126494-77-7

Upstream product

• 98-09-9 benzenesulfonyl chloride 
• 87-59-2 2,3-Dimethylaniline 
• 476170-47-5 2-methoxycarbonyl-3-methyl-6,N-bis(trisopropylsilyl)aniline 
• 476170-48-6 2,3-dimethyl-6-(trisopropylsilyl)aniline 
• 110036-12-9 2-methoxycarbonyl-3-methyl-6-(trisopropylsilyl)aniline 
• 18595-13-6 2-amino-6-methylbenzoic acid methyl ester 

Downstream Products

• 526-86-3 2,3-dimethyl-1,4-benzoquinone 
• 476170-49-7 N-(4,4-dimethoxy-2,3-dimethylcyclohexa-2,5-dien-1-yl)benzenesulfonamide 
• 141988-93-4 4,4-dimethoxy-2,3-dimethyl-p-benzoquinone monoketal 

Relevant academic research and scientific papers

Deconstructing Noncovalent Kelch-like ECH-Associated Protein 1 (Keap1) Inhibitors into Fragments to Reconstruct New Potent Compounds

Targeting the protein-protein interaction (PPI) between nuclear factor erythroid 2-related factor 2 (Nrf2) and Kelch-like ECH-associated protein 1 (Keap1) is a potential therapeutic strategy to control diseases involving oxidative stress. Here, six classes of known small-molecule Keap1-Nrf2 PPI inhibitors were dissected into 77 fragments in a fragment-based deconstruction reconstruction (FBDR) study and tested in four orthogonal assays. This gave 17 fragment hits of which six were shown by X-ray crystallography to bind in the Keap1 Kelch binding pocket. Two hits were merged into compound 8 with a 220-380-fold stronger affinity (Ki = 16 μM) relative to the parent fragments. Systematic optimization resulted in several novel analogues with Ki values of 0.04-0.5 μM, binding modes determined by X-ray crystallography, and enhanced microsomal stability. This demonstrates how FBDR can be used to find new fragment hits, elucidate important ligand-protein interactions, and identify new potent inhibitors of the Keap1-Nrf2 PPI.

Synthesis and spectroscopic characterization of 1-13C- and 4-13C-plastoquinone-9

This paper presents the synthesis of 1-13C- and 4-13C-plastoquinone-9 and their characterization with NMR spectroscopy and mass spectrometry. The synthetic scheme has been further adapted to introduce 13C-labeled plastoquinones on all individual and on each combination of positions in the quinone ring. Also a two-step scheme is disclosed to prepare unlabeled plastoquinone-9. Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002.