Linoleamide

Base Information

• Chemical Name: Linoleamide
• CAS No.: 3999-01-7
• Molecular Formula: C18H33 N O
• Molecular Weight: 279.466
• Hs Code.: 2924199090
• European Community (EC) Number: 223-644-6
• UNII: 5340S2UXSP
• DSSTox Substance ID: DTXSID4042098
• Wikidata: Q27156521
• Metabolomics Workbench ID: 4498
• ChEMBL ID: CHEMBL64122
• Mol file: 3999-01-7.mol

Synonyms:(9Z,12Z)-octadeca-9,12-dien-1-amide;9,12-octadecadienamide;linoleamide;linoleic acid amide

Chemical Property of Linoleamide

Chemical Property:

• Vapor Pressure: 7.4E-08mmHg at 25°C
• Boiling Point: 437.6°Cat760mmHg
• Flash Point: 218.4°C
• PSA: 44.08000
• Density: 0.89g/cm³
• LogP: 6.43490
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 5.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 14
• Exact Mass: 279.256214676
• Heavy Atom Count: 20
• Complexity: 269

Purity/Quality:

99% ^*data from raw suppliers

Linoleic Acid Amide ≥98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCC=CCC=CCCCCCCCC(=O)N
• Isomeric SMILES: CCCCC/C=C\C/C=C\CCCCCCCC(=O)N
• Description: Linoleic acid amide is a primary fatty acid amide derived from linoleic acid . It is reported to regulate Ca2+ flux by inhibiting the sarco/endoplasmic reticulum Ca2+-ATPase (IC50 = 15-53 μM).

Technology Process of Linoleamide

There total 6 articles about Linoleamide 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: 95.0%

linoleyl chloride (7459-33-8) → linoleamide (3999-01-7,3072-13-7)

Guidance literature:

With ammonia; In dichloromethane; for 1h; Ambient temperature;

DOI:10.1016/S0040-4020(01)88524-0

Reference yield: 32.0%

linoleic acid (60-33-3,116745-32-5,26085-09-6,64080-88-2,7049-66-3,949900-18-9,60476-23-5,6144-28-1,67922-65-0,89718-18-3) → linoleamide (3999-01-7,3072-13-7)

Guidance literature:

linoleic acid; With 1,1'-carbonyldiimidazole; In dichloromethane; at 20 ℃; for 0.5h;

With ammonia; In dichloromethane; for 12h;

DOI:10.1055/s-0037-1611939

Reference yield:

→ linoleamide (3999-01-7,3072-13-7)

Guidance literature:

With ethanol; zinc;

upstream raw materials:

linoleyl chloride

linoleic acid

formamide

octadeca-9,12-dienoic acid ethyl ester

Downstream raw materials:

(9Z,12Z)-octadecane-9,12-dien-1-amine

cis-9-octadecenenitrile

cis-9-octadecenoamide

Refernces

• 1、 Xu, Ming-Zhe,Lee, Woo Song,Kim, Mi Jeong,Park, Doo-Sang,Yu, Hana,Tian, Guan-Rong,Jeong, Tae-Sook,Park, Ho-Yong. "Acyl-CoA: Cholesterol acyltransferase inhibitory activities of fatty acid amides isolated from Mylabris phalerate Pallas". . p. 4277 - 4280. Retrieved 2007/10/03.