QRX 431 Chemical Properties

Melting point:

122 - 124°C

Boiling point:

510.2±45.0 °C(Predicted)

Density 

1.152±0.06 g/cm3(Predicted)

storage temp. 

-20°C

solubility 

DMSO: soluble10mg/mL, clear

pka

3.22±0.10(Predicted)

form 

powder

color 

white to beige

biological source

rabbit

InChI

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)

InChIKey

QNAZTOHXCZPOSA-UHFFFAOYSA-N

SMILES

C(O)(=O)COC1=CC(C)=C(CC2=CC=C(O)C(C(C)C)=C2)C(C)=C1

QRX 431 Usage And Synthesis

Uses

GC 1 is a high affinity thyroid receptor α (TRα) and TRβ agonist.

Definition

ChEBI: Sobetirome is a diarylmethane.

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

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.

storage

Store at -20°C

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.

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