67177-07-5Relevant academic research and scientific papers
A Convenient Protocol for the Synthesis of Fatty Acid Amides
Johansson, Silje J. R.,Johannessen, Tonje,Ellefsen, Christiane F.,Ristun, Mali S.,Antonsen, Simen,Hansen, Trond V.,Stenstrom, Yngve,Nolsoe, Jens M. J.
supporting information, p. 213 - 217 (2019/01/14)
Several classes of biologically occurring fatty acid amides have been reported from mammalian and plant sources. Many amides conjugated with fatty acids of mammalian origin exhibit specific activation of individual receptors. Their potential as pharmacological tools or as lead compounds towards the development of novel therapeutics is of great interest. Hence, access to such amides by a practical, high-yielding and scalable protocol without affecting the geometry or position of sensitive functionalities is needed. A protocol that meets all these requirements involves activation of the corresponding acid with carbonyl diimidazole (CDI) followed by reaction with the desired amine or its hydrochloride. More than fifty compounds have been prepared in generally high yields.
N-palmitoylethanolamide derivatives: Synthesis and studies on anticonvulsant and antidepressant activities
Guan, Li-Ping,Sui, Xin,Deng, Xian-Qing,Zhao, Dong-Hai,Qu, You-Le,Quan, Zhe-Shan
experimental part, p. 601 - 606 (2012/04/10)
A series novel of N-palmitoylethanolamide derivatives was synthesized and screened for their anticonvulsant and antidepressant activities. Anticonvulsant activities and neurotoxicities of compounds when injected intraperitoneally (i.p.) were determined by maximal electroshock seizure (MES) test and a rotarod test, respectively, in mice. Only four of the synthesized compounds (3a, 3b, 3c, and 3d) showed anticonvulsant activity at a dose of 100 mg/kg. Six compounds showed reduced immobility durations during the forced swimming test at a dose of 10 mg/kg, indicative of antidepressant activity. Among the compounds, N-(3-hydroxypropyl)cinnamamide (3a) was the most promising compound and significantly reduced the duration of immobility duration by 23.36% at a dose of 10 mg/kg compared with the control (P0.01). Springer Science+Business Media, LLC 2010.
Synthesis of Phosphocholine and Quaternary Amine Ether Lipids and Evaluation of in Vitro Antineoplastic Activity
Morris-Natschke, Susan L.,Gumus, Fatma,Marasco, Canio J.,Meyer, Karen L.,Marx, Michael,et al.
, p. 2018 - 2025 (2007/10/02)
The in vitro antineoplastic activity of many phosphorus-containing (e.g., phosphocholines) and non-phosphorus-containing (e.g., quaternary ammonium salts) ether lipids has been evaluated in the HL-60 promyelocytic cell line.These compounds are analogues of ET-18-OMe (1-O-octadecyl-2-O-methyl-rac-glycero-3-phosphocholine).Structural modification of 1-(alkylamido)-, -(alkylthio)-, and -(alkyloxy)propyl backbones has provided further insight into the structure-activity relationships of these lipids.In this study, a long saturated C-1 chain and a three-carbon backbone with a single short C-2 substituent were preferred.At the positively charged nitrogen of phosphocholines, fewer than three substituents caused a significant loss of activity, and substituents larger than methyl decreased activity slightly.In the nonphosphorus compounds, many nitrogen heterocycles and also a sulfonium moiety were incorporated without changing the degree of activity; however, a thiazolium group decreased activity.The most active compound, 29 -3-(hydroxymethyl)pyridinium bromide>, was approximately twice as active as the reference standard, ET-18-OMe, in a trypan blue dye exclusion assay.
Phenolic esteramide antioxidants
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, (2008/06/13)
Novel phenolically substituted esterbisamides as antioxidants useful for the protection of organic materials such as synthetic and natural rubbers, plastics and petroleum products against oxidative degradation.
