Methylpyridinium is a chemical compound which is the quaternary ammonium compound derived from the N-methylation of pyridine. It is found in some coffee products. It is not present in unroasted coffee beans, but is formed during roasting from its precursor chemical, trigonelline. It is under investigation by scientists regarding its potential anti-carcinogenic properties, particularly an effect on colon cancer.
3D model (JSmol)
|Molar mass||94.134 g/mol|
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
The chloride of N-methylpyridinium behaves as an ionic liquid in the molten state. Its properties with different mixtures of zinc chloride have been characterised by several authors in the temperature range 150 – 200 °C (423 – 473 K)., , ,
- "Highly Active Compound Found In Coffee May Prevent Colon Cancer". ScienceDaily. Oct 15, 2003. Retrieved 2012. Check date values in:
- Boettler, U; Volz, N; Pahlke, G; Teller, N; Kotyczka, C; Somoza, V; Stiebitz, H; Bytof, G; et al. (2011). "Coffees rich in chlorogenic acid or N-methylpyridinium induce chemopreventive phase II-enzymes via the Nrf2/ARE pathway in vitro and in vivo". Molecular Nutrition & Food Research. 55 (5): 798–802. doi:10.1002/mnfr.201100115. PMID 21448860.
- Simonis, L.; Coppe, C.; Glibert, J.; Claes, P. (1986). "Properties of mixtures of zinc chloride and N-methylpyridinium chloride in the molten state – I. Phase diagram and heats of mixing". Thermochimica Acta. 99: 223–232. doi:10.1016/0040-6031(86)85285-6.
- Claes, P.; Simonis, L.; Glibert, J. (1986). "Properties of mixtures of zinc chloride and N-methylpyridinium chloride in the molten state – II. Specific mass, electrical conductivity and viscosity". Electrochimica Acta. 31 (12): 1525–1530. doi:10.1016/0013-4686(86)87071-2.
- Claes, P. F.; Coppe, C. R.; Simonis, L. A.; Glibert, J. E. (1987). "Properties of mixtures of zinc chloride and N-methylpyridinium chloride in the molten state – III. Solubility of hydrogen chloride under atmospheric pressure and comparison with zinc chloride - N-ethylpyridinium bromide mixtures". Journal of Chemical and Engineering Data. 32 (1): 70–72. doi:10.1021/je00047a020.
- Marković, R.; Minić, D. M. (1997). "Conductometric and thermal studies of fused Zn (II) salts containing methyl substituted pyridinium cations". Materials Chemistry and Physics. 50 (1): 20–24. doi:10.1016/S0254-0584(97)80178-2.