Sodelglitazar

Chemical compound

ATC code

None

Legal statusLegal status

Investigational

Identifiers

IUPAC name

[4-[[[2-[2-Fluoro-4-(trifluoromethyl)phenyl]-4-methyl-1,3-thiazol-5-yl]methyl]sulfanyl]-2-methylphenoxy]-2-methylpropanoic acid^[1]

CAS Number

447406-78-2

PubChem CID

9805950

ChemSpider

7981710

UNII

6G973E04VI

KEGG

D06647

ChEMBL

ChEMBL2104984

CompTox Dashboard (EPA)

DTXSID90196289

Chemical and physical dataFormulaC₂₃H₂₁F₄NO₃S₂Molar mass499.54 g·mol⁻¹3D model (JSmol)

Interactive image

SMILES

CC1=C(C=CC(=C1)SCC2=C(N=C(S2)C3=C(C=C(C=C3)C(F)(F)F)F)C)OC(C)(C)C(=O)O

InChI

InChI=1S/C23H21F4NO3S2/c1-12-9-15(6-8-18(12)31-22(3,4)21(29)30)32-11-19-13(2)28-20(33-19)16-7-5-14(10-17(16)24)23(25,26)27/h5-10H,11H2,1-4H3,(H,29,30)
Key:ZUGQWAYOWCBWGM-UHFFFAOYSA-N

Sodelglitazar, formerly known as GW 677954, is a thiazole PPARδ receptor agonist developed by GlaxoSmithKline.^[2] While it is primarily active at the PPARδ receptor, it is considered a pan agonist with activity at PPARα and PPARγ receptors.^[3]

Safety

Phase 2 studies were terminated prior to completion due to safety findings in rodent studies.^[4]

References

^ US abandoned 7105551, Rodolfo C, Marie GR, Hurst III LM, Lawrence SM, "Thiazole derivatives for treating ppar related disorders", published 1 April 2004, assigned to SmithKlineBeecham
^ Liu XY, Wang RL, Xu WR, Tang LD, Wang SQ, Chou KC (October 2011). "Docking and molecular dynamics simulations of peroxisome proliferator activated receptors interacting with pan agonist sodelglitazar". Protein and Peptide Letters. 18 (10): 1021–7. doi:10.2174/092986611796378701. PMID 21592078.
^ Ottow E, Weinmann H (2008). Nuclear Receptors as Drug Targets. Wiley. pp. 380–. ISBN 978-3-527-31872-8. Retrieved 2 April 2013.
^ "A randomised, double-blind, parallel group, placebo-controlled, multicentre study to evaluate the safety, tolerability and efficacy of oral GW677954 capsules 2.5mg, 5mg, 10mg and 20mg a day for 24 weeks in overweight dyslipidaemic subjects" (PDF). GlaxoSmithKline. 2013-09-01. Archived from the original (PDF) on 6 March 2017.