137723
2,4,6-Triiodophenol
97%
Synonym(s):
Bobel 24
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About This Item
Linear Formula:
I3C6H2OH
CAS Number:
Molecular Weight:
471.80
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
210-186-7
MDL number:
Assay:
97%
Form:
powder
InChI key
VAPDZNUFNKUROY-UHFFFAOYSA-N
InChI
1S/C6H3I3O/c7-3-1-4(8)6(10)5(9)2-3/h1-2,10H
SMILES string
Oc1c(I)cc(I)cc1I
assay
97%
form
powder
mp
157-159 °C (lit.)
functional group
iodo
Quality Level
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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.
signalword
Warning
Hazard Classifications
Acute Tox. 4 Dermal - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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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.
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
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
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
Craig M Butt et al.
Toxicological sciences : an official journal of the Society of Toxicology, 124(2), 339-347 (2011-05-14)
Halogenated contaminants, particularly brominated flame retardants, disrupt circulating levels of thyroid hormones (THs), potentially affecting growth and development. Disruption may be mediated by impacts on deiodinase (DI) activity, which regulate the levels of active hormones available to bind to nuclear
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