Arvanil

Base Information

• Chemical Name: Arvanil
• CAS No.: 128007-31-8
• Molecular Formula: C28H41NO3
• Molecular Weight: 439.638
• Wikidata: Q27074515
• Pharos Ligand ID: 3WVWGLUC389H
• Metabolomics Workbench ID: 4640
• ChEMBL ID: CHEMBL123254
• Mol file: 128007-31-8.mol

Synonyms:arvanil

Chemical Property of Arvanil

Chemical Property:

• Appearance/Colour: liquid
• Vapor Pressure: 6.16E-16mmHg at 25°C
• Refractive Index: 1.533
• Boiling Point: 619.434 °C at 760 mmHg
• Flash Point: 328.422 °C
• PSA: 58.56000
• Density: 1.002 g/cm³
• LogP: 7.55360
• Storage Temp.: Desiccate at -20°C
• XLogP3: 7.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 17
• Exact Mass: 439.30864417
• Heavy Atom Count: 32
• Complexity: 579

Purity/Quality:

98%,99%, ^*data from raw suppliers

Arvanil ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCC=CCC=CCC=CCC=CCCCC(=O)NCC1=CC(=C(C=C1)O)OC
• Isomeric SMILES: CCCCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)NCC1=CC(=C(C=C1)O)OC
• Uses: Arvanil is a cannabinoid CB1?and vanilloid TRPV1 (VR) agonist.

Technology Process of Arvanil

There total 3 articles about Arvanil 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%

all cis 5,8,11,14-eicosatetraenoic acid (506-32-1,236743-58-1) + vanillylamine hydrochloride (7149-10-2) → arvanil (128007-31-8)

Guidance literature:

With diethyl cyanophosphonate; triethylamine; In tetrahydrofuran; for 1.5h;

DOI:10.1021/jm020844o

Reference yield: 34.0%

Vanillylamin (1196-92-5) + arachidonoyl chloride (57303-04-5) → arvanil (128007-31-8)

Guidance literature:

In diethyl ether; N,N-dimethyl-formamide; Ambient temperature;

DOI:10.1021/jm00070a002

Reference yield:

all cis 5,8,11,14-eicosatetraenoic acid (506-32-1,236743-58-1) → arvanil (128007-31-8)

Guidance literature:

Multi-step reaction with 2 steps

1: oxalyl chloride / 3 h

2: 34 percent / dimethylformamide; diethyl ether / Ambient temperature

With oxalyl dichloride; In diethyl ether; N,N-dimethyl-formamide;

DOI:10.1021/jm00070a002

upstream raw materials:

Vanillylamin

arachidonoyl chloride

all cis 5,8,11,14-eicosatetraenoic acid

vanillylamine hydrochloride

Refernces

• 1、 Appendino, Giovanni,Minassi, Alberto,Morello, Aniello Schiano,De Petrocellis, Luciano,Di Marzo, Vincenzo. "N-acylvanillamides: Development of an expeditious synthesis and discovery of new acyl templates for powerful activation of the vanilloid receptor". . p. 3739 - 3745. Retrieved 2007/10/03.