3-Iodothyronamine

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3-Iodothyronamine
IUPAC name 4-[4-(2-Amino-ethyl)-2-iodo-phenoxy]-phenol
Other names T1AM
Identifiers
3D model (JSmol)
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Properties
C14H14INO2
Molar mass 355.17 g/mol
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

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3-iodothyronamine (T1AM) is an endogenous thyronamine. T1AM is a high-affinity ligand for the trace amine-associated receptor TAAR1 (TAR1, TA1), a G protein-coupled receptor.[1] [2] In rodents, T1AM causes a rapid drop in body temperature when injected.

T1AM may be part of a signaling pathway to modulate cardiac function as the compound can induce negative inotropic effects and decrease cardiac output.[3]

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References

  1. Scanlan T, Suchland K, Hart M, Chiellini G, Huang Y, Kruzich P, Frascarelli S, Crossley D, Bunzow J, Ronca-Testoni S, Lin E, Hatton D, Zucchi R, Grandy D (2004). "3-Iodothyronamine is an endogenous and rapid-acting derivative of thyroid hormone". Nat. Med. 10 (6): 638–42. PMID 15146179.
  2. Hart M, Suchland K, Miyakawa M, Bunzow J, Grandy D, Scanlan T (2006). "Trace amine-associated receptor agonists: synthesis and evaluation of thyronamines and related analogues". J. Med. Chem. 49 (3): 1101–12. PMID 16451074.
  3. Chiellini G, Frascarelli S, Ghelardoni S, Carnicelli V, Tobias SC, Debarber A, Brogioni S, Ronca-Testoni S, Cerbai E, Grandy DK, Scanlan TS, Zucchi R. (2007). "Cardiac effects of 3-iodothyronamine: a new aminergic system modulating cardiac function". PMID 17284482.




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