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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
Matilde Parreño et al.
Cancer research, 68(15), 6313-6323 (2008-08-05)
The poor prognosis of pancreatic cancer and poor sensitivity to current therapeutics, associated with resistance to apoptosis, urge the search for new drugs. We previously described the induction of caspase-independent mithochondrial death in leukemia cells by Bobel-24 (AM-24) and derivatives.
Cristina Rueda et al.
Antimicrobial agents and chemotherapy, 52(3), 1150-1152 (2007-12-28)
The anticryptosporidial activity of Bobel-24 (2,4,6-triiodophenol) was studied for the first time, resulting in a reduction of the in vitro growth of Cryptosporidium of up to 99.6%. In a SCID mouse model of chronic cryptosporidiosis, significant differences (P < 0.05)
Iñaki F Trocóniz et al.
Pharmaceutical research, 23(7), 1533-1542 (2006-06-20)
The aim of this study was to explore the possibility of achieving a practical dosing regimen for 2,4,6-triiodophenol (AM-24), a new leukotriene B4 (LTB4) synthesis inhibitor. First, a model capable of dealing with the nonlinearity in its pharmacokinetic profile was
L Xun et al.
Biochemical and biophysical research communications, 174(1), 43-48 (1991-01-15)
Pentachlorophenol (PCP) degrading Flavobacterium sp. ATCC 39723 was found to degrade other polyhalogenated phenolic compounds, including triiodophenol, tribromophenol, and trichlorophenol. Each compound was able to induce the degradation of the other compounds. A PCP Flavobacterium sp. mutant, F-2, was unable
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