125629-36-9

Upstream product

• 498-02-2 1-(3-methoxy-4-hydroxyphenyl)ethanone 
• 20716-41-0 1-(4-hydroxy-3-methoxy-5-nitrophenyl)ethan-1-one 
• 69638-06-8 α-bromo-3-methoxy-4-hydroxyacetophenone 

Downstream Products

• 125629-37-0 ethyl (4-hydroxy-3-methoxy-5-nitrobenzoyl)carboxylate 
• 134610-77-8 2-methoxy-6-nitro-4-(quinoxalin-2-yl)phenol 
• 134610-71-2 4-(2-anilino-4-thiazolyl)-2-methoxy-6-nitrophenol 
• 134610-44-9 n-butyl 4-hydroxy-3-methoxy-5-nitrophenylglyoxylate 
• 134610-45-0 hexyl 4-hydroxy-3-methoxy-5-nitrophenylglyoxylate 
• 134610-76-7 2-(4-hydroxy-3-methoxy-5-nitrobenzoyl)-3-methylindole 
• 1561902-66-6 C₃₃H₄₄N₄O₈ 
• 1561903-63-6 C₃₃H₄₄N₄O₈*ClH 
• 1561902-67-7 C₃₃H₄₈N₄O₄ 
• 1561902-70-2 C₃₂H₄₂N₄O₈ 
• 1561902-73-5 5,5'-(1-(3-(azacyclotridecan-1-yl)propyl)-1H-pyrrole-3,4-diyl)bis(3-nitrobenzene-1,2-diol) 
• 1561903-67-0 C₃₂H₄₂N₄O₈*ClH 
• 1561902-79-1 C₃₁H₄₀N₄O₈*ClH 
• 134610-46-1 4-hydroxy-3-methoxy-5-nitrophenylglyoxylic acid 

Relevant academic research and scientific papers

N-SUBSTITUTED 3,4-BIS (CATECHOL) PYRROLE COMPOUNDS, AND THE PREPARATION AND USE THEREOF IN THE TREATMENT OF CANCER

The present invention relates to a compound of formula (I) in which: —m is an integer from 0 to 3, preferably from 0 to 2; n is an integer from 0 to 3, preferably from 0 to 2; m+n≧1; EAG is an electro-attractive group chosen independently from among a halogen atom, an NO2, CF3, CCI3, CN, CO2H, (C═O)NR2, CH═NR, (C═S)OR, (C═O)SR, CS2R, SO2R, SO2NR2, SO3R, P(O)(OR)2, P(O)(R)2, B(OR)2 group where R is a (C1-C6) alkyl radical, a phenyl group or a hydrogen atom; A is a saturated or unsaturated, linear or branched hydrocarbon chain including 1 to 10 atoms of carbon; and R1 and R2 each represent independently from one another a hydrogen atom, a CO-(Ci-C6)-alkyl, (C1-C6) alkyl, phenyl or phenyl-(C1-C6)-alkyl group, in which R1 and R2 form, together with the nitrogen atom they carry, a 5- to 15-member heterocycle, optionally substituted by a (C1-C6) alkyl group; including its stereoisomers and the mixtures thereof, or a pharmaceutically acceptable salt of same.

A concise formation of N-substituted 3,4-diarylpyrroles-synthesis and cytotoxic activity

A short synthesis of N-substituted 3,4-diarylpyrroles by condensation of a phenacyl halide with a primary amine and a phenylacetaldehyde is reported. The key step is an intramolecular cyclization of an in situ generated enamine onto a ketone. Using differently substituted aromatic reactants and N-(3-aminopropyl)azatricyclodecane as the amine component, the preparation of analogs of the cytotoxic marine alkaloid halitulin could be achieved. The cytotoxicity of some of the compounds obtained by this method was studied, and one of them proved to be a very potent derivative, acting at a nanomolar concentration, in a caspase-independent cell death mechanism.

Catechol derivatives

Catechol derivatives of the formula STR1 wherein Ra, Rb and Rc have the significance given herein, the ester and ether derivatives thereof which are hydrolyzable under physiological conditions and the pharmaceutically acceptable salts thereof are described and possess valuable pharmacological properties. In particular, they inhibit the enzyme catechol-O-methyltransferase (COMT), a soluble, magnesium-dependent enzyme which catalyses the transference of the methyl group of S-adensoylmethionine to a catechol substrate, whereby the corresponding methyl ethers are formed. Suitable substrates which can be O-methylated by COMT and which can thus be deactivated are, for example, extraneuornal catecholamines and exogeneously-administered therapeutically active substances having a catechol structure. Formula Ia above embraces not only compounds which form part of the invention, but also known compounds; the compounds which form part of the invention can be prepared according to known methods.