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137723

Sigma-Aldrich

2,4,6-Triiodophenol

97%

Synonym(s):

Bobel 24

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About This Item

Linear Formula:
I3C6H2OH
CAS Number:
609-23-4
Molecular Weight:
471.80
EC Number:
210-186-7
MDL number:
MFCD00002179
UNSPSC Code:
12352100
PubChem Substance ID:
24848345
NACRES:
NA.22

Assay

97%

form

powder

mp

157-159 °C (lit.)

SMILES string

Oc1c(I)cc(I)cc1I

InChI

1S/C6H3I3O/c7-3-1-4(8)6(10)5(9)2-3/h1-2,10H

InChI key

VAPDZNUFNKUROY-UHFFFAOYSA-N

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General description

2,4,6-Triiodophenol is iodinated disinfection byproduct formed during chlorination of sewage effluents. It is a potent thyroid hormone disrupting chemical.

Application

2,4,6-Triiodophenol was used in an in vitro assay to investigate deiodinase activity in human hepatic microsomes.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Classifications

Acute Tox. 4 Dermal - 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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Tingting Gong et al.
Chemosphere, 163, 359-365 (2016-08-25)
Iodide is widely present in drinking water sources as well as wastewater effluents. Chlorination and chloramination are the most commonly used disinfection methods. During chlorination or chloramination of drinking water/wastewater effluents, iodide may be oxidized to hypoiodous acid, which may
L García-Capdevila et al.
Journal of chromatography. B, Biomedical sciences and applications, 708(1-2), 169-175 (1998-07-08)
A rapid and simple HPLC method is described for the determination of Bobel-24 (2,4,6-triiodophenol) and other iodinated derivatives in biological samples. The sample preparation was liquid-liquid extraction before injection onto the HPLC system. 2,6-Diiodo-4-methylphenol was used as internal standard. Separation
G J Miroy et al.
Proceedings of the National Academy of Sciences of the United States of America, 93(26), 15051-15056 (1996-12-24)
Transthyretin (TTR) amyloid fibril formation is observed systemically in familial amyloid polyneuropathy and senile systemic amyloidosis and appears to be the causative agent in these diseases. Herein, we demonstrate conclusively that thyroxine (10.8 microM) inhibits TTR fibril formation efficiently in
Matilde Parreño et al.
Molecular cancer therapeutics, 5(5), 1166-1175 (2006-05-30)
2,4,6-Triiodophenol (Bobel-24, AM-24) was originally described as a nonsteroid antiinflammatory molecule. We have synthesized three derivatives of Bobel-24 (Bobel-4, Bobel-16, and Bobel-30) and tested their activities as putative antileukemic agents. We have found that Bobel-24 and Bobel-16 were dual inhibitors
Mengting Yang et al.
Environmental science & technology, 47(19), 10868-10876 (2013-09-13)
Using seawater for toilet flushing may introduce high levels of bromide and iodide into a city's sewage treatment works, and result in the formation of brominated and iodinated disinfection byproducts (DBPs) during chlorination to disinfect sewage effluents. In a previous
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