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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:
96-84-4
Molecular Weight:
571.92
MDL number:
MFCD00133419
UNSPSC Code:
12352100
PubChem Substance ID:
24862017
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 Iophenoxic acid is an iodinated radiocontrast agent, its clinical use has been withdrawn due to its exceptionally long half-life in the body, since it has high-affinity binding to human serum albumin (HSA).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
GHS07

Signal Word

Warning

Hazard Statements

H302,H315,H319,H335

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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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
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
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
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)
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