92646-29-2

Upstream product

• 120823-14-5 phenyl-acetaldehyde O-benzyl-oxime 
• 122-78-1 phenylacetaldehyde 
• 67-56-1 methanol 
• 13319-71-6 2-bromo-6-methylphenol 
• 2687-43-6 O-benzylhydoxylamine hydrochloride 
• 79722-21-7 tert-butyl N-(benzyloxy)carbamate 
• 100-39-0 benzyl bromide 
• 622-33-3 N-benzyloxyamine 
• 312529-09-2 tert-butyl (benzyloxy) (phenethyl)carbamate 
• 5553-56-0 N-Benzyloxy-N-phenethyl-carbamidsaeure-ethylester 

Downstream Products

• 312529-01-4 N,O-dibenzyl-N-phenethylhydroxylamine 
• 82543-02-0 N-hydroxy-N-phenethylacetamide 
• 10479-24-0 N-(2-phenethyl)benzylmethylamine 

Relevant academic research and scientific papers

Structural Requirements of Histone Deacetylase Inhibitors: SAHA Analogs Modified on the Hydroxamic Acid

Histone deacetylase (HDAC) proteins have emerged as targets for anti-cancer therapeutics, with several inhibitors used in the clinic, including suberoylanilide hydroxamic acid (SAHA, vorinostat). Because SAHA and many other inhibitors target all or most o

Structure Property Relationships of Carboxylic Acid Isosteres

The replacement of a carboxylic acid with a surrogate structure, or (bio)-isostere, is a classical strategy in medicinal chemistry. The general underlying principle is that by maintaining the features of the carboxylic acid critical for biological activity, but appropriately modifying the physicochemical properties, improved analogs may result. In this context, a systematic assessment of the physicochemical properties of carboxylic acid isosteres would be desirable to enable more informed decisions of potential replacements to be used for analog design. Herein we report the structure-property relationships (SPR) of 35 phenylpropionic acid derivatives, in which the carboxylic acid moiety is replaced with a series of known isosteres. The data set generated provides an assessment of the relative impact on the physicochemical properties that these replacements may have compared to the carboxylic acid analog. As such, this study presents a framework for how to rationally apply isosteric replacements of the carboxylic acid functional group.

General combinatorial synthesis of tertiary amines on solid support. A novel conditional release strategy based on traceless linking at nitrogen

A novel solid phase synthesis of tertiary amines involving iodide-induced cleavage of the N-O bond of resin bound alkoxyammonium intermediates is described. The quaternary intermediates were assembled via sequential reductive aminations followed by alkylation. Cleavage from the solid support was induced by iodide ion or base, to afford the target tertiary amines in excellent purity.

Acyclic oxyiminium ions. Mannich reactions and addition of grignard reagents

Acyclic oxyiminium ion generation from secondary hydroxylamines (4a,b and 6a,b) and formaldehyde in the presence of acetic acid is reported. Trapping these electrophiles with 2-methyl furan, pyrrole or indole affords a series of novel O-benzyl tertiary hydroxylamines in good to excellent yield. Benzotriazole mediated synthetic methodology has also been successfully developed to generate oxyiminium ions which react with Grignard reagents, to give novel O-benzyl tertiary hydroxylamines. (C) 2000 Elsevier Science Ltd.

Quinoline hydroxamates and their use as modulators of arachidonic acid metabolic pathways

This invention relates to new chemical compounds possessing valuable pharmaceutical activity, particularly as lipoxygenase inhibitors possessing anti-inflammatory and anti-allergic properties.