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Merck
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Documenti fondamentali

SML1900

Sigma-Aldrich

Sobetirome

≥98% (HPLC)

Sinonimo/i:

2-[4-[[4-Hydroxy-3-(1-methylethyl)phenyl]methyl]-3,5-dimethylphenoxy]acetic acid, 3,5-Dimethyl-4-(4′-hydroxy-3′-isopropylbenzyl)phenoxyacetic acid, GC 1, GC-1

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5 MG
CHF 102.00
25 MG
CHF 405.00

CHF 102.00

Spedizione prevista il17 aprile 2025

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Cambia visualizzazione
5 MG
CHF 102.00
25 MG
CHF 405.00

About This Item

Formula empirica (notazione di Hill):
C20H24O4
Numero CAS:
211110-63-3
Peso molecolare:
328.40
Codice UNSPSC:
51111800
NACRES:
NA.77

CHF 102.00

Spedizione prevista il17 aprile 2025

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Livello qualitativo

100

Saggio

≥98% (HPLC)

Stato

powder

Colore

white to beige

Solubilità

DMSO: 10 mg/mL, clear

Temperatura di conservazione

−20°C

Stringa SMILE

O(CC(=O)O)c1cc(c(c(c1)C)Cc2cc(c(cc2)O)C(C)C)C

InChI

1S/C20H24O4/c1-12(2)17-9-15(5-6-19(17)21)10-18-13(3)7-16(8-14(18)4)24-11-20(22)23/h5-9,12,21H,10-11H2,1-4H3,(H,22,23)
QNAZTOHXCZPOSA-UHFFFAOYSA-N

Azioni biochim/fisiol

Sobetirome is also termed as 2-(4-(4-(benzyloxy)-3-isopropylbenzyl)-3,5-dimethylphenoxy)acetic acid/ GC-1.[1] It has an inner-ring and negatively charged carboxylate groups at physiological pH. Sobetirome is considered as a cholesterol lowering agent in humans.[2]
Sobetirome is an orally active and potent agonist at thyroid hormone receptor (TR) β and TRα that displays selective tissue action.
Sobetirome is an orally active and potent agonist at thyroid hormone receptor (TR) β and TRα that displays selective tissue action. Sobetirome is devoid of thyrotoxic adverse effects on the heart, bone, and skeletal muscle.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

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Certificati d'analisi (COA)

Lot/Batch Number
0000296344
0000296344
0000179958
0000192072

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Ester-to-amide rearrangement of ethanolamine-derived prodrugs of sobetirome with increased blood-brain barrier penetration.
Ferrara SJ, et al.
Bioorganic & Medicinal Chemistry, 25(10), 2743-2753 (2017)
Sobetirome prodrug esters with enhanced blood?brain barrier permeability.
Placzek AT, et al.
Bioorganic & Medicinal Chemistry, 24(22), 5842-5854 (2016)
Andrew T Placzek et al.
Bioorganic & medicinal chemistry, 24(22), 5842-5854 (2016-10-26)
There is currently great interest in developing drugs that stimulate myelin repair for use in demyelinating diseases such as multiple sclerosis. Thyroid hormone plays a key role in stimulating myelination during development and also controls the expression of important genes
K Kannisto et al.
Atherosclerosis, 237(2), 544-554 (2014-12-03)
Thyroid hormone reduces plasma cholesterol and increases expression of low-density lipoprotein receptor (LDL-R) in liver, an effect mediated by thyroid receptor β (TRβ). The selective TRβ modulator GC-1 also enhances several steps in reverse cholesterol transport and can decrease serum
Jan Lammel Lindemann et al.
Expert opinion on therapeutic targets, 20(2), 145-149 (2015-11-14)
Sobetirome binds selectively to the main hepatic form of thyroid hormone (TH) receptor, TRβ1, compared to TRα1, which is principally responsible for thyrotoxic effects on heart, muscle and bone. Sobetirome also preferentially accumulates in liver. It was originally envisaged that
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