Leriglitazone | CAS#146062-44-4 | receptor agonist

MedKoo Cat#: 584485 | Name: Leriglitazone

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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Leriglitazone is a peroxisome proliferator activated receptor (PPAR) gamma agonist.

Chemical Structure

Leriglitazone

CAS#146062-44-4 (free base)

Theoretical Analysis

MedKoo Cat#: 584485

Name: Leriglitazone

CAS#: 146062-44-4 (free base)

Chemical Formula: C19H20N2O4S

Exact Mass: 372.1144

Molecular Weight: 372.44

Elemental Analysis: C, 61.27; H, 5.41; N, 7.52; O, 17.18; S, 8.61

Price and Availability

Size	Price	Availability	Quantity
1mg	USD 550.00	2 Weeks
5mg	USD 1,650.00	2 Weeks

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Related CAS #

146062-46-6 (HCl) 146062-44-4 (free base)

Synonym

Leriglitazone; Leriglitazona; Leriglitazonum; 1-Hydroxypioglitazone; MIN 102; MIN-102; MIN102;

IUPAC/Chemical Name

rac-(5R)-5-{[4-(2-{5-[(1RS)-1-hydroxyethyl]pyridin-2- yl}ethoxy)phenyl]methyl}-1,3-thiazolidine-2,4-dione

InChi Key

OXVFDZYQLGRLCD-RGUGMKFQSA-N

InChi Code

InChI=1S/C19H20N2O4S/c1-12(22)14-4-5-15(20-11-14)8-9-25-16-6-2-13(3-7-16)10-17-18(23)21-19(24)26-17/h2-7,11-12,17,22H,8-10H2,1H3,(H,21,23,24)/t12?,17-/m1/s1

SMILES Code

O=C(N1)S[C@H](CC2=CC=C(OCCC3=NC=C(C(O)C)C=C3)C=C2)C1=O

Appearance

Solid powder

Purity

>95% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO

Shelf Life

>3 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.03.00

More Info

Product Data

Product Data

Instruction

View handling instruction

Biological target:

Leriglitazone (Hydroxypioglitazone) PioOH is a PPARγ agonist, stabilizes the PPARγ activation function-2 (AF-2) co-activator binding surface and enhances co-activator binding, affording slightly better transcriptional efficacy.

In vitro activity:

Leriglitazone decreased oxidative stress, increased adenosine 5'-triphosphate concentration, and exerted neuroprotective effects in primary rodent neurons and astrocytes after very long chain fatty acid-induced toxicity simulating X-ALD. Leriglitazone increased myelin debris clearance in vitro. Reference: Sci Transl Med. 2021 Jun 2;13(596):eabc0555. https://pubmed.ncbi.nlm.nih.gov/34078742/

In vivo activity:

Furthermore, leriglitazone improved motor function deficit in YG8sR mice, a FRDA mouse model. Reference: Neurobiol Dis. 2021 Jan;148:105162. https://pubmed.ncbi.nlm.nih.gov/33171227/

Preparing Stock Solutions

The following data is based on the product molecular weight 372.44 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

Formulation protocol:

1. Rodríguez-Pascau L, Vilalta A, Cerrada M, Traver E, Forss-Petter S, Weinhofer I, Bauer J, Kemp S, Pina G, Pascual S, Meya U, Musolino PL, Berger J, Martinell M, Pizcueta P. The brain penetrant PPARγ agonist leriglitazone restores multiple altered pathways in models of X-linked adrenoleukodystrophy. Sci Transl Med. 2021 Jun 2;13(596):eabc0555. doi: 10.1126/scitranslmed.abc0555. PMID: 34078742. 2. Rodríguez-Pascau L, Britti E, Calap-Quintana P, Dong YN, Vergara C, Delaspre F, Medina-Carbonero M, Tamarit J, Pallardó FV, Gonzalez-Cabo P, Ros J, Lynch DR, Martinell M, Pizcueta P. PPAR gamma agonist leriglitazone improves frataxin-loss impairments in cellular and animal models of Friedreich Ataxia. Neurobiol Dis. 2021 Jan;148:105162. doi: 10.1016/j.nbd.2020.105162. Epub 2020 Nov 7. PMID: 33171227.

In vitro protocol:

In vivo protocol: