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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

Assay

97%

form

solid

mp

146-148 °C (lit.)

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 Iophenoxic acid is an iodinated radiocontrast agent, its clinical use has been withdrawn due to its exceptionally long half-life in the body, since it has high-affinity binding to human serum albumin (HSA).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

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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
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
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)
Melinda C Wiles et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 832(1), 144-157 (2006-01-18)
A liquid chromatographic-electrospray ionization mass spectrometric technique was developed for direct quantitation of iophenoxic acid (IA) in serum. IA was spiked into canine, feline, bovine, equine, and porcine sera, extracted, and quantified using negative ion monitoring following chromatographic separation on

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