61747-12-4Relevant academic research and scientific papers
Coumarin-surfactant modified polyoxometalate catalyzed cross dehydrogenative coupling of benzyl alcohol with the: Para -C-H of unprotected aniline
Xu, Qian,Yu, Gang,Liu, Min,Peng, Chang,Banks, M. Katherine,Xu, Weijian,Wu, Ruoxi,Lu, Yanbing
, p. 5133 - 5136 (2018/10/24)
This paper presents a novel method for synthesizing para-aminobenzophenone and its derivatives (p-ABPs) using a coumarin-surfactant modified polyoxometalate as the catalyst. Preliminary mechanistic studies indicate that the reaction has undergone an oxidative cross dehydrogenative coupling process. This method has the advantages of an easy process, a convenient raw material source, safe and green oxidants, and tolerances of several functional groups.
Synthesis and Structure-Activity Relationship of Aminobenzophenones. A Novel Class of p38 MAP Kinase Inhibitors with High Antiinflammatory Activity
Ottosen, Erik Rytter,S?rensen, Morten Dahl,Bj?rkling, Fredrik,Skak-Nielsen, Tine,Fjording, Marianne Scheel,Aaes, Helle,Binderup, Lise
, p. 5651 - 5662 (2007/10/03)
We wish to report the synthesis and structure-activity relationship (SAR) of a series of 4-aminobenzophenones, as a novel compound class with high antiinflammatory activity. Our initial lead, {4-[(2-aminophenyl)amino]phenyl}(phenyl)methanone (3), was systematically optimized and resulted in compounds that potently inhibited the release of the proinflammatory cytokines IL-1β and TNF-α in human peripheral blood mononuclear cells stimulated by LPS. One of the most potent compounds, among others, was {4-[(2-aminophenyl)amino]-2-chlorophenyl}(2-methylphenyl)methanone (45) with IC50 values of 14 and 6 nM for the inhibition of IL-1β and TNF-α, respectively. Furthermore, we found these types of compounds to be potent and selective p38 MAP kinase inhibitors, e.g. 45 had an IC50 value of 10 nM. Molecular modeling was used to rationalize our SAR data and to propose a model for the interaction of compound 45 with the p38 MAP kinase. The model involved a favorable hydrogen bond between the carbonyl group of the benzophenone and the NH of Met-109, positioning ring A in the hydrophobic pocket I of the enzyme. Good antiinflammatory effects were demonstrated in two murine models of dermatitis after topical application (oxazolone and TPA model).
Aniline derivatives
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, (2008/06/13)
The invention concerns aniline derivatives of formula I STR1 wherein m is 1, 2 or 3, n is 0, 1, 2 or 3, Q is phenyl or naphthyl or a 5- or 6-membered heteroaryl moiety containing 1, 2 or 3 heteroatoms selected from oxygen, nitrogen and sulfur, and X, R1 and R2 are defined in the claims; or pharmaceutical compositions containing them, and the methods of using the compounds as tyrosine kinase inhibitors and for the treatment of proliferative diseases such as cancer.
The Fries Rearrangement as an Equilibrium Reaction
Effenberger, Franz,Gutmann, Rainer
, p. 1089 - 1102 (2007/10/02)
The Fries rearrangement of arylbenzoates 1, in 1,2-dichloroethane in the presence of trifluoromethanesulfonic acid (TFMS) as catalyst, to ortho- and para-hydroxyaryl ketones (2 and 3, resp.) is reversible at 170 deg C; an equilibrium of the compounds 1, 2, and 3 is established.The equilibrium is achieved starting from the aryl esters 1 as well as from the hydroxyaryl ketones 2 and 3, respectively.The higher stability of the ortho-compounds 2 compared to the para-compounds 3 can be explained by greater resonance interaction between the carbonyl group and the aromatic ring in 2.The torsion angles Θ, which are good indicators of this interaction, can be determined from 13C NMR spectra.A dissociative mechanism is proposed for the acryl group migration.
Benzophenone ureas and method for utilizing the same
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, (2008/06/13)
This invention provides for novel benzophenone ureas, a method for preparing the same, and a method for controlling undesirable broadleaf weeds and grasses therewith, wherein said benzophenone is represented by the generic formula: SPC1 Where A and B each represent hydrogen, methyl, halogen, trifluoromethyl, or methoxy; R1 and R2 are taken singly or in combination and represent hydrogen, lower alkyl, alkoxy, alkoxyalkyl, cycloalkyl, cyclohetero, loweralkylamino, lower alkenyl or lower alkynyl, with the proviso that A is either meta or para to the --HN--CO--NR1 R2 substituent.
