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51-24-1,MFCD00055931
Catalog No.:AA0037N8

51-24-1 | 3,3',5-Triiodothyroacetic acid

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1mg
98%
in stock  
$6.00   $4.00
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250mg
98%
in stock  
$37.00   $26.00
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1g
98%
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$90.00   $63.00
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5g
98%
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA0037N8
Chemical Name:
3,3',5-Triiodothyroacetic acid
CAS Number:
51-24-1
Molecular Formula:
C14H9I3O4
Molecular Weight:
621.9323
MDL Number:
MFCD00055931
SMILES:
OC(=O)Cc1cc(I)c(c(c1)I)Oc1ccc(c(c1)I)O
NSC Number:
759294
Properties
Properties
 
BP:
531.6°C at 760 mmHg  
Form:
Solid  
MP:
65°; mp 180-183°  
Storage:
Keep in dry area;-20 ℃;  

Computed Properties
 
Complexity:
356  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
21  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
4  
XLogP3:
4.5  

Downstream Synthesis Route

[1]Wilkinson[BiochemicalJournal,1956,vol.63,p.601,603]Pitt-Rivers[TheLancet,1953,vol.265,p.234]

[1]Wechter,W.J.etal.[JournalofMedicinalChemistry,1965,vol.8,p.474-478]

41628-06-2    51-24-1   
4-(4-Hydroxy-3-iodo-phenoxy)-3-iodo-5-trifluoromethyl-phenyl-aceticacid 
 
4-(4-Hydroxy-3-trifluoromethyl-phenoxy)-3,5-diiodo-phenyl-aceticacid 
 
4-(4-Hydroxy-3-trifluoromethyl-phenoxy)-3-iodo-5-trifluoromethyl-phenyl-aceticacid 

[1]Sagi,Kazuyuki;Kagechika,Hiroyuki;Fukasawa,Hiroshi;Hashimoto,Yuichi;Shudo,Koichi[ChemicalandPharmaceuticalBulletin,1996,vol.44,#6,p.1273-1275]

Literature

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Journal: Toxicology letters 20150105

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Journal: Journal of applied toxicology : JAT 20130901

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Title: Tiratricol neutralizes bacterial endotoxins and reduces lipopolysaccharide-induced TNF-alpha production in the cell.

Journal: Chemical biology & drug design 20081001

Title: Stability indicating validated HPLC method for quantification of levothyroxine with eight degradation peaks in the presence of excipients.

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Journal: Thyroid : official journal of the American Thyroid Association 20080601

Title: Thermogenic effect of triiodothyroacetic acid at low doses in rat adipose tissue without adverse side effects in the thyroid axis.

Journal: American journal of physiology. Endocrinology and metabolism 20080401

Title: 3'-monoiodothyronine sulfate and Triac sulfate are thyroid hormone metabolites in developing sheep.

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Journal: Nihon rinsho. Japanese journal of clinical medicine 20061201

Title: Action of topical thyroid hormone analogue, triiodothyroacetic acid in reversing glucocorticoid-induced skin atrophy in humans.

Journal: Thyroid : official journal of the American Thyroid Association 20061101

Title: Action of topical thyroid hormone analogues on glucocorticoid-induced skin atrophy in mice.

Journal: Thyroid : official journal of the American Thyroid Association 20060301

Title: Molecular dynamics simulations of ligand dissociation from thyroid hormone receptors: evidence of the likeliest escape pathway and its implications for the design of novel ligands.

Journal: Journal of medicinal chemistry 20060112

Title: Pentane-1,5-diol as a percutaneous absorption enhancer.

Journal: Archives of dermatological research 20051201

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Journal: Genes to cells : devoted to molecular & cellular mechanisms 20051201

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Journal: Hong Kong medical journal = Xianggang yi xue za zhi 20050401

Title: T-Screen as a tool to identify thyroid hormone receptor active compounds.

Journal: Environmental toxicology and pharmacology 20050201

Title: Endocrine and neuropsychological assessment in a child with a novel mutation of thyroid hormone receptor: response to 12-month triiodothyroacetic acid (TRIAC) therapy.

Journal: Journal of endocrinological investigation 20050101

Title: A patient with low free T4 and low thyroid-stimulating hormone without hypopituitarism.

Journal: International journal of clinical practice 20041001

Title: Involvement of multispecific organic anion transporter, Oatp14 (Slc21a14), in the transport of thyroxine across the blood-brain barrier.

Journal: Endocrinology 20040901

Title: Inefficacy of topical thyroid hormone analogue TriAc in plaque psoriasis: results of a double-blind placebo-controlled trial.

Journal: The British journal of dermatology 20040801

Title: T3 and Triac inhibit leptin secretion and expression in brown and white rat adipocytes.

Journal: Biochimica et biophysica acta 20040601

Title: Thyroid hormone (T3) and its acetic derivative (TA3) protect low-density lipoproteins from oxidation by different mechanisms.

Journal: Biochimie 20040601

Title: Comparison of the effects of 3,5,3'-triiodothyroacetic Acid and triiodothyronine on goiter prevention and involution and on hepatic and skeletal parameters in rats.

Journal: Hormone and metabolic research = Hormon- und Stoffwechselforschung = Hormones et metabolisme 20040501

Title: A thyroid hormone analogue, triiodothyroacetic acid, corrects corticosteroid-downregulated collagen synthesis.

Journal: Thyroid : official journal of the American Thyroid Association 20040501

Title: Ephedrine and tiratricol: freshly prepared mixtures forbidden in France.

Journal: Prescrire international 20040401

Title: Thyroid Hormone Resistance in children.

Journal: Pediatric endocrinology reviews : PER 20031201

Title: Comparative efficacy and side effects of the treatment of euthyroid goiter with levo-thyroxine or triiodothyroacetic acid.

Journal: The Journal of clinical endocrinology and metabolism 20031101

Title: Identification of monocarboxylate transporter 8 as a specific thyroid hormone transporter.

Journal: The Journal of biological chemistry 20031010

Title: Potent thermogenic action of triiodothyroacetic acid in brown adipocytes.

Journal: Cellular and molecular life sciences : CMLS 20030901

Title: Thyroid receptor ligands. 1. Agonist ligands selective for the thyroid receptor beta1.

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Title: Symptomatic hyperthyroidism in a patient taking the dietary supplement tiratricol.

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Title: Uptake of triiodothyronine and triiodothyroacetic acid in neonatal rat cardiomyocytes: effects of metabolites and analogs.

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Title: Dose-response effects of tri-iodothyroacetic acid (Triac) and other thyroid hormone analogues on glucocorticoid-induced skin atrophy in the haired mouse.

Journal: Acta dermato-venereologica 20020101

Title: In vitro free radical scavenging capacity of thyroid hormones and structural analogues.

Journal: The Journal of endocrinology 20010701

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Title: Hormone selectivity in thyroid hormone receptors.

Journal: Molecular endocrinology (Baltimore, Md.) 20010301

Title: Differences between the effects of thyroxine and tetraiodothyroacetic acid on TSH suppression and cardiac hypertrophy.

Journal: European journal of endocrinology 20010201

Title: Clinical and hormonal outcome after two years of triiodothyroacetic acid treatment in a child with thyroid hormone resistance.

Journal: Thyroid : official journal of the American Thyroid Association 19971001

Title: Rapid glucuronidation of tri- and tetraiodothyroacetic acid to ester glucuronides in human liver and to ether glucuronides in rat liver.

Journal: Endocrinology 19940901

Title: Binding of 3,5,3'-triiodothyronine (T3) and its analogs to the in vitro translational products of c-erbA protooncogenes: differences in the affinity of the alpha- and beta-forms for the acetic acid analog and failure of the human testis and kidney alpha-2 products to bind T3.

Journal: Molecular endocrinology (Baltimore, Md.) 19900201

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Tags:51-24-1 Molecular Formula|51-24-1 MDL|51-24-1 SMILES|51-24-1 3,3',5-Triiodothyroacetic acid