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

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

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

CAS-Nr96-84-4

Englisch Name:ALPHA-ETHYL-3-HYDROXY-2,4,6-TRIIODOHYDROCINNAMIC ACID

CBNumberCB5266250

SummenformelC11H11I3O3

Molgewicht571.92

MOL-Datei96-84-4.mol

ALPHA-ETHYL-3-HYDROXY-2,4,6-TRIIODOHYDROCINNAMIC ACID physikalisch-chemischer Eigenschaften

Schmelzpunkt	146-148 °C (lit.)
Siedepunkt	459.0±45.0 °C(Predicted)
Dichte	2.2890 (estimate)
pka	pKa 7.5(H2O,(extrap)) (Uncertain)
Aggregatzustand	solid
Merck	13,5077

Sicherheit

Kennzeichnung gefährlicher	Xn
R-Sätze:	22-36/37/38
S-Sätze:	26-37/39
WGK Germany	3
RTECS-Nr.	MW5280000
Toxizität	LD50 i.v. in mice: 374 mg/kg (Hoppe)

Gefahreninformationscode (GHS)

ALPHA-ETHYL-3-HYDROXY-2,4,6-TRIIODOHYDROCINNAMIC ACID Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R22:Gesundheitsschädlich beim Verschlucken.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S37/39:Bei der Arbeit geeignete Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
Originator
Teridax,Schering
Verwenden
α-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.
Definition
ChEBI: Iophenoic acid is a member of benzenes and a monocarboxylic acid.
Manufacturing Process
A 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.
Trademarks
Teridax (Schering).
Therapeutic Function
Diagnostic aid
Allgemeine Beschreibung
α-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 Upstream-Materialien And Downstream Produkte

ALPHA-ETHYL-3-HYDROXY-2,4,6-TRIIODOHYDROCINNAMIC ACID Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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