N-Octadecyl-N'-propyl-sulfamide

Cayman Chemical Item Number 10009661

N-Octadecyl-N'-propyl-sulfamide

Description

Peroxisome proliferator-activated receptors (PPARs) play an essential role in regulating lipid and glucose metabolism. Oleoyl ethanolamide (OEA), a natural ligand for PPARα, has been shown to suppress food intake and reduce weight gain in rats when administered systemically at 10 mg/kg intraperitoneally.^1,2 N-octadecyl-N · -propyl-sulfamide is an analog of OEA with selective binding affinity for PPARα. It is a more potent activator of PPARα, exhibiting an EC₅₀ value of 100 nM, compared to OEA, which exhibits an EC₅₀ value of 120 nM.^3,2 At a dose of 1 mg/kg for 8-11 days, N-octadecyl-N'-propyl-sulfamide induces satiety, thereby decreasing food-intake, body weight, and plasma triglyceride concentration in free-feeding Wistar and obese Zucker (fa/fa) rats.³

1 de Fonseca, F.R., Navarro, M., Gómez, R., et al. An anorexic lipid mediator regulated by feeding. Nature 414 209-212 (2001).

2 Fu, J., Gaetani, S., Oveisi, F., et al. Oleylethanolamide regulates feeding and body weight through activation of the nuclear receptor PPAR-α. Nature 425 90-93 (2003).

3 Cano, C., Pavón, J., Serrano, A., et al. Novel sulfamide analogs of oleoylethanolamide showing in vivo satiety inducing actions and PPARα activation. J Med Chem 50 389-393 (2007).

Formal Name

N-octadecyl-N'-propyl-sulfamide

Molecular Formula

C₂₁H₄₆N₂O₂S

Formula Weight

390.7

Formulation

A crystalline solid

Purity

>95%

Stability

2 years

Storage

-20°C

Shipping

Room temperature in continental US; may vary elsewhere

SMILES

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CCCCCCCCCCCCCCCCCCNS(=O)(=O)NCCC

Background Reading

de Fonseca, F.R., Navarro, M., Gómez, R., et al. An anorexic lipid mediator regulated by feeding. Nature 414 209-212 (2001).

Cano, C., Pavón, J., Serrano, A., et al. Novel sulfamide analogs of oleoylethanolamide showing in vivo satiety inducing actions and PPARα activation. J Med Chem 50 389-393 (2007).

Chawla, A., Repa, J.J., Evans, R.M., et al. Nuclear receptors and lipid physiology: Opening the x-files. Science 294 1866-1870 (2001).

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N-Octadecyl-N'-propyl-sulfamide