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pd_meltingpoint:122 - 124°C
Purity:99%
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Biological Activity |
sobetirome (3,5-dimethyl-4[(4'-hydroxy-3'-isopropylbenzyl)-phenoxy] acetic acid, also known as gc-1 and qrx-431, is a member of a class of compounds known as selective thyromimetics.it was firstly developed by thomas scanlan’s group at the university of california-san francisco (ucsf) in 1995 1.in cholesterol-fed rats, sobetirome was shown to lower plasma cholesterol in a dose-dependent manner by up to 75% of untreated controls. in hypercholesterolemic mice, sobetirome was failed to induce ldl receptor mrna expression. in different mouse models, sobetirome and t-0681 were shown to promote bile acid production and biliary sterol secretion. in cynomolgus monkeys, sobetirome was shown to reduce plasma cholesterol in a dose-dependent manner by up to 30%. both sobetirome and t-0681 were shown to increase hepatic expression of the hdl receptor (scavenger receptor-bi, sr-bi) in animals.in phase i |
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Biochem/physiol Actions |
Sobetirome is also termed as 2-(4-(4-(benzyloxy)-3-isopropylbenzyl)-3,5-dimethylphenoxy)acetic acid/ GC-1. It has an inner-ring and negatively charged carboxylate groups at physiological pH. Sobetirome is considered as a cholesterol lowering agent in humans. |
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references |
1. tancevski i, demetz e, eller p. sobetirome: a selective thyromimetic for the treatment of dyslipidemia. recent pat cardiovasc drug discov. 2011 jan;6(1):16-9. |
InChI:InChI=1/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)
The invention belongs to the field of bi...
The present invention relates to compoun...
Light-activated gene expression systems ...
Synthesis of the TRβ-selective thyromime...
(4-benzyloxy-3-isopropyl-phenyl)-(2,6-dimethyl-4-triisopropylsilanyloxy-phenyl)-methanol
Benzyl bromoacetate
sobetirome
| Conditions | Yield |
|---|---|
|
(4-benzyloxy-3-isopropyl-phenyl)-(2,6-dimethyl-4-triisopropylsilanyloxy-phenyl)-methanol;
With
tetrabutyl ammonium fluoride;
In
tetrahydrofuran;
Benzyl bromoacetate;
With
caesium carbonate;
In
N,N-dimethyl-formamide;
at 40 ℃;
for 4h;
With
palladium 10% on activated carbon; hydrogen; acetic acid;
at 20 ℃;
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![[3,5-dimethyl-4-(3'-isopropyl-4'-O-methoxymethylbenzyl)phenoxy]tert-butylacetate](/upload/2025/4/83ddbabb-b032-4e5d-b73c-403e358f0fa4.png)
[3,5-dimethyl-4-(3'-isopropyl-4'-O-methoxymethylbenzyl)phenoxy]tert-butylacetate
sobetirome
| Conditions | Yield |
|---|---|
|
With
hydrogenchloride;
In
tetrahydrofuran; isopropyl alcohol;
at 20 ℃;
for 2h;
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79% |
[3,5-dimethyl-4-(3'-isopropyl-4'-O-methoxymethylbenzyl)phenoxy]tert-butylacetate
[3,5-dimethyl-4-(3'-isopropyl-4'-nitroveratrylbenzyl)phenoxy]acetate
4-bromo-3,5-dimethylphenol
4-bromo-2-isopropyl-phenol
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