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SML1924

Sigma-Aldrich

T1AM

≥98% (HPLC)

Synonym(s):

3-Iodothyronamine hydrochloride, 4-[4-(2-Aminoethyl)-2-?iodophenoxy]phenol hydrochloride (1:1)

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About This Item

Empirical Formula (Hill Notation):
C14H14INO2 · HCl
CAS Number:
788824-64-6
Molecular Weight:
391.63
MDL number:
MFCD11973725
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

H2O: 10 mg/mL, clear

storage temp.

2-8°C

SMILES string

OC1=CC=C(OC2=C(I)C=C(CCN)C=C2)C=C1.[H]Cl

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

Biochem/physiol Actions

3-iodothyronamine (T1AM) is present in vertebrate tissues and the circulatory system. Its physiological effects are the opposite of the thyroid hormone. T1AM acts as a neuromodulator as well as a hormone-like molecule.
T1AM (3-Iodothyronamine) is an endogenous biogenic amine derived from thyroid hormone. T1AM is a potent agonist of trace amine-associated receptor TAAR1 (TAR1, TA1), a GPCR primarily found in the brain.

Pictograms

Exclamation markEnvironment
GHS07,GHS09

Signal Word

Warning

Hazard Statements

H302,H315,H319,H335,H410

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Certificates of Analysis (COA)

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Carolin Stephanie Hoefig et al.
Thyroid : official journal of the American Thyroid Association, 26(12), 1656-1673 (2016-09-22)
Thyronamines (3-T
Alexandra G Ianculescu et al.
Molecular bioSystems, 6(8), 1338-1344 (2010-07-14)
3-Iodothyronamine (T(1)AM) is an endogenous thyroid hormone derivative with distinct biological effects that are largely opposite those of thyroid hormone. Administration of T(1)AM to rodents results in rapid and profound reduction in body temperature, heart rate, and metabolism. The structural
Muhammad Zahid Khan et al.
Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie, 83, 439-449 (2016-10-25)
Human trace amines (TAs) are endogenous compounds, previously almost ignored in human pathology for many reasons (difficulty of their measurement in biological fluids, unknown receptors for elusive amines), are now considered to play a significant role in synaptic transmission within
Annunziatina Laurino et al.
European journal of pharmacology, 793, 35-42 (2016-11-07)
3-iodothyronamine (T1AM) is a trace amine suspected to derive from thyroid hormone metabolism. T1AM was described as a ligand of G-protein coupled monoaminergic receptors, including trace amine associated receptors, suggesting the amine may exert a modulatory role on the monoaminergic

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