N-[(Furan-3-yl)methyl]icosa-5,8,11,14-tetraenamide

Base Information

• Chemical Name: N-[(Furan-3-yl)methyl]icosa-5,8,11,14-tetraenamide
• CAS No.: 390824-20-1
• Molecular Formula: C₂₅H₃₇NO₂
• Molecular Weight: 383.574
• Hs Code.: 2932190090
• DSSTox Substance ID: DTXSID40693975
• Mol file: 390824-20-1.mol

Synonyms:N-(3-furylmethyl)eicosa-5,8,11,14-tetraenamide;N-(3-furylmethyl)ETEA;UCM707

Chemical Property of N-[(Furan-3-yl)methyl]icosa-5,8,11,14-tetraenamide

Chemical Property:

• Boiling Point: 538.9±50.0 °C(Predicted)
• PKA: 15.74±0.46(Predicted)
• PSA: 42.24000
• Density: 0.961±0.06 g/cm3(Predicted)
• LogP: 7.43240
• Storage Temp.: Desiccate at -20°C
• XLogP3: 6.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 16
• Exact Mass: 383.282429423
• Heavy Atom Count: 28
• Complexity: 491

Purity/Quality:

98%Min ^*data from raw suppliers

UCM 707 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCCCCC=CCC=CCC=CCC=CCCCC(=O)NCC1=COC=C1
• Uses: UCM 707 is a selective inhibitor of anandamide uptake.

Technology Process of N-[(Furan-3-yl)methyl]icosa-5,8,11,14-tetraenamide

There total 5 articles about N-[(Furan-3-yl)methyl]icosa-5,8,11,14-tetraenamide 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: 65.0%

all cis 5,8,11,14-eicosatetraenoic acid (506-32-1,236743-58-1) + 3-furylmethylamine (4543-47-9) → UCM 707 (390824-20-1)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at -20 - 20 ℃;

DOI:10.1021/jm0210818 DOI:10.1016/S0223-5234(03)00045-X

Reference yield: 45.0%

arachidonoyl chloride (57303-04-5) + 3-furylmethylamine (4543-47-9) → UCM 707 (390824-20-1)

Guidance literature:

In dichloromethane; at 20 ℃;

DOI:10.1021/jm0210818 DOI:10.1016/S0223-5234(03)00045-X

Reference yield:

furan-3-carboxaldehyde (498-60-2) → UCM 707 (390824-20-1)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂; NH₄OH / Raney Ni

2: 45 percent / CH₂Cl₂ / 20 °C

With ammonium hydroxide; hydrogen; nickel; In dichloromethane;

DOI:10.1021/jm0210818

upstream raw materials:

arachidonoyl chloride

3-furylmethylamine

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

furan-3-carboxaldehyde

Refernces

• 1、 Lopez-Rodriguez, Maria L.,Viso, Alma,Ortega-Gutierrez, Silvia,Fowler, Christopher J.,Tiger, Gunnar,De Lago, Eva,Fernandez-Ruiz, Javier,Ramos, Jose A.. "Design, synthesis and biological evaluation of new endocannabinoid transporter inhibitors". . p. 403 - 412. Retrieved 2007/10/03.