Elaidamide

Base Information

• Chemical Name: Elaidamide
• CAS No.: 4303-70-2
• Molecular Formula: C18H35NO
• Molecular Weight: 281.482
• Hs Code.: 2924199090
• European Community (EC) Number: 224-316-5
• UNII: GOU8K597IT
• DSSTox Substance ID: DTXSID901017170
• Nikkaji Number: J46.811H,J205.696H
• Wikidata: Q27094678
• Metabolomics Workbench ID: 4501
• ChEMBL ID: CHEMBL86554
• Mol file: 4303-70-2.mol

Synonyms:9,10-octadecenamide;9-octadecenamide;cis-9,10-octadecenoamide;oleamide;oleic acid amide;oleylamide;oleylamide, (E)-isomer;trans-9,10-octadecenoamide

Chemical Property of Elaidamide

Chemical Property:

• Melting Point: 84-85oC
• Boiling Point: 433.3°Cat760mmHg
• Flash Point: 215.9°C
• PSA: 43.09000
• Density: 0.879g/cm³
• LogP: 6.20950
• Storage Temp.: -20°C Freezer
• XLogP3: 6.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 15
• Exact Mass: 281.271864740
• Heavy Atom Count: 20
• Complexity: 236

Purity/Quality:

99% ^*data from raw suppliers

Elaidamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCC=CCCCCCCCC(=O)N
• Isomeric SMILES: CCCCCCCC/C=C/CCCCCCCC(=O)N
• Description: Elaidamide is a fatty acid amide that has been found in the cerebrospinal fluid of sleep-deprived cats. It inhibits rat microsomal epoxide hydrolase (mEH; Ki = 70 nM). Elaidamide also inhibits porcine pancreatic and human synovial phospholipase A2 (PLA2). In vivo, elaidamide (10 mg/animal) induces physiological sleep in rats.
• Uses: Structural analog of oleamide (cis-9,10-octadecenoamide), a sleep-inducing fatty acid amide found naturally in cerebrospinal fluid.

Technology Process of Elaidamide

There total 10 articles about Elaidamide 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: 90.0%

elaidoyl chloride (112-77-6,7378-94-1,7459-35-0) → (E)-9-octadecenoic acid amide (4303-70-2,3322-62-1,94554-98-0)

Guidance literature:

With ammonia; In ethanol; chloroform; at 20 ℃; for 1h;

DOI:10.1021/tx0001732

Reference yield:

elaidoyl chloride (112-77-6,7378-94-1,7459-35-0) → (E)-9-octadecenoic acid amide (4303-70-2,3322-62-1,94554-98-0) + Elaidic acid (112-79-8,2027-47-6)

Guidance literature:

With ammonia; In dichloromethane; at 0 - 10 ℃; for 2.95h;

Reference yield:

EtOAc-hexanes + oxalyl dichloride (79-37-8) + aqueous NH4OH + Elaidic acid (112-79-8,2027-47-6) → (E)-9-octadecenoic acid amide (4303-70-2,3322-62-1,94554-98-0)

Guidance literature:

In dichloromethane;

upstream raw materials:

trielaidin

(Z)-9-octadecenoyl chloride

Elaidic acid

formamide

Downstream raw materials:

trans-8-heptadecenylammonium tosylate

trans-oleylamine

oleylamine