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MedKoo Cat#: 326627 | Name: Tiratricol
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Tiratricol, also known as TRIAC or triiodothyroacetic acid, is a thyroid hormone analogue. Triiodothyroacetic acid is also a physiologic thyroid hormone that is present in the normal organism in low concentrations. Tiratricol has also been widely marketed, under various trade names, as a weight loss aid. In 1999 and 2000, the United States Food and Drug Administration and Health Canada both issued warnings to the public regarding the use of dietary supplements containing tiratricol.

Chemical Structure

Tiratricol
CAS#51-24-1

Theoretical Analysis

MedKoo Cat#: 326627

Name: Tiratricol

CAS#: 51-24-1

Chemical Formula: C14H9I3O4

Exact Mass: 621.7635

Molecular Weight: 621.94

Elemental Analysis: C, 27.04; H, 1.46; I, 61.21; O, 10.29

Price and Availability

Size Price Availability Quantity
500mg USD 450.00
1g USD 850.00
2g USD 1,450.00 2 Weeks
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Related CAS #
No Data
Synonym
Tiratricol; TRIAC; triiodothyroacetic acid.
IUPAC/Chemical Name
2-(4-(4-hydroxy-3-iodophenoxy)-3,5-diiodophenyl)acetic acid
InChi Key
UOWZUVNAGUAEQC-UHFFFAOYSA-N
InChi Code
InChI=1S/C14H9I3O4/c15-9-6-8(1-2-12(9)18)21-14-10(16)3-7(4-11(14)17)5-13(19)20/h1-4,6,18H,5H2,(H,19,20)
SMILES Code
O=C(O)CC1=CC(I)=C(OC2=CC=C(O)C(I)=C2)C(I)=C1
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO, not in water
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 621.94 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Chen Z, Yildiz S, Markova B, de Rooij LJ, Leeuwenburgh S, Hamers T, Peeters RP, Heuer H, Meima ME, Visser WE. 3,3',5-Triiodothyroacetic Acid Transporters. Thyroid. 2024 Aug;34(8):1027-1037. doi: 10.1089/thy.2023.0467. Epub 2024 Jul 3. PMID: 38836423. 2: Carbone A, Verrienti A, Cito DS, Sponziello M, Pecce V, Bruno R. Effective TRIAC treatment of a THRβ-mutated patient with thyroid hormone resistance. Endocrine. 2024 Aug;85(2):598-600. doi: 10.1007/s12020-024-03795-3. Epub 2024 Apr 1. PMID: 38558372. 3: Salas-Lucia F, Escamilla S, Bianco AC, Dumitrescu A, Refetoff S. Impaired T3 uptake and action in MCT8-deficient cerebral organoids underlie Allan-Herndon- Dudley syndrome. JCI Insight. 2024 Feb 20;9(7):e174645. doi: 10.1172/jci.insight.174645. PMID: 38376950; PMCID: PMC11128209. 4: Ünsal Y, Hayran G. Impact of Early Intervention with Triiodothyroacetic Acid on Peripheral and Neurodevelopmental Findings in a Boy with MCT8 Deficiency. J Clin Res Pediatr Endocrinol. 2024 Mar 11;16(1):116-122. doi: 10.4274/jcrpe.galenos.2023.2023-10-1. Epub 2023 Dec 6. PMID: 38054413; PMCID: PMC10938514. 5: Yiu RS, Ling TK, Ko CH, Poon SW, Poon GW, Wong FC, Law CY, Iwayama H, Lam CW. Allan-Herndon-Dudley syndrome in Hong Kong: Implication for newborn screening. Clin Chim Acta. 2023 Nov 1;551:117621. doi: 10.1016/j.cca.2023.117621. Epub 2023 Nov 3. PMID: 37925810. 6: Ren H, Wang J, Tang H, Qian X, Xia B, Luo Z, Xu Z, Qi Z, Zhao P. Tiratricol inhibits yellow fever virus replication through targeting viral RNA-dependent RNA polymerase of NS5. Antiviral Res. 2023 Nov;219:105737. doi: 10.1016/j.antiviral.2023.105737. Epub 2023 Oct 24. PMID: 37879570. 7: Yamauchi I, Hakata T, Ueda Y, Sugawa T, Omagari R, Teramoto Y, Nakayama SF, Nakajima D, Kubo T, Inagaki N. TRIAC disrupts cerebral thyroid hormone action via negative feedback and heterogenous distribution among organs. iScience. 2023 Jun 15;26(7):107135. doi: 10.1016/j.isci.2023.107135. PMID: 37408688; PMCID: PMC10319255. 8: Cao S, Ma H, Xu Z, Fang W, Huang J, Huang Y. Tiratricol, a thyroid hormone metabolite, has potent inhibitory activity against human dihydroorotate dehydrogenase. Chem Biol Drug Des. 2023 Jul;102(1):1-13. doi: 10.1111/cbdd.14256. Epub 2023 Apr 23. PMID: 37088711. 9: Gazek N, Feller AL, Vaiani E, Di Palma I, Savransky A, Ramírez P, Marino R, Pérez Garrido N, Lazzati JM, Herzovich V, Dujovne N. Treatment with TRIAC in pediatric patients with MCT8. Arch Argent Pediatr. 2023 Dec 1;121(6):e202202968. English, Spanish. doi: 10.5546/aap.2022-02968.eng. Epub 2023 Mar 16. PMID: 36883873. 10: Chen J, Salveridou E, Liebmann L, Sundaram SM, Doycheva D, Markova B, Hübner CA, Boelen A, Visser WE, Heuer H, Mayerl S. Triac Treatment Prevents Neurodevelopmental and Locomotor Impairments in Thyroid Hormone Transporter Mct8/Oatp1c1 Deficient Mice. Int J Mol Sci. 2023 Feb 9;24(4):3452. doi: 10.3390/ijms24043452. PMID: 36834863; PMCID: PMC9966820. 11: Grijota-Martínez C, Montero-Pedrazuela A, Hidalgo-Álvarez J, Bárez-López S, Guadaño-Ferraz A. Intracerebroventricular High Doses of 3,3',5-Triiodothyroacetic Acid at Juvenile Stages Improve Peripheral Hyperthyroidism and Mediate Thyromimetic Effects in Limited Brain Regions in a Mouse Model of Monocarboxylate Transporter 8 Deficiency. Thyroid. 2023 Apr;33(4):501-510. doi: 10.1089/thy.2022.0562. Epub 2023 Jan 17. PMID: 36565029. 12: Reinwald JR, Weber-Fahr W, Cosa-Linan A, Becker R, Sack M, Falfan-Melgoza C, Gass N, Braun U, Clemm von Hohenberg C, Chen J, Mayerl S, Muente TF, Heuer H, Sartorius A. TRIAC Treatment Improves Impaired Brain Network Function and White Matter Loss in Thyroid Hormone Transporter Mct8/Oatp1c1 Deficient Mice. Int J Mol Sci. 2022 Dec 8;23(24):15547. doi: 10.3390/ijms232415547. PMID: 36555189; PMCID: PMC9779161. 13: Omagari R, Yagishita M, Shiraishi F, Nakayama SF, Terasaki M, Tanigawa T, Yamauchi I, Kubo T, Nakajima D. Identification by Liquid Chromatography-Tandem Mass Spectrometry and Liquid Chromatography-Quadrupole Time-of-Flight Mass Spectrometry of the Contributor to the Thyroid Hormone Receptor Agonist Activity in Effluents from Sewage Treatment Plants. Environ Sci Technol. 2022 Oct 4;56(19):13709-13718. doi: 10.1021/acs.est.2c02648. Epub 2022 Sep 13. PMID: 36100216; PMCID: PMC9536310. 14: Koens LH, Tuitert I, Blokzijl H, Engelen M, Klouwer FCC, Lange F, Leen WG, Lunsing RJ, Koelman JHTM, Verrips A, de Koning TJ, Tijssen MAJ. Eye movement disorders in inborn errors of metabolism: A quantitative analysis of 37 patients. J Inherit Metab Dis. 2022 Sep;45(5):981-995. doi: 10.1002/jimd.12533. Epub 2022 Jul 11. PMID: 35758105; PMCID: PMC9541348. 15: Jongejan RMS, Meima ME, Visser WE, Korevaar TIM, van den Berg SAA, Peeters RP, de Rijke YB. Binding Characteristics of Thyroid Hormone Distributor Proteins to Thyroid Hormone Metabolites. Thyroid. 2022 Aug;32(8):990-999. doi: 10.1089/thy.2021.0588. Epub 2022 May 27. PMID: 35491555. 16: Jongejan RMS, van Velsen EFS, Meima ME, Klein T, van den Berg SAA, Massolt ET, Visser WE, Peeters RP, de Rijke YB. Change in Thyroid Hormone Metabolite Concentrations Across Different Thyroid States. Thyroid. 2022 Feb;32(2):119-127. doi: 10.1089/thy.2021.0453. Epub 2022 Jan 20. PMID: 34806412. 17: van Geest FS, Groeneweg S, van den Akker ELT, Bacos I, Barca D, van den Berg SAA, Bertini E, Brunner D, Brunetti-Pierri N, Cappa M, Cappuccio G, Chatterjee K, Chesover AD, Christian P, Coutant R, Craiu D, Crock P, Dewey C, Dica A, Dimitri P, Dubey R, Enderli A, Fairchild J, Gallichan J, Garibaldi LR, George B, Hackenberg A, Heinrich B, Huynh T, Kłosowska A, Lawson-Yuen A, Linder-Lucht M, Lyons G, Monti Lora F, Moran C, Müller KE, Paone L, Paul PG, Polak M, Porta F, Reinauer C, de Rijke YB, Seckold R, Menevşe TS, Simm P, Simon A, Spada M, Stoupa A, Szeifert L, Tonduti D, van Toor H, Turan S, Vanderniet J, de Waart M, van der Wal R, van der Walt A, van Wermeskerken AM, Wierzba J, Zibordi F, Zung A, Peeters RP, Visser WE. Long-Term Efficacy of T3 Analogue Triac in Children and Adults With MCT8 Deficiency: A Real-Life Retrospective Cohort Study. J Clin Endocrinol Metab. 2022 Feb 17;107(3):e1136-e1147. doi: 10.1210/clinem/dgab750. PMID: 34679181; PMCID: PMC8852204. 18: Chan SL, Refetoff S, Babic N, Jin M, Garg U, Yeo KJ. Triiodothyroacetic Acid Cross-Reacts With Measurement of Triiodothyronine (T3) on Various Immunoassay Platforms. Am J Clin Pathol. 2022 Feb 3;157(2):156-158. doi: 10.1093/ajcp/aqab124. PMID: 34542585; PMCID: PMC8824589. 19: Chen H, Wang Z, Yu S, Han X, Deng Y, Wang F, Chen Y, Liu X, Zhou J, Zhu J, Yuan H. 3,3',5-Triiodothyroacetic acid (TRIAC) induces embryonic ζ-globin expression via thyroid hormone receptor α. J Hematol Oncol. 2021 Jun 26;14(1):99. doi: 10.1186/s13045-021-01108-z. PMID: 34174920; PMCID: PMC8235803. 20: San Anselmo M, Lancelot A, Egido JE, Clavería-Gimeno R, Casanova Á, Serrano JL, Hernández-Ainsa S, Abian O, Sierra T. Janus Dendrimers to Assess the Anti- HCV Activity of Molecules in Cell-Assays. Pharmaceutics. 2020 Nov 7;12(11):1062. doi: 10.3390/pharmaceutics12111062. PMID: 33171841; PMCID: PMC7695217.