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Merck
CN

564605

3,3′,5-Triiodo-L-thyronine

95%

Synonym(s):

O-(4-Hydroxy-3-iodophenyl)-3,5-diiodo-L-tyrosine, Liothyronine, T3

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About This Item

Empirical Formula (Hill Notation):
C15H12I3NO4
CAS Number:
6893-02-3
Molecular Weight:
650.97
EC Number:
229-999-3
UNSPSC Code:
51111800
PubChem Substance ID:
329758215
Beilstein/REAXYS Number:
2710227
MDL number:
MFCD00002593

Key Documents

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InChI key

AUYYCJSJGJYCDS-LBPRGKRZSA-N

InChI

1S/C15H12I3NO4/c16-9-6-8(1-2-13(9)20)23-14-10(17)3-7(4-11(14)18)5-12(19)15(21)22/h1-4,6,12,20H,5,19H2,(H,21,22)/t12-/m0/s1

SMILES string

N[C@@H](Cc1cc(I)c(Oc2ccc(O)c(I)c2)c(I)c1)C(O)=O

assay

95%

optical activity

[α]20/D +23.0°, c = 2 in ethanol or 0.1 N HCl

mp

234-238 °C (lit.)

Gene Information

human ... THRA(7067), THRB(7068)

pictograms

Health hazard
GHS08

signalword

Danger

hcodes

H372

Hazard Classifications

STOT RE 1

target_organs

Thyroid,Cardio-vascular system,Kidney

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
02406BH
01820BE
08503AE
09714LO
09814LO

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J Himms-Hagen
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 4(11), 2890-2898 (1990-08-01)
Energy expenditure for thermogenesis in brown adipose tissue (BAT) serves either to maintain body temperature in the cold or to waste food energy. It has roles in thermal balance and energy balance, and when defective, is usually associated with obesity.
H Mizuma et al.
Circulation research, 88(3), 313-318 (2001-02-17)
Thyroid hormone has been reported to have significant effects on the peripheral vascular system, including relaxation of vascular smooth muscle cells and antiatherosclerotic effects. To exert its biological activity, thyroxine, which is a major secretory product of thyroid gland, needs
E Gunilla Stalenheim
Psychiatry research, 121(3), 281-291 (2003-12-17)
This study is a follow-up investigation of a forensic psychiatric sub-population 6-8 years after forensic psychiatric evaluation. The aim was to examine the long-term validity of biological markers of psychopathy and antisocial behavior over time. Data on criminal records were
V Lebon et al.
The Journal of clinical investigation, 108(5), 733-737 (2001-09-07)
The mechanism underlying the regulation of basal metabolic rate by thyroid hormone remains unclear. Although it has been suggested that thyroid hormone might uncouple substrate oxidation from ATP synthesis, there are no data from studies on humans to support this
R Calvo et al.
The Journal of clinical investigation, 86(3), 889-899 (1990-09-01)
To study the protective effects of maternal thyroxine (T4) and 3,5,3'-triiodothyronine (T3) in congenital hypothyroidism, we gave pregnant rats methimazole (MMI), an antithyroid drug that crosses the placenta, and infused them with three different doses of T4 or T3. The
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