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CAY10592

Item № 10012536
CAS № 685139-10-0
Purity ≥98%
product image
                (CAS 685139-10-0)
SIZE PRICE QUANTITY SUBTOTAL
CART TOTAL
     1 mg $28.00 0.00
     5 mg $126.00 0.00
     10 mg $224.00 0.00

Pricing updated 2019-07-23. Prices are subject to change without notice.

Description

Peroxisome proliferator-activated receptors (PPARs) α, δ, γ are ligand-activated nuclear transcription factors involved in the regulation of energy homeostasis as well as insulin sensitivity and glucose metabolism.1,2 Pharmacologies of PPARδ receptor agonists, though relatively obscure, have recently been reported to elevate high-density lipoprotein (HDL) cholesterol and lower plasma triglyceride (TG) levels in obese insulin resistant rhesus monkeys.3 CAY10592 is a full PPARδ agonist (EC50 = 30 nM) in a fatty acid oxidation assay of rat L6 muscle cells with desirable oral pharmacokinetic properties.4 In a transactivation assay using human PPAR receptors, CAY10592 acts as a selective partial PPARδ agonist (EC50 = 53 nM) with no effect on PPARα or PPARγ activity up to 30 µM.4 Chronic treatment of high fat fed ApoB100/CETP-transgenic mice with CAY10592 at a dose of 20 mg/kg increases HDL levels, decreases LDL and TG levels, and improves insulin sensitivity.4

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Technical Information
Formal Name
2-[4-[[3,3-bis(4-bromophenyl)-2-propen-1-yl]thio]-2-chlorophenoxy]-acetic acid
CAS Number
685139-10-0
Molecular Formula
C23H17Br2ClO3S
Formula Weight
568.7
Purity
≥98%
Formulation
A crystalline solid
λmax
243 nm
SMILES
OC(=O)COc1ccc(SCC=C(c2ccc(Br)cc2)c2ccc(Br)cc2)cc1Cl
InChI Code
InChI=1S/C23H17Br2ClO3S/c24-17-5-1-15(2-6-17)20(16-3-7-18(25)8-4-16)11-12-30-19-9-10-22(21(26)13-19)29-14-23(27)28/h1-11,13H,12,14H2,(H,27,28)
InChI Key
NQIYGYDPRBEUAZ-UHFFFAOYSA-N

Warning - this product is not for human or veterinary use.

Shipping & Storage
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Stability
≥ 2 years
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Additional Information

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References & Product Citations
Product Description References

1. Michalik, L., Auwerx, J., Berger, J.P., et al. International union of pharmacology. LXI. Peroxisome proliferator-activated receptors Pharmacological Reviews 58, 726-741 (2006).

2. Bratton, L.D., Filzen, G.F., Geyer, A., et al. Discovery of highly potent and selective benzyloxybenzyl-based peroxisome proliferator-activator receptor (PPAR) δ agonists Bioorganic & Medicinal Chemistry Letters 17, 3624-3629 (2007).

3. Oliver, W.R., Shenk, J.L., Snaith, M.R., et al. A selective peroxisome proliferator-activated receptor δ agonist promotes reverse cholesterol transport Proceedings of the National Academy of Sciences of the United States of America 98(9), 5306-5311 (2001).

4. Sauerberg, P., Olsen, G.S., Jeppesen, L., et al. Identification and synthesis of a novel selective partial PPARδ agonist with full efficacy on lipid metabolism in vitro and in vivo Journal of Medicinal Chemistry 50, 1495-1503 (2007).

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