6994-63-4

Usage

Uses

Used in Chemical Synthesis:
3-Nitro-2,6-xylenol is used as a reactant and building block for the preparation of various chemical compounds. Its presence of nitro and hydroxyl functional groups allows for a wide range of chemical reactions, making it a valuable component in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Luminescent Compounds:
3-Nitro-2,6-xylenol is used as a key intermediate in the preparation of luminescent 10-carboxymethylacridinium derivatives. These derivatives exhibit unique optical properties and have potential applications in the development of fluorescent sensors, imaging agents, and other optoelectronic devices.

InChI:InChI=1/C8H9NO3/c1-5-3-4-7(9(11)12)6(2)8(5)10/h3-4,10H,1-2H3

Upstream product

• 67083-28-7 2,6-dimethyl-3-nitroaniline 
• 87-62-7 2,6-dimethylaniline 
• 576-26-1 2.6-dimethylphenol 
• 58818-97-6 2,6-dimethyl-3-nitrophenyl acetate 
• 876-98-2 2,6-dimethylphenyl acetate 

Downstream Products

• 58818-97-6 2,6-dimethyl-3-nitrophenyl acetate 
• 6994-64-5 3-amino-2,6-dimethyl-phenol 
• 185554-44-3 Acridine-9-carboxylic acid 2,6-dimethyl-3-nitro-phenyl ester 
• 50536-74-8 2,6-dimethyl-3-nitroanisole 
• 295325-87-0 4-methoxy-5-methylindoline 
• 295325-86-9 4-methoxy-5-methylindole 

Relevant academic research and scientific papers

Cell-Based Optimization of Covalent Reversible Ketoamide Inhibitors Bridging the Unprimed to the Primed Site of the Proteasome β5 Subunit

The ubiquitin-proteasome system (UPS) is an established therapeutic target for approved drugs to treat selected hematologic malignancies. While drug discovery targeting the UPS focuses on irreversibly binding epoxyketones and slowly-reversibly binding boronates, optimization of novel covalent-reversibly binding warheads remains largely unattended. We previously reported α-ketoamides to be a promising reversible lead motif, yet the cytotoxic activity required further optimization. This work focuses on the lead optimization of phenoxy-substituted α-ketoamides combining the structure-activity relationships from the primed and the non-primed site of the proteasome β5 subunit. Our optimization strategy is accompanied by molecular modeling, suggesting occupation of P1′ by a 3-phenoxy group to increase β5 inhibition and cytotoxic activity in leukemia cell lines. Key compounds were further profiled for time-dependent inhibition of cellular substrate conversion. Furthermore, the α-ketoamide lead structure 27 does not affect escape response behavior in Danio rerio embryos, in contrast to bortezomib, which suggests increased target specificity.

BROMODOMAIN INHIBITORS

The present invention provides for compounds of formula (I) wherein R1, R2, R3, R4, R6, X1, and X2 have any of the values defined in the specification, and pharmaceutically acceptable salts thereof, that are useful as agents in the treatment of diseases and conditions, including inflammatory diseases, cancer, and AIDS. Also provided are pharmaceutical compositions comprising compounds of formula (I).

HEPATITIS C INHIBITOR COMPOUNDS

Compounds of formula (I): wherein B, X, R3, L0, L1, L2, R2, R1 and RC are defined herein. The compounds are useful as inhibitors of HCV NS3 protease for the treatment of hepatitis C viral infection.

Effects of aromatic substituents on the photocleavage of 1-acyl-7-nitroindolines

Photolysis of 1-acyl-7-nitroindolines in aqueous solution gives a carboxylic acid and a 7-nitrosoindole. These compounds are useful as photolabile precursors of carboxylic acids, particularly neuroactive amino acids. The effect of electron-donating substituents at the 4-position has been explored for its effect on photolysis efficiency. 4-Methoxy substitution improved the photolysis efficiency >2-fold but the 4-dimethylamino analogue was essentially inert. A 5-alkyl substituent, that blocks unwanted nitration at this position, reduced the beneficial effect of the 4-methoxy group. (C) 2000 Elsevier Science Ltd.