83606-41-1Relevant academic research and scientific papers
(R)-N-(1-Methyl-2-hydroxyethyl)-13-(S)-methyl-arachidonamide (AMG315): A Novel Chiral Potent Endocannabinoid Ligand with Stability to Metabolizing Enzymes
Liu, Yingpeng,Ji, Lipin,Eno, Marsha,Kudalkar, Shalley,Li, Ai-Ling,Schimpgen, Marion,Benchama, Othman,Morales, Paula,Xu, Shu,Hurst, Dow,Wu, Simiao,Mohammad, Khadijah A.,Wood, Jodianne T.,Zvonok, Nikolai,Papahatjis, Demetris P.,Zhou, Han,Honrao, Chandrashekhar,MacKie, Ken,Reggio, Patricia,Hohmann, Andrea G.,Marnett, Lawrence J.,Makriyannis, Alexandros,Nikas, Spyros P.
supporting information, p. 8639 - 8657 (2018/10/02)
The synthesis of potent metabolically stable endocannabinoids is challenging. Here we report a chiral arachidonoyl ethanolamide (AEA) analogue, namely, (13S,1′R)-dimethylanandamide (AMG315, 3a), a high affinity ligand for the CB1 receptor (Ki o
Synthesis of site-specifically deuterated arachidonic acid derivatives containing a remote tritium radiolabel
McGinley, Chris M.,Van Der Donk, Wilfred A.
, p. 545 - 558 (2007/10/03)
The synthesis of arachidonic acid derivatives containing site-specifically incorporated deuterium atoms and also a remote tritium label are described. Deuterium incorporation at the C11 and/or C15 position was achieved using Wittig chemistry, while the ra
A convenient strategy for the synthesis of β,γ-unsaturated aldehydes and acids. A construction of skipped dienes
Saha, Goutam,Basu, Manas K.,Kim, Seongjin,Jung, Young-Ju,Adiyaman, Yurdanur,Adiyaman, Mustafa,Powell, William S.,FitzGerald, Garret A.,Rokach, Joshua
, p. 7179 - 7183 (2007/10/03)
A novel strategy is described for the synthesis of β,γ-unsaturated aldehydes which are the useful-synthons for the synthesis of arachidonic acid and other eicosanoid products. These β,γ-unsaturated aldehydes have been used in the total synthesis of arachidonic acid.
Total Synthesis of a Potent Proinflammatory 5-Oxo-ETE and Its 6,7-Dihydro Biotransformation Product
Khanapure, Subhash P.,Shi, Xiao-Xin,Powell, William S.,Rokach, Joshua
, p. 337 - 342 (2007/10/03)
The first total synthesis of a potent inflammatory mediator 5-oxo-6(E),8(Z),11(Z),14(Z)-eicosatetraenoic acid (5-oxo-ETE) 2 and its biotransformation product 6,7-dihydro-5-oxo-ETE 5 is reported. A convergent synthesis for the unstable title compounds is a
