59770-98-8Relevant articles and documents
Synthesis of α-methylstilbenes using an aqueous Wittig methodology and application toward the development of potent human aromatase inhibitors
Nielsen, Alexander J.,Raez-Villanueva, Sergio,Crankshaw, Denis J.,Holloway, Alison C.,McNulty, James
supporting information, p. 1395 - 1398 (2019/04/03)
The development of aqueous Wittig methodology for the synthesis of α-methylstilbenes using tripropylphosphine-derived phosphonium salts is described. The Wittig olefination reaction was high yielding and allowed isolation of stilbenes by simple filtration and washing with water. The novel phosphonium salts employed were accessed via a highly efficient, regioselective addition of hydrogen bromide to styrenes. Application of the α-methylstilbenes toward the synthesis of a collection of stilbenoid-triazoles is reported and their inhibition of CYP450 19A1 (aromatase) investigated. The overall structure-activity profile provided additional evidence on the aryl halide-ketone bioisostere hypothesis and identified 6c as a potent inhibitor of aromatase in vitro (Ki = 8 nM).
MODULATORS OF METHYL MODIFYING ENZYMES, COMPOSITIONS AND USES THEREOF
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Paragraph 00330; 00331, (2013/08/28)
Agents for modulating methyl modifying enzymes, compositions and uses thereof are provided herein.
Studies in Nucleophilic Substitutions: Part I - Reactions between Phenylmethylcarbinols and Hydrobromic Acid and Structure-Reactivity Analysis
Ramakrishnan, S.,Venkatasubramanian, N.
, p. 60 - 62 (2007/10/02)
The kinetics of the reactions of phenylmethylcarbinol (PMC) and substituted PMCs with hydrobromic acid have been studied in 100percent acetic acid.The reaction rate follows total second order, first order each in and .The effect of substituents in the phenyl ring on the rate of substitution has been studied.The analysis of the rate data in terms of the Hammett equation gives a concave-down type of curve, though the Exner plot is linear.A stepwise mechanism involving the equilibrium formation of the conjugate acid of the alcohol followed by an attack by Br(-) accounts for the observed structure-reactivity pattern.