1-Methylnicotinamide (trigonellamide) is a prototypic organic
cation.[1] 1-Methylnicotinamide is the methylated amide of
Nicotinamide (niacinamide, vitamin B3).
For a long time, 1-methylnicotinamide was considered a biologically inactive
metabolite of
nicotinamide. However, various studies show antithrombotic,[5] anti-inflammatory,[6] gastroprotective[7] and vasoprotective[7] properties.
1-Methylnicotinamide is an endogenous activator of
prostacyclin synthesis and can therefore regulate thrombolytic[check spelling] and inflammatory processes in the cardiovascular system.[8] It inhibits platelet-dependent
thrombosis through a mechanism involving[9]cyclooxygenase-2 and prostacyclin and increases nitric oxide bioavailability in the
endothelium.[7][4]
Animal experiments with diabetic rats have shown that 1-methylnicotinamide has a positive effect on degenerative changes in the brain and cognitive performance can be thus longer maintained.[10]
Experiments with the nematode Caenorhabditis elegans showed that the addition of 1-methylnicotinamide can extend their lifespan. This may possibly be attributed to increased free radical binding and the resulting reduced oxidative stress.[11]
1-Methylnicotinamide is used in cosmetic products such as hair- and skincare products and as a dietary supplement.[12]
^
abTaguchi, H.; Sakaguchi, M.; Shimabayashi, Y. (1986). 各種食品中のキノリン酸,トリゴネリンおよびN1-メチルニコチンアミドの含量ならびに加熱によるそれらのニコチン酸,ニコチンアミドへの変換 [Contents of quinolinic acid, trigonelline and N1-methylnicotinamide in various foods and thermal conversion of these compounds into nicotinic acid and nicotinamide]. ビタミン ビタミン [Vitamins] (in Japanese). 60 (11): 537–546.
doi:
10.20632/vso.60.11_537.
^Aksoy S, Brandriff BF, Ward A, Little PF, Weinshilboum RM (Mar 1996). "Human nicotinamide N-methyltransferase gene: molecular cloning, structural characterization and chromosomal localization". Genomics. 29 (3): 555–561.
doi:
10.1006/geno.1995.9966.
PMID8575745.
^Bryniarski, K.; Biedron, R.; Jakubowski, A.; Chlopicki, S.; Marcinkiewicz, J. (2008). "Anti-inflammatory effect of 1-methylnicotinamide in contact hypersensitivity to oxazolone in mice; involvement of prostacyclin". European Journal of Pharmacology. 578 (2–3): 332–338.
doi:
10.1016/j.ejphar.2007.09.011.
PMID17935712.