N-Octadecyl-N'-propyl-sulfamide

Base Information

• Chemical Name: N-Octadecyl-N'-propyl-sulfamide
• CAS No.: 925891-74-3
• Molecular Formula: C₂₁H₄₆N₂O₂S
• Molecular Weight: 390.674
• Mol file: 925891-74-3.mol

Synonyms:

Chemical Property of N-Octadecyl-N'-propyl-sulfamide

Chemical Property:

• PSA: 66.58000
• LogP: 7.94450
• Solubility.: ≤0.2mg/ml in ethanol

Purity/Quality:

≥95% ^*data from raw suppliers

N-Octadecyl-N'-propyl-sulfamide ≥95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• 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. 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. 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.

Technology Process of N-Octadecyl-N'-propyl-sulfamide

There total 3 articles about N-Octadecyl-N'-propyl-sulfamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 31.0%

N-propylsulfamoyl chloride (10305-42-7) + 1-aminooctadecane (124-30-1) → N-octadecyl-N'-propylsulfamide (925891-74-3)

Guidance literature:

With TEA; In toluene; at 20 ℃; for 24h;

DOI:10.1021/jm0601102

Reference yield: 31.0%

→ N-octadecyl-N'-propylsulfamide (925891-74-3)

Guidance literature:

Reference yield:

triethylammonium N-propylsulfamate + 1-aminooctadecane (124-30-1) → N-octadecyl-N'-propylsulfamide (925891-74-3)

Guidance literature:

triethylammonium N-propylsulfamate; With trifluoromethylsulfonic anhydride; Triphenylphosphine oxide; In dichloromethane; at 0 ℃; for 0.25h; Inert atmosphere;

With triethylamine; In dichloromethane; at -78 ℃; for 0.25h; Inert atmosphere;

1-aminooctadecane; In dichloromethane; at -78 - 22 ℃; Inert atmosphere;

DOI:10.1016/j.tet.2019.02.063

upstream raw materials:

N-propylsulfamoyl chloride

1-aminooctadecane