4-[[(5Z,8Z,11Z,14Z)-1-OXO-5,8,11,14-EICOSATETRAENYL]AMINO]BUTANOIC ACID

Base Information

• Chemical Name: 4-[[(5Z,8Z,11Z,14Z)-1-OXO-5,8,11,14-EICOSATETRAENYL]AMINO]BUTANOIC ACID
• CAS No.: 128201-89-8
• Molecular Formula: C24H39NO3
• Molecular Weight: 389.57
• Mol file: 128201-89-8.mol

Synonyms:NAGABA;N-ARACHIDONOYL-GAMMA-AMINOBUTYRIC ACID;N-ARACHIDONYLGABA;4-[[(5Z,8Z,11Z,14Z)-1-OXO-5,8,11,14-EICOSATETRAENYL]AMINO]BUTANOIC ACID;4-[(1-OXO-5Z,8Z,11Z,14Z-EICOSATETRAENYL)AMINO]-BUTANOIC ACID;N-ArachidonoylGABA;

Chemical Property of 4-[[(5Z,8Z,11Z,14Z)-1-OXO-5,8,11,14-EICOSATETRAENYL]AMINO]BUTANOIC ACID

Chemical Property:

• Vapor Pressure: 5.32E-15mmHg at 25°C
• Boiling Point: 580.8°C at 760 mmHg
• Flash Point: 305.1°C
• PSA: 66.40000
• Density: 0.974g/cm³
• LogP: 6.50400
• Storage Temp.: Desiccate at -20°C
• Sensitive.: Air Sensitive

Purity/Quality:

98%min ^*data from raw suppliers

N-Arachidonoyl-GABA(NA-GABA) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-[[(5Z,8Z,11Z,14Z)-1-OXO-5,8,11,14-EICOSATETRAENYL]AMINO]BUTANOIC ACID

There total 4 articles about 4-[[(5Z,8Z,11Z,14Z)-1-OXO-5,8,11,14-EICOSATETRAENYL]AMINO]BUTANOIC ACID 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%

arachidonoyl isobutyl carbonate + 4-amino-n-butyric acid (56-12-2) → arachidonamide of γ-amino-n-butyric acid (128201-89-8)

Guidance literature:

With N,O-Bis(trimethylsilyl)trifluoroacetamide; In acetonitrile; at 21 ℃;

DOI:10.1134/S1068162006030046

Reference yield:

all cis 5,8,11,14-eicosatetraenoic acid (506-32-1,236743-58-1) → arachidonamide of γ-amino-n-butyric acid (128201-89-8)

Guidance literature:

Multi-step reaction with 2 steps

1: iso-butylchloroformate; N-methyl morpholine / 0.5 h / -20 °C

2: N-methyl morpholine / H₂O / 2 h

With 4-methyl-morpholine; isobutyl chloroformate; In water; 1: Condensation / 2: Condensation;

Reference yield:

arachidonic acid anhydride (55726-28-8) + 4-amino-n-butyric acid (56-12-2) → arachidonamide of γ-amino-n-butyric acid (128201-89-8)

Guidance literature:

With 4-methyl-morpholine; In water; for 2h;

upstream raw materials:

arachidonic acid anhydride

4-amino-n-butyric acid

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

ethyl γ-aminobutyrate hydrochloride

Refernces

• 1、 Tan, Bo,O'Dell, David K.,Yu, Y. William,Monn, M. Francesca,Hughes, H. Velocity,Burstein, Sumner,Walker, J. Michael. "Identification of endogenous acyl amino acids based on a targeted lipidomics approach". . p. 112 - 119. Retrieved 2010.