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361046

Sigma-Aldrich

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

97%

Sinónimos:

Iophenoxic acid

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About This Item

Fórmula lineal:
HOC6H(I)3CH2CH(C2H5)CO2H
Número de CAS:
96-84-4
Peso molecular:
571.92
MDL number:
MFCD00133419
UNSPSC Code:
12352100
PubChem Substance ID:
24862017
NACRES:
NA.22

Quality Level

100

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 Iophenoxic acid is an iodinated radiocontrast agent, its clinical use has been withdrawn due to its exceptionally long half-life in the body, since it has high-affinity binding to human serum albumin (HSA).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

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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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
Ali J Ryan et al.
BMC structural biology, 11, 18-18 (2011-04-20)
Iophenoxic acid is an iodinated radiocontrast agent that was withdrawn from clinical use because of its exceptionally long half-life in the body, which was due in part to its high-affinity binding to human serum albumin (HSA). It was replaced by
Mickael Sage et al.
Environmental science and pollution research international, 20(5), 2893-2904 (2012-09-25)
The bait-marker iophenoxic acid (IPA) and its derivatives are increasingly used for evaluating and optimizing the cost-effectiveness of baiting campaigns on wildlife, particularly on game species such as the wild boar. We aimed to determine whether concentrations of the three
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