pellitorine

Base Information

• Chemical Name: pellitorine
• CAS No.: 18836-52-7
• Deprecated CAS: 53608-76-7
• Molecular Formula: C14H25NO
• Molecular Weight: 223.359
• Hs Code.: 2924199090
• European Community (EC) Number: 457-600-4,639-620-7
• UNII: 8IS5231171
• DSSTox Substance ID: DTXSID301019978
• Nikkaji Number: J593.558J,J10.444B
• Wikidata: Q27138027
• Metabolomics Workbench ID: 129962
• ChEMBL ID: CHEMBL271242
• Mol file: 18836-52-7.mol

Synonyms:2,4-Decadienamide,N-(2-methylpropyl)-, (E,E)-;2,4-Decadienamide, N-isobutyl-, (E,E)- (8CI);Pellitorine (6CI);(E,E)-N-(2-Methylpropyl)-2,4-decadienamide;2E,4E-Decadienoic acid N-isobutylamide;N-(2-Methylpropyl)deca-trans-2-trans-4-dienamide;N-Isobutyl-(2E,4E_-deca-2,4-dienamide;N-Isobutyl-2-trans-4-trans-decadienamide;N-Isobutyldeca-trans-2-trans-4-dienamide;Pellitorin;trans-Pellitorin;

Chemical Property of pellitorine

Chemical Property:

• Vapor Pressure: 1.25E-05mmHg at 25°C
• Melting Point: 88-89 °C
• Refractive Index: 1.469
• Boiling Point: 368.7 °C at 760 mmHg
• Flash Point: 224.6 °C
• PSA: 29.10000
• Density: 0.882 g/cm³
• LogP: 3.84220
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 8
• Exact Mass: 223.193614421
• Heavy Atom Count: 16
• Complexity: 229

Purity/Quality:

99.9% ^*data from raw suppliers

Pellitorine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCC=CC=CC(=O)NCC(C)C
• Isomeric SMILES: CCCCC/C=C/C=C/C(=O)NCC(C)C
• Uses: Pellitorine is an ACAT (Acyl-CoA cholesteryl acyl transferase) and α-Glucosidase inhibitor.

Technology Process of pellitorine

There total 76 articles about pellitorine 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%

deca-2E,4Z-dienoic acid isobutylamide (639086-18-3,109-26-2,53608-76-7) → (2E,4E)-N-isobutyldecadienamide (18836-52-7,109-26-2,53608-76-7)

Guidance literature:

With iodine; In toluene; at 20 ℃; for 1h;

Reference yield: 85.0%

(E)-1-iodohept-1-ene (60595-37-1) + N-(2-methylpropyl)prop-2-enamide (35143-37-4) → (2E,4E)-N-isobutyldecadienamide (18836-52-7,109-26-2,53608-76-7)

Guidance literature:

With tetrabutyl-ammonium chloride; palladium diacetate; potassium carbonate; In water; N,N-dimethyl-formamide; at 70 ℃; stereoselective reaction; Inert atmosphere;

DOI:10.1134/S1070428012070032

Reference yield: 82.0%

(2E,4E)-deca-2,4-dienoic acid (30361-33-2) + isobutylamine (78-81-9) → (2E,4E)-N-isobutyldecadienamide (18836-52-7,109-26-2,53608-76-7)

Guidance literature:

With 1,1'-carbonyldiimidazole; In dichloromethane; 1.) 0 deg C, 45 min; 2.) 0 deg C to RT, 14 h;

DOI:10.1139/v96-046

upstream raw materials:

deca-2t,4t-dienoyl chloride

isobutylamine

(2E,4E)-deca-2,4-dienoic acid

SEC-BUTYLAMINE

Downstream raw materials:

deca-2E,4E-dienoic acid 4-hydroxy-2-phenylethylamide

Refernces

• 1、 -. "Conjugated dienamides, methods of production thereof, compositions containing same and uses thereof". Page/Page column 14-15. . Retrieved 2010/02/11.
• 2、 -. "USE OF TRANS-PELLITORIN IN THE FORM OF AN AROMATIC SUBSTANCE". Page 15; 16. . Retrieved 2008/06/13.