59648-31-6Relevant articles and documents
Synthetic method 2 - chloro -1 - (2, 2 -dimethyl - 4H - benzo [1, 3] dioxin -6 -yl) ethanone
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Paragraph 0033; 0048-0052, (2021/11/21)
The synthesis method of 2 -chloro -1 - (2, 2 -dimethyl - 4H - benzo [1, 3] dioxin -6 -yl) ethanone comprises the following steps: (1) methylating 4 -hydroxybenzoic acid methyl ester to obtain methyl 4 -hydroxy -3 - (hydroxymethyl) methyl benzoate. (2) The
Substituents on quinone methides strongly modulate formation and stability of their nucleophilic adducts
Weinert, Emily E.,Dondi, Ruggero,Colloredo-Melz, Stefano,Frankenfield, Kristen N.,Mitchell, Charles H.,Freccero, Mauro,Rokita, Steven E.
, p. 11940 - 11947 (2007/10/03)
Electronic perturbation of quinone methides (QM) greatly influences their stability and in turn alters the kinetics and product profile of QM reaction with deoxynucleosides. Consistent with the electron-deficient nature of this reactive intermediate, electron-donating substituents are stabilizing and electron-withdrawing substituents are destabilizing. For example, a dC N3-QM adduct is made stable over the course of observation (7 days) by the presence of an electron-withdrawing ester group that inhibits QM regeneration. Conversely, a related adduct with an electron-donating methyl group is very labile and regenerates its QM with a half-life of approximately 5 h. The generality of these effects is demonstrated with a series of alternative quinone methide precursors (QMP) containing a variety of substituents attached at different positions with respect to the exocyclic methylene. The rates of nucleophilic addition to substituted QMs measured by laser flash photolysis similarly span 5 orders of magnitude with electron-rich species reacting most slowly and electron-deficient species reacting most quickly. The reversibility of QM reaction can now be predictably adjusted for any desired application.
Synthesis and biological activities of new heterocyclic aromatic retinoids
Diaz,Michel,Stella,Charpentier
, p. 2289 - 2294 (2007/10/03)
A series of 3-aryl-2H-1-benzopyrancarboxylic acid derivatives was synthesized and evaluated as Retinoic Acid Receptor (RAR) agonists. By modifications of the 3-aryl group, we have obtained new retinoids exhibiting potent cellular differentiating activities and high affinities for RARs. Moreover, hydrogenation of the 2H-1-benzopyran ring led to the 3-(5,6,7,8-tetrahydro-5,5,8,8,-tetramethyl -naphthalen-2-yl)-3,4-dihydro-2H-1-benzopyran-7-yl carboxylic acid, characterized by a RARβ binding profile.