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Chemical Compound Review

Tatrois     2-[4-(4-hydroxy-3-iodo- phenoxy)-3,5-diiodo...

Synonyms: Tiratricol, Triac, Tiratricolum, Prestwick_439, Tiracana (TN), ...
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Disease relevance of Tiratricol


Psychiatry related information on Tiratricol


High impact information on Tiratricol


Biological context of Tiratricol

  • The nuclear binding sites are not highly specific for L-T3 since they are able to bind D-T3 with almost equal affinity and triiodothyroacetic acid with a higher affinity [9].
  • The order of analog binding affinity at 14 days was triiodothyroacetic acid = T3 greater than T4 greater than rT3, suggesting that at 14 days of fetal age the receptor has the same binding specificity as the receptor from mature tissues [10].

Anatomical context of Tiratricol


Associations of Tiratricol with other chemical compounds


Gene context of Tiratricol

  • Apolipoprotein-E (apoE) has been shown by noncovalent binding and photoaffinity labeling with [125I]T4 to possess a single L-T4 binding site with a K5 of about 3 x 10(7) M-1 and a relative affinity for analogs of L-T4 = D-T4 = rT3 = triiodothyroacetic acid > L-T3 [17].
  • Particular emphasis is given to the clinical and hormonal outcome after 2 years of triiodothyroacetic acid (TRIAC) treatment in an affected child with peripheral thyrotoxic features (pituitary RTH [PRTH]) [18].
  • We have compared the glucuronidation of TA3, 3,3',5,5'-tetraiodothyroacetic (TA4), T3, and T4 by human and rat liver microsomes [19].
  • We investigated the effect of triiodothyroacetic acid (Triac), a metabolite of T3, which seems to be more thermogenic than T3, on leptin secretion and mRNA expression [20].
  • Triiodothyroacetic acid has been used in patients showing hypermetabolism, and L-T4 treatment in high doses has been suggested in GRTH if patients have signs of clinical hypothyroidism such as growth retardation and developmental delay [21].

Analytical, diagnostic and therapeutic context of Tiratricol


  1. Comparison of the effects of 3,5,3'-triiodothyroacetic acid and triiodothyronine on bone resorption in cultured fetal rat long bones and neonatal mouse calvariae. Kawaguchi, H., Pilbeam, C.C., Woodiel, F.N., Raisz, L.G. J. Bone Miner. Res. (1994) [Pubmed]
  2. Comparative efficacy and side effects of the treatment of euthyroid goiter with levo-thyroxine or triiodothyroacetic acid. Brenta, G., Schnitman, M., Fretes, O., Facco, E., Gurfinkel, M., Damilano, S., Pacenza, N., Blanco, A., Gonzalez, E., Pisarev, M.A. J. Clin. Endocrinol. Metab. (2003) [Pubmed]
  3. Symptomatic hyperthyroidism in a patient taking the dietary supplement tiratricol. Bauer, B.A., Elkin, P.L., Erickson, D., Klee, G.G., Brennan, M.D. Mayo Clin. Proc. (2002) [Pubmed]
  4. Triiodothyroacetic acid-induced reversal of learned helplessness in rats. Massol, J., Martin, P., Soubrié, P., Simon, P. Eur. J. Pharmacol. (1987) [Pubmed]
  5. Effect of triac on the developing heart. Olsen, E.G., Symons, C., Hawkey, C. Lancet (1977) [Pubmed]
  6. Augmented hepatic and skeletal thyromimetic effects of tiratricol in comparison with levothyroxine. Sherman, S.I., Ringel, M.D., Smith, M.J., Kopelen, H.A., Zoghbi, W.A., Ladenson, P.W. J. Clin. Endocrinol. Metab. (1997) [Pubmed]
  7. Organ-specific effects of tiratricol: a thyroid hormone analog with hepatic, not pituitary, superagonist effects. Sherman, S.I., Ladenson, P.W. J. Clin. Endocrinol. Metab. (1992) [Pubmed]
  8. Potent thermogenic action of triiodothyroacetic acid in brown adipocytes. Medina-Gomez, G., Hernàndez, A., Calvo, R.M., Martin, E., Obregón, M.J. Cell. Mol. Life Sci. (2003) [Pubmed]
  9. Triiodothyronine binding to liver nuclear solubilized proteins in vitro. Torresani, J., DeGroot, L.J. Endocrinology (1975) [Pubmed]
  10. The early ontogenesis of thyroid hormone receptor in the rat fetus. Perez-Castillo, A., Bernal, J., Ferreiro, B., Pans, T. Endocrinology (1985) [Pubmed]
  11. Production of cardiac muscle abnormalities in offspring of rats receiving triiodothyroacetic acid (triac) and the effect of beta adrenergic blockade. Hawkey, C.M., Olsen, E.G., Symons, C. Cardiovasc. Res. (1981) [Pubmed]
  12. Anabolic effects of 3,3',5-triiodothyronine and triiodothyroacetic acid in cultured neonatal mouse parietal bones. Kawaguchi, H., Pilbeam, C.C., Raisz, L.G. Endocrinology (1994) [Pubmed]
  13. Metabolism of triiodothyroacetic acid (TA3) in rat liver. II. Deiodination and conjugation of TA3 by rat hepatocytes and in rats in vivo. Rutgers, M., Heusdens, F.A., Bonthuis, F., Visser, T.J. Endocrinology (1989) [Pubmed]
  14. Metabolism of triiodothyroacetic acid (TA3) in rat liver. I. Deiodination of TA3 and TA3 sulfate by microsomes. Rutgers, M., Heusdens, F.A., Visser, T.J. Endocrinology (1989) [Pubmed]
  15. Thyroid hormone (T3) and its acetic derivative (TA3) protect low-density lipoproteins from oxidation by different mechanisms. Faure, P., Oziol, L., Artur, Y., Chomard, P. Biochimie (2004) [Pubmed]
  16. Effects of triiodothyronine, triiodothyroacetic acid, iopanoic acid and iodide on the thyrotropin-releasing hormone-induced thyrotropin release from superfused rat pituitary fragments. Szabolcs, I., Schultheiss, H., Astier, H., Horster, F.A. Acta Endocrinol. (1991) [Pubmed]
  17. Characterization of thyroid hormone binding to apolipoprotein-E: localization of the binding site in the exon 3-coded domain. Benvenga, S., Cahnmann, H.J., Robbins, J. Endocrinology (1993) [Pubmed]
  18. Clinical and hormonal outcome after two years of triiodothyroacetic acid treatment in a child with thyroid hormone resistance. Radetti, G., Persani, L., Molinaro, G., Mannavola, D., Cortelazzi, D., Chatterjee, V.K., Beck-Peccoz, P. Thyroid (1997) [Pubmed]
  19. Rapid glucuronidation of tri- and tetraiodothyroacetic acid to ester glucuronides in human liver and to ether glucuronides in rat liver. Moreno, M., Kaptein, E., Goglia, F., Visser, T.J. Endocrinology (1994) [Pubmed]
  20. T3 and Triac inhibit leptin secretion and expression in brown and white rat adipocytes. Medina-Gomez, G., Calvo, R.M., Obregón, M.J. Biochim. Biophys. Acta (2004) [Pubmed]
  21. Successful therapy with L-T4 in a 5 year-old boy with generalized thyroid hormone resistance. Dundar, B., Bober, E., Büyükgebiz, A. Journal of pediatric endocrinology & metabolism : JPEM. (2003) [Pubmed]
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