(9Z)-N-benzyl-9-octadecenamide

Base Information

• Chemical Name: (9Z)-N-benzyl-9-octadecenamide
• CAS No.: 101762-87-2
• Molecular Formula: C₂₅H₄₁NO
• Molecular Weight: 371.607
• Mol file: 101762-87-2.mol

Synonyms:(9Z)-N-benzyl-9-octadecenamide

Chemical Property of (9Z)-N-benzyl-9-octadecenamide

Chemical Property:

• Melting Point: 58-59 °C
• Boiling Point: 534.2±39.0 °C(Predicted)
• Density: 0.923±0.06 g/cm3(Predicted)

Purity/Quality:

HPLC≥98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• General Description: (9Z)-N-benzyl-9-octadecenamide, also known as N-benzyl-oleamide, is a bioactive macamide derived from *Lepidium meyenii* (maca) and functions as a potent soluble epoxide hydrolase (sEH) inhibitor. It exhibits strong in vitro inhibitory activity (IC50 ≈ 20–300 nM) against mammalian sEH enzymes and demonstrates oral bioavailability, effectively alleviating inflammatory pain in vivo. (9Z)-N-benzyl-9-octadecenamide, along with other macamides, contributes to the therapeutic potential of maca extracts, linking its biological activity to observed health benefits. **Return:** (9Z)-N-benzyl-9-octadecenamide is a bioactive macamide from *Lepidium meyenii* that acts as a potent sEH inhibitor, displaying anti-inflammatory and analgesic effects with oral bioavailability.

Technology Process of (9Z)-N-benzyl-9-octadecenamide

There total 5 articles about (9Z)-N-benzyl-9-octadecenamide 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: 99.0%

cis-Octadecenoic acid (112-80-1,2027-47-6) + benzylamine (100-46-9) → (9Z)-N-benzyl-9-octadecenamide (101762-87-2)

Guidance literature:

With Bromotrichloromethane; 4-(diphenylphosphino)-benzyltrimethylammonium bromide; triethylamine; In tetrahydrofuran; dichloromethane; at 60 ℃; for 6h; Inert atmosphere;

DOI:10.1016/j.tet.2013.03.021

Reference yield: 90.0%

cis-9-octadecenoamide (301-02-0,3322-62-1,94554-98-0) + benzylamine (100-46-9) → (9Z)-N-benzyl-9-octadecenamide (101762-87-2)

Guidance literature:

With Ce(III) immobilised on an aminated epichlorohydrin-activated agarose matrix; at 140 ℃; for 25h; Green chemistry;

DOI:10.1515/chempap-2015-0168

Reference yield:

(Z)-9-octadecenoyl chloride (112-77-6) + benzylamine (100-46-9) → (9Z)-N-benzyl-9-octadecenamide (101762-87-2)

Guidance literature:

With dmap; In dichloromethane; at 25 ℃; for 2h;

DOI:10.2174/1570180813888160201100814

upstream raw materials:

cis-Octadecenoic acid

benzylamine

cis-9-octadecenoamide

(Z)-9-octadecenoyl chloride