32212-33-2Relevant articles and documents
Observation of a Tetrahedral Intermediate and Its Anion in a Hydrolysis Reactions. Ring Opening of a Quinazolinium Ion
Tee, Oswald S.,Trani, Michael,McClelland, Robert A.,Seaman, N. Esther
, p. 7219 - 7224 (1982)
The behavior of the 3,4-dihydro-1,3-dimethyl-4-oxoquinazolinium ion (Q+) in basic aqueous solution (pH 7-14) has been studied.Kinetic studies afforded information about four distinct processes: (a) the relatively fast equilibration of Q+/
Experimental and theoretical investigations into the stability of cyclic aminals
Sawatzky, Edgar,Drakopoulos, Antonios,R?lz, Martin,Sotriffer, Christoph,Engels, Bernd,Decker, Michael
supporting information, p. 2280 - 2292 (2016/11/17)
Background: Cyclic aminals are core features of natural products, drug molecules and important synthetic intermediates. Despite their relevance, systematic investigations into their stability towards hydrolysis depending on the pH value are lacking. Results: A set of cyclic aminals was synthesized and their stability quantified by kinetic measurements. Steric and electronic effects were investigated by choosing appropriate groups. Both molecular mechanics (MM) and density functional theory (DFT) based studies were applied to support and explain the results obtained. Rapid decomposition is observed in acidic aqueous media for all cyclic aminals which occurs as a reversible reaction. Electronic effects do not seem relevant with regard to stability, but the magnitude of the conformational energy of the ring system and pKa values of the N-3 nitrogen atom. Conclusion: Cyclic aminals are stable compounds when not exposed to acidic media and their stability is mainly dependent on the conformational energy of the ring system. Therefore, for the preparation and work-up of these valuable synthetic intermediates and natural products, appropriate conditions have to be chosen and for application as drug molecules their sensitivity towards hydrolysis has to be taken into account.
COMPOUNDS THAT MODULATE EGFR ACTIVITY AND METHODS FOR TREATING OR PREVENTING CONDITIONS THEREWITH
-
Page/Page column 86-87, (2011/11/30)
Provided are compounds and methods for treating or preventing kinase-mediated disorders therewith.