Tiratricol: Difference between revisions

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Tiratricol
Clinical data
Synonyms	3,3',5-triiodothyroacetic acid; TRIAC
AHFS/Drugs.com	International Drug Names
ATC code	H03AA04 (WHO) D11AX08 (WHO);
Pharmacokinetic data
Protein binding	Presumed high
Metabolism	Hepatic glucuronidation
Excretion	Biliary
Identifiers
	IUPAC name [4-(4-hydroxy-3-iodophenoxy)-3,5-diiodophenyl]acetic acid;
CAS Number	51-24-1 ;
PubChem CID	5803;
IUPHAR/BPS	2637;
DrugBank	DB03604 ;
ChemSpider	5598 ;
UNII	29OQ9EU4R1;
KEGG	D07214 ;
ChEMBL	ChEMBL41632 ;
E number	{{#property:P628}}
ECHA InfoCard	{{#property:P2566}}Lua error in Module:EditAtWikidata at line 36: attempt to index field 'wikibase' (a nil value).
Chemical and physical data
Formula	C14H9I3O4
Molar mass	621.932 g/mol
3D model (JSmol)	Interactive image;
	SMILES Ic2cc(Oc1c(I)cc(cc1I)CC(=O)O)ccc2O;
	InChI 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) ; Key:UOWZUVNAGUAEQC-UHFFFAOYSA-N ;
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Revision as of 15:09, 13 April 2015

Editor-In-Chief: C. Michael Gibson, M.S., M.D. [1]

Overview

Tiratricol (also known as TRIAC or triiodothyroacetic acid) is a thyroid hormone analogue.

Uses

It is indicated in the management of thyroid hormone resistance syndrome^[1] and is used, in combination with levothyroxine, to suppress thyroid-stimulating hormone production in patients with thyroid cancer.

It has been investigated for use in reducing goiter.^[2]

It has also shown some effectiveness in reducing the atrophy caused when using corticosteroids.^[3]

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.^[4]^[5]

Legal status

Tiratricol is not approved for sale in Canada or the United States. It was once an approved drug in Brazil, but its marketing authorization was suspended in 2003, effectively prohibiting its sale.^[6] Tiratricol is still available in France for therapy of thyroid hormone resistance and adjuvant therapy of thyroid cancer.^[7] It is available as an orphan drug to be prescribed by registered specialists in Europe.

References

↑ Carvalho GA, Ramos HE (2004). "[Thyroid hormone resistance syndrome]". Arq Bras Endocrinol Metabol (in Portuguese). 48 (1): 83–92. doi:10.1590/S0004-27302004000100010. PMID 15611821. Template:PDFlink
↑ Brenta G, Schnitman M, Fretes O; et al. (November 2003). "Comparative efficacy and side effects of the treatment of euthyroid goiter with levo-thyroxine or triiodothyroacetic acid". J. Clin. Endocrinol. Metab. 88 (11): 5287–92. doi:10.1210/jc.2003-030095. PMID 14602763.
↑ Yazdanparast P, Carlsson B, Oikarinen A, Risteli J, Lavin T, Faergemann J (November 2006). "Action of topical thyroid hormone analogue, triiodothyroacetic acid in reversing glucocorticoid-induced skin atrophy in humans". Thyroid. 16 (11): 1157–62. doi:10.1089/thy.2006.16.1157. PMID 17123343.
↑ "FDA Warns Against Consuming Dietary Supplements Containing Tiratricol" (Press release). U.S. Food and Drug Administration. November 21, 2000. Retrieved 2007-08-08.
↑ "Health Canada issues warning on products containing Tiratricol (TRIAC)" (Press release). Health Canada. December 2, 1999. Retrieved 2007-08-08.
↑ "Anvisa suspende Tiratricol" (in Portuguese). Brazilian Society of Endocrinology and Metabolism. Archived from the original on 2007-10-09. Retrieved 2007-08-08.
↑ Laboratoires DB PHARMA: Teatrois information

Template:Thyroid therapy

[1] Carvalho GA, Ramos HE (2004). "[Thyroid hormone resistance syndrome]". Arq Bras Endocrinol Metabol (in Portuguese). 48 (1): 83–92. doi:10.1590/S0004-27302004000100010. PMID 15611821. Template:PDFlink

[pmid14602763-2] Brenta G, Schnitman M, Fretes O; et al. (November 2003). "Comparative efficacy and side effects of the treatment of euthyroid goiter with levo-thyroxine or triiodothyroacetic acid". J. Clin. Endocrinol. Metab. 88 (11): 5287–92. doi:10.1210/jc.2003-030095. PMID 14602763.

[pmid17123343-3] Yazdanparast P, Carlsson B, Oikarinen A, Risteli J, Lavin T, Faergemann J (November 2006). "Action of topical thyroid hormone analogue, triiodothyroacetic acid in reversing glucocorticoid-induced skin atrophy in humans". Thyroid. 16 (11): 1157–62. doi:10.1089/thy.2006.16.1157. PMID 17123343.

[4] "FDA Warns Against Consuming Dietary Supplements Containing Tiratricol" (Press release). U.S. Food and Drug Administration. November 21, 2000. Retrieved 2007-08-08.

[5] "Health Canada issues warning on products containing Tiratricol (TRIAC)" (Press release). Health Canada. December 2, 1999. Retrieved 2007-08-08.

[6] "Anvisa suspende Tiratricol" (in Portuguese). Brazilian Society of Endocrinology and Metabolism. Archived from the original on 2007-10-09. Retrieved 2007-08-08.

[7] Laboratoires DB PHARMA: Teatrois information

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@@ Line 6: / Line 6: @@
 | image = Tiratricol.svg
 | width = 240
-| image2 = Tiratricol 3D ball.png
+| image2 = Tiratricol_3D_ball.png
 | alt2 = Ball-and-stick model of the tiratricol molecule
 <!--Clinical data-->
@@ Line 59: / Line 59: @@
 | synonyms = 3,3',5-triiodothyroacetic acid<br>TRIAC
 }}
+              __NOTOC__
+{{SI}}
+{{CMG}}
+==Overview==
 '''Tiratricol''' (also known as '''TRIAC''' or triiodothyroacetic acid) is a [[thyroid hormone]] [[analog (chemistry)|analogue]].
@@ Line 83: / Line 89: @@
 [[Category:Phenols]]
 [[Category:Phenol ethers]]
+[[Category:Drug]]
-{{systemic-hormonal-drug-stub}}
-{{dermatologic-drug-stub}}

v t e Other dermatological preparations (D11)
Medicated shampoos	Cetrimide - Cadmium compounds - Selenium compounds - Povidone-iodine - Sulfur compounds - Xenysalate
Other dermatologicals	seborrhoeic dermatitis/dandruff (Lithium succinate, Pyrithione zinc) - skin whitening/depigmenting (Hydroquinone, Mequinol, Monobenzone) - anti-inflammatory/Immunomodulators (Oxaceprol, Gamolenic acid), Pimecrolimus, Tacrolimus) - baldness treatments (Finasteride, Minoxidil) - hair growth inhibiting agent (Eflornithine) - other (Calcium gluconate, Magnesium sulfate, Tiratricol)

Clinical data


Synonyms	3,3',5-triiodothyroacetic acid TRIAC
AHFS/Drugs.com	International Drug Names
ATC code	H03AA04 (WHO) D11AX08 (WHO)
Pharmacokinetic data
Protein binding	Presumed high
Metabolism	Hepatic glucuronidation
Excretion	Biliary
Identifiers
IUPAC name [4-(4-hydroxy-3-iodophenoxy)-3,5-diiodophenyl]acetic acid
CAS Number	51-24-1^N
PubChem CID	5803
IUPHAR/BPS	2637
DrugBank	DB03604^Y
ChemSpider	5598^Y
UNII	29OQ9EU4R1
KEGG	D07214^Y
ChEMBL	ChEMBL41632^Y
E number	{{#property:P628}}
ECHA InfoCard	{{#property:P2566}}Lua error in Module:EditAtWikidata at line 36: attempt to index field 'wikibase' (a nil value).
Chemical and physical data
Formula	C₁₄H₉I₃O₄
Molar mass	621.932 g/mol
3D model (JSmol)	Interactive image
SMILES Ic2cc(Oc1c(I)cc(cc1I)CC(=O)O)ccc2O
InChI 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)^Y Key:UOWZUVNAGUAEQC-UHFFFAOYSA-N^Y
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