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361046

Sigma-Aldrich

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

97%

Synonym(s):

Iophenoxic acid

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About This Item

Linear Formula:
HOC6H(I)3CH2CH(C2H5)CO2H
CAS Number:
Molecular Weight:
571.92
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

97%

form

solid

mp

146-148 °C (lit.)

functional group

carboxylic acid
iodo

SMILES string

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)

InChI key

GOIQOQCNFWYSTQ-UHFFFAOYSA-N

General description

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 Iophenoxic acid is an iodinated radiocontrast agent, its clinical use has been withdrawn due to its exceptionally long half-life in the body, since it has high-affinity binding to human serum albumin (HSA).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

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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U Kragh-Hansen
Molecular pharmacology, 34(2), 160-171 (1988-08-01)
The relations between the single high affinity binding sites for azapropazone, phenylbutazone, chlorpropamide, sulfathiazole, and iophenoxate and the binding regions of human serum albumin represented by the marker ligands diazepam, phenol red, salicylate, and warfarin were examined by a series
J Hadidian et al.
Journal of wildlife diseases, 25(1), 1-9 (1989-01-01)
In summer 1986, a study was conducted to evaluate raccoon (Procyon lotor) acceptance of oral baits that could be used for rabies vaccination. One thousand wax-coated sponge bait cubes were filled with 5 mg of a seromarker (iophenoxic acid), placed
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
[Recent triiodinated contrast media for oral cholecystocholangiography].
N K Sviridov et al.
Meditsinskaia radiologiia, 30(2), 58-60 (1985-02-01)
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

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