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361046

Sigma-Aldrich

α-Ethyl-3-hydroxy-2,4,6-triiodohydrocinnamic acid

97%

Synonyme(s) :

Iophenoxic acid

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About This Item

Formule linéaire :
HOC6H(I)3CH2CH(C2H5)CO2H
Numéro CAS:
96-84-4
Poids moléculaire :
571.92
Numéro MDL:
MFCD00133419
Code UNSPSC :
12352100
ID de substance PubChem :
24862017
Nomenclature NACRES :
NA.22

Pureté

97%

Forme

solid

Pf

146-148 °C (lit.)

Chaîne SMILES 

CCC(Cc1c(I)cc(I)c(O)c1I)C(O)=O

InChI

1S/C11H11I3O3/c1-2-5(11(16)17)3-6-7(12)4-8(13)10(15)9(6)14/h4-5,15H,2-3H2,1H3,(H,16,17)

Clé InChI

GOIQOQCNFWYSTQ-UHFFFAOYSA-N

Description générale

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 Iophenoxic acid is an iodinated radiocontrast agent, its clinical use has been withdrawn due to its exceptionally long half-life in the body, since it has high-affinity binding to human serum albumin (HSA).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.

Application

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.

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H302,H315,H319,H335

Classification des risques

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

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Carlo Bertucci et al.
Farmaco (Societa chimica italiana : 1989), 58(9), 901-908 (2003-09-19)
The binding of two cholecystographic agents to human serum albumin (HSA) was evaluated by means of two different complementary methodologies. In particular, the inhibition of drug HSA binding caused by iopanoic- and iophenoxic-acid was investigated by circular dichroism (CD) and
[Recent triiodinated contrast media for oral cholecystocholangiography].
N K Sviridov et al.
Meditsinskaia radiologiia, 30(2), 58-60 (1985-02-01)
E H Follmann et al.
Journal of wildlife diseases, 23(4), 709-712 (1987-10-01)
Six arctic foxes (Alopex lagopus) were marked with iophenoxic acid (IA), a substance which elevates concentrations of protein-bound iodine in blood plasma. Buccal absorption of IA was determined by placing 20 mg IA dissolved in 100% ethyl alcohol on the
A Jones
Journal of chromatography. B, Biomedical applications, 654(2), 293-296 (1994-04-01)
Iophenoxic acid (IPA), a marker used to investigate the feeding behaviour of bait-consuming animals has previously been indirectly determined by measuring protein-bound iodine levels in serum or plasma. For the first time a method is reported for the direct determination
C T Eason et al.
Xenobiotica; the fate of foreign compounds in biological systems, 22(2), 185-189 (1992-02-01)
1. The comparative plasma pharmacokinetics of two organic iodine-containing compounds were evaluated in the goat for their suitability as markers in wildlife studies. 2. After oral administration of a single dose, the plasma elimination half-life for iopanoic acid was considerably
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