75032-30-3Relevant academic research and scientific papers
DERIVATIVES OF 4- (IMIDAZOL-5-YL)-2-(4-SULFOANILINO) PYRIMIDINE WITH CDK INHIBITORY ACTIVITY
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Page/Page column 72, (2008/06/13)
Compounds of the formula (I): wherein R1, R2, R3, R4, R5 and p are as defined within and a pharmaceutically acceptable salts and in vivo hydrolysable esters are described. Also described are processes for their preparation and their use as medicaments, particularly medicaments for producing a cell cycle inhibitory (anti-cell-proliferation) effect in a warm-blooded animal, such as man.
Neighboring-Group Participation by Hydroxyl Oxygen in Nucleophilic Aromatic Substitution. Smiles Rearrangements of (ω-Hydroxyalkyl)methyl(p-nitrophenyl)sulfonium Perchlorates in Aqueous Alkali
Irie, Tadashi,Tanida, Hiroshi
, p. 4961 - 4965 (2007/10/02)
(2-Hydroxyethyl)- (1), (3-hydroxy-n-propyl)- (2), and (4-hydroxy-n-butyl)methyl(p-nitrophenyl)sulfonium perchlorates (3) were prepared.Products by Smiles rearrangements (intramolecular SNAr reactions) were obtained from 1 as β-(methylthio)ethyl p-nitrophenyl ether (9) in 37-42percent yield and from 2 as γ-(methylthio)propyl p-nitrophenyl ether (8) in quantitative yields, and none were obtained from 3.The rearrangement rates and yields were compared with an intermolecular SN2 reaction of dimethyl(p-nitrophenyl)sulfonium perchlorate (4) (displacement of the sulfonium group by a n-propoxy group) to estimate participation by the ω-hydroxyl oxygen.The rate ratios between the rearrangements (first order) and the SN2 n-propoxy attack (second order), effective molarities, were obtained as 6.02 * 103 M for 1 vs. 4 and 4.64 * 103 M for 2 vs. 4.
