87142-72-1Relevant academic research and scientific papers
HFIP Mediates a Direct C?C Coupling between Michael Acceptors and Eschenmoser's salt
Lemmerer, Miran,Riomet, Margaux,Meyrelles, Ricardo,Maryasin, Boris,González, Leticia,Maulide, Nuno
, (2022/02/10)
A direct C?C coupling process that merges Michael acceptors and Eschenmoser's salt is presented. Although reminiscent of the Morita–Baylis–Hillman reaction, this process requires no Lewis base catalyst. The underlying mechanism was unveiled by a combination of kinetic, isotopic labelling experiments as well as computational investigations, which showcased the critical role of HFIP as a superior mediator for proton-transfer events as well as the decisive role of the halide counterion.
Evaluation of acrylophenones and related bis-Mannich bases against murine P388 leukemia
Dimmock, Jonathan R.,Patil, Shirish A.,Leek, Donald M.,Warrington, Robert C.,Fang, Wei D.
, p. 545 - 552 (2007/10/02)
2-Dimethylaminomethyl-1-(4-methoxyphenyl)-prop-2-en-1-one hydrochloride (IIa) was shown to have potent activity against P388 cells in vitro, whereas in vivo examination of this derivative and related acrylophenone hydrochlorides revealed little activity a
Evaluation of some Mannich bases derived from substituted acetophenones against P-388 lymphocytic leukemia and on respiration in isolated rat liver mitochondria
Dimmock,Shyam,Hamon,Logan,Raghavan,Harwood,Smith
, p. 887 - 894 (2007/10/02)
Series of 3-dimethylamino-1-aryl-1-propanone hydrobromides (IV) and 3-dimethylamino-2-dimethylaminomethyl-1-aryl-1-propanone dihydrobromides (V) were synthesized. Evaluation of these derivatives against P-388 lymphocytic leukemia growth revealed that two compounds show promise as antineoplastic agents. Compounds of the V series were unstable in phosphate buffer (in contrast to series IV), and when the same nuclear substituent was present in both series of compounds, V was ~ 100 times more active than IV in both the stimulation and inhibition of respiration of mitochondria isolated from rat liver cells. Representatives from both series showed that respiration in mitochondria was affected by changing the pH of the aqueous buffer from 7.4 to 6.9 or 6.4 and by reducing the temperature from 37° to 20°. The compounds showed reactivity toward a biomimetic thiol.
