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N,N-Dimethylglycine is used as an athletic performance enhancer and immunostimulant. It is also used in the treatment of autism, epilepsy and mitochondrial disease. It is also employed as a biomarker of protein degradation in chronic obstructive lung disease (COPD) patients. Further, it is used as a substrate to identify, differentiate and characterize amino acid methyltransferase. It plays an important role for the development of glycine-based ionic liquids and emulsifiers.
Additive which promotes the Heck coupling reaction of unactivated aryl chlorides with alkenes, catalyzed by Pd(II) in the presence of Tetraphenylphosphonium chloride, A10575: Angew. Chem. Int. Ed., 37, 481 (1998). The combination with Bis(benzonitrile)dichloropalladum constitutes a highly active phosphine-free catalyst system for Heck reactions of aryl bromides: Tetrahedron Lett., 39, 8449 (1998); see also: Tetrahedron Lett., 39, 8449 (1998). Promotes the copper(I)-catalyzed Ullmann-type coupling of aryl bromides and iodides with amines: Org. Lett., 5, 2453 (2003), and phenols: Org. Lett., 5, 3799 (2003), to give substituted anilines and diaryl ethers, respectively. Aryl iodides can also be coupled with aliphatic alcohols to give aryl alkyl ethers: Synlett, 243 (2007). In combinatiion with CuI, vinyl halides with phenols give aryl vinyl ethers: Synlett, 1767 (2005).
McEntyre, C. J.; Lever, M.; Chambers, S. T.; George, P. M.; Slow, S.; Elmslie, J. L.; Florkowski, C. M.; Lunt, H.; Krebs, J. D. Variation of betaine, N,N-dimethylglycine, choline, glycerophosphorylcholine, taurine and trimethylamine-N-oxide in the plasma and urine of overweight people with type 2 diabetes over a two-year period. Ann. Clin. Biochem. 2015, 52 (3), 352-360.
Kapustin, E. A.; Minkov, V. S.; Stare, J.; Boldyreva, E. V. One Hydrogen Bond-Two Ways To Build a Structure. The Role of N-H···O Hydrogen Bonds in Crystal Structures of N,N-Dimethylglycine. Cryst. Growth Des. 2014, 14 (4), 1851-1864.
Gefahrenhinweise (EU): H302
Harmful if swallowed.
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