpha-(2,4,6-triiodo-3-hydroxybenzyl)butyricacid;alpha-ethyl-3-hydroxy-2,4,6-triiodo-hydrocinnamicaci;alpha-ethyl-beta-(3-hydroxy-2,4,6-triiodophenyl)propionicacid;teridax;triiodoethionicacid;Iophenoic
CAS:96-84-4
MF:C11H11I3O3
MW:571.92
EINECS:
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Mol File:96-84-4.mol
ALPHA-ETHYL-3-HYDROXY-2,4,6-TRIIODOHYDROCINNAMIC ACID Structure
ALPHA-ETHYL-3-HYDROXY-2,4,6-TRIIODOHYDROCINNAMIC ACID Chemical Properties
Melting point 146-148 °C (lit.)
Boiling point 459.0±45.0 °C(Predicted)
density 2.2890 (estimate)
pkapKa 7.5(H2O,(extrap)) (Uncertain)
Merck 13,5077
Safety Information
Hazard Codes Xn
Risk Statements 22-36/37/38
Safety Statements 26-37/39
WGK Germany 3
RTECS MW5280000
ToxicityLD50 i.v. in mice: 374 mg/kg (Hoppe)
MSDS Information
ProviderLanguage
SigmaAldrich English
ALPHA-ETHYL-3-HYDROXY-2,4,6-TRIIODOHYDROCINNAMIC ACID Usage And Synthesis
OriginatorTeridax,Schering
Usesα-Ethyl-3-hydroxy-2,4,6-triiodohydrocinnamic acid (iophenoxic acid ) was used as marker in “bait acceptance” studies conducted on various animal species. It was used in the direct quantitation of iophenoxic acid in porcine serum samples by a liquid chromatographic-electrospray ionization mass spectrometric technique.
DefinitionChEBI: Iophenoic acid is a member of benzenes and a monocarboxylic acid.
Manufacturing ProcessA mixture of m-hydroxy-benzaldehyde, fused sodium propionate and of butyric anhydride was stirred and refluxed at heating.
The mixture was then poured into water and acidified with hydrochloric acid. The organic material was extracted with chloroform, the chloroform was exaporated, and the residue stirred for one and 1.5 h with dilute potassium hydroxide solution. Acetic acid was added to make the solution almost neutral, but still slightly basic, the mixture was stirred with activated charcoal for about 15 min, filtered, and the filtrate acidified to Congo red with hydrochloric acid. A crystalline product was obtained upon cooling for several hours, and this was collected by filtration and recrystallized from water giving α-ethyl-mhydroxycinnamic acid.
A solution of α-ethyl-m-hydroxycinnamic acid and potassium hydroxide in water was added to 3% sodium amalgam, and the mixture was stirred while heating on a steam bath for several hours. The mixture was then cooled, the mercury separated, and the reaction mixture was acidified and extracted with ether. The ether extracts were concentrated giving a residue containing α- ethyl-β-(m-hydroxyphenyl)propionic acid.
α-Ethyl-β-(m-hydroxyphenyl)propionic acid was dissolved in acetic acid. The solution was warmed on a steam bath, and water was added followed iodine monochloride. The mixture was stirred and heated for several hours, and water was then added to cause precipitation of the product. The semi-solid precipitate was triturated with a small amount of 95% alcohol, collected by filtration and washed with low boiling petroleum ether. Recrystallization from dilute alcohol, using charcoal for decolorization, gave α-ethyl-β-(2,4,6-triiodo- 3-hydroxyphenyl)propionic acid.
Brand nameTeridax (Schering).
Therapeutic FunctionDiagnostic aid
General Descriptionα-Ethyl-3-hydroxy-2,4,6-triiodohydrocinnamic acid (Iophenoxic acid ) is an organic, iodine-containing compound. Iophenoxic acid is an iodinated radiocontrast agent, its clinical use has been withdrawn due to its exceptionally long half-life in the body, since it has high-affinity binding to human serum albumin (HSA). Structural basis of its interaction with HSA has been evaluated.
ALPHA-ETHYL-3-HYDROXY-2,4,6-TRIIODOHYDROCINNAMIC ACID Preparation Products And Raw materials
Raw materialsSodium propionate-->Iodine monochloride-->Acetic acid-->Propionic anhydride-->Hydrochloric acid-->3-Hydroxybenzaldehyde-->Potassium hydroxide-->SODIUM MERCURY AMALGAM
Tag:ALPHA-ETHYL-3-HYDROXY-2,4,6-TRIIODOHYDROCINNAMIC ACID(96-84-4) Related Product Information
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