Tiratricol

Tiratricol
Clinical data
Other names	3,3',5-triiodothyroacetic acid; TRIAC
AHFS/Drugs.com	International Drug Names
Drug class	Thyroid hormone
ATC code	H03AA04 (WHO) D11AX08 (WHO);
Legal status
Legal status	EU: Rx-only;
Pharmacokinetic data
Metabolism	Liver glucuronidation
Excretion	Bile duct
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 ;
ChEBI	CHEBI:40021;
ChEMBL	ChEMBL41632 ;
CompTox Dashboard (EPA)	DTXSID2045232 ;
ECHA InfoCard	100.000.079
Chemical and physical data
Formula	C14H9I3O4
Molar mass	621.935 g·mol−1
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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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 is an analogue of a naturally circulating metabolite of the active thyroid hormone T3. MCT8 is a specific thyroid hormone transporter. While T3 and T4 thyroid hormones rely on MCT8 to enter several tissues such as the brain, tiratricol can enter cells independently of MCT8. Once inside cells, tiratricol activates the thyroid hormone receptor in a similar way to endogenous T3.

The most common side effects are excessive sweating, irritability, anxiety and nightmares.

Clinical data


Other names	3,3',5-triiodothyroacetic acid TRIAC
AHFS/Drugs.com	International Drug Names
Drug class	Thyroid hormone
ATC code	H03AA04 (WHO) D11AX08 (WHO)
Legal status
Legal status	EU: Rx-only
Pharmacokinetic data
Metabolism	Liver glucuronidation
Excretion	Bile duct
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
ChEBI	CHEBI:40021
ChEMBL	ChEMBL41632^Y
CompTox Dashboard (EPA)	DTXSID2045232
ECHA InfoCard	100.000.079
Chemical and physical data
Formula	C₁₄H₉I₃O₄
Molar mass	621.935 g·mol⁻¹
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
^NY (what is this?) (verify)