75996-33-7

Upstream product

• 50637-27-9 3-(benzyloxy)-5-methoxybenzoic acid 
• 54915-31-0 methyl 3-(benzyloxy)-5-hydroxybenzoate 
• 2150-44-9 1-carbomethoxy-3,5-dihydroxybenzene 
• 50637-26-8 methyl 3-(benzyloxy)-5-methoxybenzoate 
• 100-39-0 benzyl bromide 
• 19520-75-3 3-hydroxy-5-methoxybenzoic acid 
• 100-44-7 benzyl chloride 
• 99-10-5 3,5-Dihydroxybenzoic acid 

Downstream Products

• 1355235-78-7 N-(6-acetylbenzo[d][1,3]dioxol-5-yl)-3'-(benzoxy)-5'-methoxy-benzamide 
• 1355235-79-8 2-(3-benzyloxy-5-methoxyphenyl)-6,7-methylenedioxyquinolin-4(1H)-one 
• 1355235-81-2 2-(3-hydroxy-5-methoxyphenyl)-6,7-methylenedioxy-1H-quinolin-4-one 
• 1355235-82-3 dibenzyl 2-(3-([bis-[(benzyl)oxy]]phosphoryl)oxy-5-methoxyphenyl)-6,7-methylenedioxyquinolin-4-ylphosphate 
• 1452587-64-2 2-(3-benzyloxy-5-methoxyphenyl)-6-(pyrrolidin-1-yl)quinolin-4(1H)-one 
• 1452587-66-4 2-(3-benzyloxy-5-methoxyphenyl)-6-morpholinoquinolin-4(1H)-one 
• 1452587-67-5 2-(3-benzyloxy-5-methoxyphenyl)-6-(dimethylamino)quinolin-4(1H)-one 
• 1452587-73-3 2-(3-hydroxy-5-methoxyphenyl)-6-(pyrrolidin-1-yl)quinolin-4(1H)-one 
• 1452587-75-5 2-(3-hydroxy-5-methoxyphenyl)-6-morpholinoquinolin-4(1H)-one 
• 1452587-76-6 2-(3-hydroxy-5-methoxyphenyl)-6-(dimethylamino)quinolin-4(1H)-one 
• 1452587-55-1 N-(2-a cetyl-4-(pyrrolidin-1-yl)phenyl)-3-(benzyloxy)-5-methoxybenzamide 
• 1452587-57-3 N-(2-acetyl-4-morpholinophenyl)-3-(benzyloxy)-5-methoxybenzamide 
• 1452587-58-4 N-(2-acetyl-4-(dimethylamino)phenyl)-3-(benzyloxy)-5-methoxybenzamide 
• 1355235-84-5 2-(3-(dihydrogen)phosphate-5-methoxyphenyl)-6,7-methylenedioxy-quinolin-4-one 

Relevant academic research and scientific papers

Mechanistic studies on regioselective dephosphorylation of phosphate prodrugs during a facile synthesis of antitumor phosphorylated 2-phenyl-6,7-methylenedioxy-1H-quinolin-4-one

Phosphorylation of 2-(3-hydroxy-5-methoxyphenyl)-6,7-methylenedioxy- 1Hquinolin- 4-one (1) afforded diphosphate 2. We found that, upon treatment with methanol under mild conditions, 2 can undergo facile and highly regioselective dephosphorylation to give

Design, synthesis, and mechanism of action of 2-(3-hydroxy-5-methoxyphenyl) -6-pyrrolidinylquinolin-4-one as a potent anticancer lead

New 6- (or 6,7-) substituted 2-(hydroxyl substituted phenyl)quinolin-4-one derivatives were synthesized and screened for antiproliferative effects against cancer cell lines. Structure-activity relationship correlations were established and the most promis

SYNTHESIS AND ANTICANCER ACTIVITY OF ARYL AND HETEROARYL-QUINOLIN DERIVATIVES

A compound of Formula I is disclosed as follows: or a pharmaceutically acceptable salt, prodrug, solvate, or metabolite thereof, wherein R is hydrogen, P(═O)(OH)2, P(═O)(O(C1-C18)alkylene(C6-C20)aryl)2, P(═O)(OH)(OM), P(═O)(OM)2, P═O(O2M), S(═O)(OH)2, S(═O)(O(C1-C18)alkylene(C6-C20)aryl)2, S(═O)(OH)(OM), S(═O)(OM)2; M is a monovalent or divalent metal ion, or alkylammonium ion; W is (C6-C20)aryl, (C6-C20)heteroaryl, (C1-C18)alkyl(C6-C20)aryl, (C1-C18)alkyl(C6-C20)heteroaryl, hydroxy(C6-C20)aryl, hydroxy(C6-C20)heteroaryl, (C1-C18)alkoxy(C6-C20)aryl, (C1-C18)alkoxy(C6-C20)heteroaryl, (C1-C18)alkylenedioxy(C6-C20)aryl, (C1-C18)alkylenedioxy(C6-C20)heteroaryl, halo(C6-C20)aryl, halo(C6-C20)heteroaryl, (C1-C18)alkylamino(C6-C20)aryl, (C1-C18)alkylamino(C6-C20)heteroaryl, (C1-C18)cycloalkylamino(C6-C20)aryl, or (C1-C18)cycloalkylamino(C6-C20)heteroaryl, and their OR8 substutes; R5 is (C1-C18alkoxy, hydrogen, hydroxyl, O—(C1-C18)alkyl(C6-C20)aryl, halo or OR8, or R5 and R6 are (C1-C18)dioxy provided that R7 is hydrogen; R6 is hydroxyl, O—(C1-C18)alkyl(C6-C20)aryl, halo or ORR, (C1-C18)alkoxy, (C1-C18)alkylamino, or (C1-C18)cycloalkylamino, or R6 and R7 are (C1-C18)dioxy provided that R5 is hydrogen; R7 is hydrogen, halo or OR8, hydroxyl, or O—(C1-C18)alkyl(C6-C20)aryl; and R8 is P(═O)(OH)2, P(═O)(O(C1-C18)alkyl(C6-C20)aryl)2, P(═O)(OH)(OM), or P(═O)(OM)2, P═O(O2M).

Long-chain Phenols. Part 16. A Novel Synthesis of Homologous Orsellinic Acids and their Methyl Ethers

By the novel reaction of 3,5-dimethoxyfluorobenzene with n-alkyl-lithium compounds, followed by carbonation, homologous orsellinic acid dimethyl ethers (6-alkyl-2,4-dimethoxybenzoic acids) have been obtained.The reactions proceeded best with the homologues of methyl-lithium.These reactions are considered to occur by way of 3,5-dimethoxybenzyne. 2,4-Dimethoxyfluorobenzene did not form an aryne but gave 3-fluoro-2,6-dimethoxybenzoic acid instead.Decomposition with water of alkyl-lithium reaction mixtures from 3,5-dimethoxyfluorobenzene yielded 5-n-alkylresorcinol dimethyl ethers.Demethylaton of 6-alkyl-2,4-dimethoxybenzoic acids with boron trichloride proceeded partially and selectively to give the 6-alkyl-2-hydroxy-4-methoxybenzoic acids, and completely with aluminium chloride to give the homologous orsellinic acids.Boron tribromide was less effective, but readily gave the 5-alkyl resorcinols from the corresponding dimethyl ethers.