15785-54-3

Upstream product

• 121-34-6 3-methoxy-4-hydroxybenzoic acid 
• 832677-12-0 4-acetoxy-3-methoxy-5-nitro-benzonitrile 
• 42590-00-1 4-hydroxy-3-methoxy-5-nitrobenzoic acid methyl ester 
• 56-23-5 tetrachloromethane 
• 7732-18-5 water 
• 121-33-5 vanillin 
• 7782-77-6 cis-nitrous acid 
• 7697-37-2 nitric acid 
• 56521-01-8 4-allyl-2-methoxy-6-nitrophenol 
• 3943-74-6 4-hydroxy-3-methoxybenzoic acid methyl ester 
• 64-19-7 acetic acid 
• 91004-48-7 4,5-Dimethoxy-3-nitrobenzoic acid 
• 62-53-3 aniline 
• 6635-20-7 isonitrovanillin 

Downstream Products

• 42590-00-1 4-hydroxy-3-methoxy-5-nitrobenzoic acid methyl ester 
• 84211-28-9 3-amino-4-hydroxy-5-methoxy-benzoic acid 
• 4097-63-6 2-methoxy-4,6-dinitrophenol 
• 84211-30-3 3,4-dihydroxy-5-nitrobenzoic acid 
• 1402714-41-3 5-[3-(2,5-dichloro-4,6-dimethyl-1-oxy-pyridin-3-yl)-[1,2,4]oxadiazol-5-yl]-2-hydroxy-3-methoxy-1-nitrobenzene 
• 923287-50-7 2,5-dichloro-3-(5-(3,4-dihydroxy-5-nitrophenyl)-1,2,4-oxadiazol-3-yl)-4,6-dimethylpyridine 1-oxide 
• 1391712-50-7 5-[3-(2,5-dichloro-4,6-dimethyl-pyridin-3-yl)-[1,2,4]oxadiazol-5-yl]-2-hydroxy-3-methoxy-1-nitrobenzene 
• 15785-53-2 3-amino-4-hydroxy-5-methoxybenzoic acid hydrochloride 
• 3934-84-7 3,4-dihydroxy-5-methoxybenzoic acid 

Relevant academic research and scientific papers

Synthesis and characterization of biobased polyesters derived from vanillin-based schiff base and cinnamic acid derivatives

Renewable resources-based homo- and copolyesters were prepared from novel vanillin-based Schiff base and biobased cinnamic acid derivatives by transesterification. Chemical structures of the Schiff base and resulting polyesters were confirmed by FT-IR, 1HNMR, and 13CNMR. Glass-transition temperatures of polymers were determined by DSC and showed over 100 °C. Photoluminescence properties were investigated for the Schiff base and polyesters. For polymers, broader emission spectra were observed compared with monomers, which probably originated from intramolecular charge transfer in each monomeric unit.

CHEMICAL COMPOUND USEFUL AS INTERMEDIATE FOR PREPARING A CATECHOL-O-METHYLTRANSFERASE INHIBITOR

There is disclosed a methylated intermediate which may be demethylated to provide an inhibitor of catechol-O-methyltransferase useful in the treatment of Parkinson's disease. Also disclosed are methods of making and using said intermediate.

Discovery of a long-acting, peripherally selective inhibitor of catechol- O -methyltransferase

Novel nitrocatechol-substituted heterocycles were designed and evaluated for their ability to inhibit catechol-O-methyltransferase (COMT). Replacement of the pyrazole core of the initial hit 4 with a 1,2,4-oxadiazole ring resulted in a series of compounds endowed with longer duration of COMT inhibition. Incorporation of a pyridine N-oxide residue at position 3 of the 1,2,4-oxadiazole ring led to analogue 37f, which was found to possess activity comparable to entacapone and lower toxicity in comparison to tolcapone. Lead structure 37f was systematically modified in order to improve selectivity and duration of COMT inhibition as well as to minimize toxicity. Oxadiazole 37d (2,5-dichloro-3-(5-(3,4-dihydroxy-5-nitrophenyl)-1,2,4-oxadiazol-3-yl)-4, 6-dimethylpyridine 1-oxide (BIA 9-1067)) was identified as a long-acting, purely peripheral inhibitor, which is currently under clinical evaluation as an adjunct to l-Dopa therapy of Parkinson's disease.

Oxadiazole derivatives as COMT inhibitors

This invention relates to novel substituted [1,2,4]-oxadiazoles, their use in the treatment of some central and peripheral nervous system disorders, methods for their preparation and pharmaceutical compositions containing them.

KINETICS AND MECHANISM OF SUBSTITUTIVE NITRATION OF GUAIACOL DERIVATIVES WITH DILUTE NITRIC ACID

The kinetics of the nitration reactions of a series of compounds which model the guaiacylpropane unit of lignin (vanillin, vanillic acid, and vanillic alcohol) to dinitroguaiacol by dilute nitric acid and aqueous sulfuric-nitric acid mixtures were investigated.It was shown that the substitution of the functional groups at the para position to the hydroxyl by a nitro group does not include an intermediate nitrosation stage but takes place by a free-radical mechanism, involving the formation and dissociation of nitroquinolide compounds.