Home Other Building Blocks 3-IODOTHYRONAMINE-[ETHYLAMINO-1,1,2,2-2H4] HYDROCHLORIDE

3-IODOTHYRONAMINE-[ETHYLAMINO-1,1,2,2-2H4] HYDROCHLORIDE

CAS No.:
712349-95-6
Catalog Number:
AG00FD31
Molecular Formula:
Molecular Weight:
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Product Description
Catalog Number:
AG00FD31
Chemical Name:
3-IODOTHYRONAMINE-[ETHYLAMINO-1,1,2,2-2H4] HYDROCHLORIDE
CAS Number:
712349-95-6
MDL Number:
MFCD11973726
IUPAC Name:
4-[4-(2-aminoethyl)-2-iodophenoxy]phenol
InChI:
InChI=1S/C14H14INO2/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
InChI Key:
XIINYOJWNGOUPF-UHFFFAOYSA-N
Properties
Complexity:
244  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
355.007g/mol
Formal Charge:
0
Heavy Atom Count:
18  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0
Molecular Weight:
355.175g/mol
Monoisotopic Mass:
355.007g/mol
Rotatable Bond Count:
4  
Topological Polar Surface Area:
55.5A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
3.1  
Literature
Title Journal
Biosynthesis of 3-iodothyronamine (T1AM) is dependent on the sodium-iodide symporter and thyroperoxidase but does not involve extrathyroidal metabolism of T4. Endocrinology 20121101
Identification and quantification of 3-iodothyronamine metabolites in mouse serum using liquid chromatography-tandem mass spectrometry. Journal of chromatography. A 20120921
Mitochondrial F(0) F(1) -ATP synthase is a molecular target of 3-iodothyronamine, an endogenous metabolite of thyroid hormone. British journal of pharmacology 20120801
Distribution of exogenous [125I]-3-iodothyronamine in mouse in vivo: relationship with trace amine-associated receptors. The Journal of endocrinology 20120601
3-Iodothyronamine: a modulator of the hypothalamus-pancreas-thyroid axes in mice. British journal of pharmacology 20120501
Induction of torpor: mimicking natural metabolic suppression for biomedical applications. Journal of cellular physiology 20120401
ApoB-100-containing lipoproteins are major carriers of 3-iodothyronamine in circulation. The Journal of biological chemistry 20120113
Detection of 3-iodothyronamine in human patients: a preliminary study. The Journal of clinical endocrinology and metabolism 20120101
Revisiting thyroid hormones in schizophrenia. Journal of thyroid research 20120101
LTI models for 3-iodothyronamine time dynamics: a multiscale view. IEEE transactions on bio-medical engineering 20111201
Trace amine-associated receptor 1 is a stereoselective binding site for compounds in the amphetamine class. Bioorganic & medicinal chemistry 20111201
3-Iodothyronamine metabolism and functional effects in FRTL5 thyroid cells. Journal of molecular endocrinology 20110801
Cardioprotective effect of 3-iodothyronamine in perfused rat heart subjected to ischemia and reperfusion. Cardiovascular drugs and therapy 20110801
Effects of the thyroid hormone derivatives 3-iodothyronamine and thyronamine on rat liver oxidative capacity. Molecular and cellular endocrinology 20110720
Evidence for extrathyroidal formation of 3-iodothyronamine in humans as provided by a novel monoclonal antibody-based chemiluminescent serum immunoassay. The Journal of clinical endocrinology and metabolism 20110601
Endogenous 3-iodothyronamine (T1AM): more than we bargained for. The Journal of clinical endocrinology and metabolism 20110601
Sustained torpidity following multi-dose administration of 3-iodothyronamine in mice. Journal of cellular physiology 20110401
Thyronamines--past, present, and future. Endocrine reviews 20110201
Nongenomic signaling pathways triggered by thyroid hormones and their metabolite 3-iodothyronamine on the cardiovascular system. Journal of cellular physiology 20110101
The central effects of thyroid hormones on appetite. Journal of thyroid research 20110101
Primary and secondary thyroid hormone transporters. Thyroid research 20110101
Differential modulation of Beta-adrenergic receptor signaling by trace amine-associated receptor 1 agonists. PloS one 20110101
Tissue distribution and cardiac metabolism of 3-iodothyronamine. Endocrinology 20101001
An online solid-phase extraction-liquid chromatography-tandem mass spectrometry method to study the presence of thyronamines in plasma and tissue and their putative conversion from 13C6-thyroxine. The Journal of endocrinology 20100901
Transport of thyroid hormones is selectively inhibited by 3-iodothyronamine. Molecular bioSystems 20100801
3-Iodothyronamine (T(1)AM): a new chapter of thyroid hormone endocrinology? Molecular bioSystems 20100801
Normal thermoregulatory responses to 3-iodothyronamine, trace amines and amphetamine-like psychostimulants in trace amine associated receptor 1 knockout mice. Journal of neuroscience research 20100701
Cardiac effects of thyronamines. Heart failure reviews 20100301
Prokineticin 2 is a hypothalamic neuropeptide that potently inhibits food intake. Diabetes 20100201
Structural and functional evolution of the trace amine-associated receptors TAAR3, TAAR4 and TAAR5 in primates. PloS one 20100101
Modulation of cardiac ionic homeostasis by 3-iodothyronamine. Journal of cellular and molecular medicine 20090901
Central effects of thyronamines on glucose metabolism in rats. The Journal of endocrinology 20090601
Identification and characterization of 3-iodothyronamine intracellular transport. Endocrinology 20090401
The molecular basis of species-specific ligand activation of trace amine-associated receptor 1 (TAAR(1)). ACS chemical biology 20090320
The thyroid hormone derivative 3-iodothyronamine increases food intake in rodents. Diabetes, obesity & metabolism 20090301
Minireview: 3-Iodothyronamine (T1AM): a new player on the thyroid endocrine team? Endocrinology 20090301
Iodothyronamines are oxidatively deaminated to iodothyroacetic acids in vivo. Chembiochem : a European journal of chemical biology 20090126
Thyroid hormone analogs and metabolites: new applications for an old hormone? Nature clinical practice. Endocrinology & metabolism 20090101
Validation of a liquid chromatography-tandem mass spectrometry method to enable quantification of 3-iodothyronamine from serum. Journal of chromatography. A 20081107
Cardiac effects of trace amines: pharmacological characterization of trace amine-associated receptors. European journal of pharmacology 20080610
Toward deciphering the code to aminergic G protein-coupled receptor drug design. Chemistry & biology 20080401
3-Iodothyronamine: a novel hormone controlling the balance between glucose and lipid utilisation. Journal of comparative physiology. B, Biochemical, systemic, and environmental physiology 20080201
Metabolic effects of thyroid hormone derivatives. Thyroid : official journal of the American Thyroid Association 20080201
Probing cell type-specific functions of Gi in vivo identifies GPCR regulators of insulin secretion. The Journal of clinical investigation 20071203
Trace amine-associated receptor 1-Family archetype or iconoclast? Pharmacology & therapeutics 20071201
Central nervous system regulation of mammalian hibernation: implications for metabolic suppression and ischemia tolerance. Journal of neurochemistry 20070901
Novel thyroxine derivatives, thyronamine and 3-iodothyronamine, induce transient hypothermia and marked neuroprotection against stroke injury. Stroke 20070901
Exploring the structure-activity relationship of the ethylamine portion of 3-iodothyronamine for rat and mouse trace amine-associated receptor 1. Journal of medicinal chemistry 20070614
Cardiac effects of 3-iodothyronamine: a new aminergic system modulating cardiac function. FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20070501
Thyronamines are substrates for human liver sulfotransferases. Endocrinology 20070401
Trace amine-associated receptors and their ligands. British journal of pharmacology 20061201
Rapid modulation of TRH-like peptides in rat brain by thyroid hormones. Peptides 20060601
Trace amine-associated receptor agonists: synthesis and evaluation of thyronamines and related analogues. Journal of medicinal chemistry 20060209
3-Iodothyronamine is an endogenous and rapid-acting derivative of thyroid hormone. Nature medicine 20040601
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