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Merck
CN

38100

3,5-Diiodo-L-thyronine

≥96.0% (calc. based on dry substance, NT)

Synonym(s):

3,5-Diiodo-4-(4-hydroxyphenoxy)-L-phenylalanine, 3,5-T2, O-(4-Hydroxyphenyl)-3,5-diiodo-L-tyrosine

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About This Item

Empirical Formula (Hill Notation):
C15H13I2NO4
CAS Number:
1041-01-6
Molecular Weight:
525.08
UNSPSC Code:
41116107
NACRES:
NA.26
PubChem Substance ID:
329755738
EC Number:
213-867-7
Beilstein/REAXYS Number:
2707891
MDL number:
MFCD00064987

Key Documents

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InChI key

ZHSOTLOTTDYIIK-ZDUSSCGKSA-N

InChI

1S/C15H13I2NO4/c16-11-5-8(7-13(18)15(20)21)6-12(17)14(11)22-10-3-1-9(19)2-4-10/h1-6,13,19H,7,18H2,(H,20,21)/t13-/m0/s1

SMILES string

N[C@@H](Cc1cc(I)c(Oc2ccc(O)cc2)c(I)c1)C(O)=O

assay

≥96.0% (calc. based on dry substance, NT)

optical activity

[α]20/D +28±2°, c = 1% in ethanol/1 M HCl (2:1)

impurities

≤5% water

mp

255-260 °C (dec.)

storage temp.

2-8°C

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Other Notes

Preparation of high specific activity labeled triiodothyronine for radioimmunoassay

hcodes

H412

Hazard Classifications

Aquatic Chronic 3

Storage Class

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Regulatory Information

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M.R.A. Pillai et al.
Radiochem. Radioanal. Lett., 47, 257-257 (1981)
Alessandro Cavallo et al.
PloS one, 8(1), e52328-e52328 (2013-01-12)
Growing evidence shows that, among triiodothyronine derivatives, 3,5 diiodo-L-thyronine (T(2)) plays an important role in energy metabolism and fat storage. In the present study, short-term effects of T(2) administration to hypothyroid rats on fatty acid oxidation rate and bioenergetic parameters
Maria Pina Mollica et al.
Journal of hepatology, 51(2), 363-370 (2009-05-26)
Mitochondrial dysfunction is central to the physiopathology of steatosis and/or non-alcoholic fatty liver disease. In this study on rats we investigated whether 3,5-diiodo-l-thyronine (T2), a biologically active iodothyronine, acting at mitochondrial level is able to reverse hepatic steatosis after its
Pieter de Lange et al.
Diabetes, 60(11), 2730-2739 (2011-09-20)
High-fat diets (HFDs) are known to induce insulin resistance. Previously, we showed that 3,5-diiodothyronine (T2), concomitantly administered to rats on a 4-week HFD, prevented gain in body weight and adipose mass. Here we investigated whether and how T2 prevented HFD-induced
Antonia Lanni et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 19(11), 1552-1554 (2005-07-15)
The effect of thyroid hormones on metabolism has long supported their potential as drugs to stimulate fat reduction, but the concomitant induction of a thyrotoxic state has greatly limited their use. Recent evidence suggests that 3,5-diiodo-L-thyronine (T2), a naturally occurring
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