A metabolite of thyroxine
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3-Iodothyronamine (hydrochloride)

Item No. 16121

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-[4-(2-aminoethyl)-2-iodophenoxy]-phenol, monohydrochloride
CAS Number
788824-64-6
Synonyms
  • T1AM
Molecular Formula
C14H14INO2 • HCl
Formula Weight
391.6
Purity
≥95%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 50 mg/mlDMSO: 30 mg/mlEthanol: 25 mg/mlPBS (pH 7.2): 0.1 mg/ml
SMILES
OC1=CC=C(OC2=C(I)C=C(CCN)C=C2)C=C1.Cl
InChi Code
InChI=1S/C14H14INO2.ClH/c15-13-9-10(7-8-16)1-6-14(13)18-12-4-2-11(17)3-5-12;/h1-6,9,17H,7-8,16H2;1H
InChi Key
RVKVVMXTPQCCIX-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

    $38

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    1 mg

    $65

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    5 mg

    $183

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    Product Description

    3-Iodothyronamine is derived from the deiodination and decarboxylation of endogenous thyroxine. It activates the G protein-coupled receptor known as trace amine-associated receptor 1 at nanomolar concentrations whereupon it rapidly influences thyroid hormone actions including body temperature, heart rate, and cardiac output.1,2 It has also been reported to function in controlling lipid and glucose utilization, hormonal secretion, and neuronal function, and has been considered for use in chemically-induced hibernation for medical purposes.3,4,5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Zucchi, R., Chiellini, G., Scanlan, T.S., et al. Trace amine-associated receptors and their ligands. Br. J. Pharmacol. 149(8), 967-978 (2006).

    2. Chiellini, G., Frascarelli, S., Ghelardoni, S., et al. Cardiac effects of 3-iodothyronamine: A new aminergic system modulating cardiac function. The FASEB Journal 21(7), 1597-1608 (2007).

    3. Manni, M.E., De Siena, G., Saba, A., et al. 3-Iodothyronamine: A modulator of the hypothalamus-pancreas-thyroid axes in mice. Br. J. Pharmacol. 166(2), 650-658 (2012).

    4. Braulke, J., Klingenspor, M., DeBarber, A., et al. 3-Iodothyronamine: A novel hormone controlling the balance between glucose and lipid utilisation. J. Comp. Physiol. B 178(2), 167-177 (2008).

    5. Kim, J.G., Song, Y.K., Jo, Y.H., et al. A new efficient synthetic method for 3-iodothyronamine involving sonication and its potent hypothermic efficacy. Bull. Korean Chem. Soc. 32(4), 1131-1132 (2011).