6496-89-5

Usage

Uses

Used in Pharmaceutical Industry:
2,4-Dimethoxyphenylacetic acid is used as an intermediate compound for the synthesis of various pharmaceuticals targeting the treatment of neurological and psychiatric disorders. Its involvement in the metabolism of dopamine analogs makes it a valuable component in the development of medications that modulate dopamine levels in the brain.
Used in Chemical Research:
As a crystalline solid with distinct chemical properties, 2,4-Dimethoxyphenylacetic acid is utilized in chemical research for studying the structure-activity relationships of dopamine analogs and their derivatives. This aids in the design and development of novel compounds with potential therapeutic applications.
Used in Analytical Chemistry:
2,4-Dimethoxyphenylacetic acid serves as a reference compound in analytical chemistry for the identification and quantification of related metabolites and analogs. Its crystalline nature and distinct chemical properties make it an ideal standard for chromatographic and spectroscopic analyses.

InChI:InChI=1/C10H12O4/c1-13-8-4-3-7(5-10(11)12)9(6-8)14-2/h3-4,6H,5H2,1-2H3,(H,11,12)/p-1

Upstream product

• 829-20-9 2',4'-dimethoxyacetophenone 
• 4783-90-8 2-chloro-1-(2,4-dimethoxyphenyl)ethanone 
• 7569-58-6 2-(3-chloro-4-methoxyphenyl)acetonitrile 
• 495-69-2 Hippuric Acid 
• 613-45-6 2,4-Dimethoxybenzaldehyde 
• 108-46-3 recorcinol 
• 151-10-0 1,3-Dimethoxybenzene 
• 6496-88-4 4-[(2,4-dimethoxy-phenyl)-thioacetyl]-morpholine 
• 1891-08-3 (2,4-dimethoxy-phenyl)-acetaldehyde-oxime 
• 91-52-1 2,4 dimethoxybenzoic acid 
• 39828-35-8 2,4-dimethoxybenzoyl chloride 
• 13721-20-5 2-(3-chloro-4-methoxyphenyl)acetic acid 
• 1891-11-8 (2,4-dimethoxyphenyl)acetonitrile 
• 55954-25-1 methyl 2-(2,4-dimethoxyphenyl)acetate 

Downstream Products

• 554429-98-0 7-acetoxy-3-(2,4-dimethoxyphenyl)-4-methylcoumarin 
• 554430-78-3 3-(2,4-dimethoxy-phenyl)-7-methoxy-4-methyl-chromen-2-one 
• 93489-13-5 1-(isocyanatomethyl)-2,4-dimethoxybenzene 
• 59870-68-7 (±)-glabridin 
• 1527527-88-3 C₂₂H₂₂O₅ 
• 56701-26-9 3-(2,4-dimethoxyphenyl)-chroman-7-ol 
• 1527527-87-2 C₂₂H₂₄O₄ 
• 51106-84-4 3-(2,4-dimethoxyphenyl)-7-hydroxychroman-4-one 
• 105705-54-2 2',4'-dimethoxy-6'',6''-dimethylpyrano<2'',3'':7,8>isoflavanone 
• 554430-18-1 5-(tert-butyl-dimethyl-silyloxy)-2-[7-(tert-butyl-dimethyl-silyloxy)-4-(hydroxy-phenyl-methyl)-2H-chromen-3-yl]-phenol 
• 554430-95-4 2,8-bis-(tert-butyl-dimethyl-silyloxy)-5-phenyl-5,11-dihydro-chromeno[4,3-c]-chromene 

Relevant academic research and scientific papers

Synthesis of Psoralidin derivatives and their anticancer activity: First synthesis of Lespeflorin I1

Synthetic scheme for the preparation of a number of different derivatives of anticancer natural product Psoralidin is described. A convergent synthetic approach is followed using simple starting materials like substituted phenyl acetic esters and benzoic acids. The developed synthetic route leads us to complete the first synthesis of an analogous natural product Lespeflorin I1, a mild melanin synthesis inhibitor. Preliminary bioactivity studies of the synthesized compounds are carried out against two commonly used prostate cancer cell lines. Results show that the bioactivity of the compounds can be manipulated by the simple modification of the functional groups.

Total synthesis of (±)-glabridin

An efficient formal synthesis of (±)-glabridin was accomplished in 10 steps from resorcinol using Raney Ni to reduce carbon-carbon double bonds in α,β-unsaturated carbonyl compound as the key step.

Synthesis of tetracyclic heterocompounds as selective estrogen receptor modulators. Part 1. Process development for scale-up of 2,5,8-substituted 5,11 -dihydrochromeno[4,3-c]chromene derivatives

Unsymmetrical benzopyranobenzopyran compounds are novel selective estrogen receptor modulators (SERMs). A reproducible and nonchromatographic process was developed to prepare multihundred gram quantities of 5-(4-(2-(piperidin-1-yl) ethoxy)-phenyl)-5,11-di

Novel synthesis of naturally occurring pulvinones: A heck coupling, transesterification, and Dieckmann condensation strategy

Phosphine-free Heck alkenylations of iodoarenes with trifluoroethyl 2-acetoxyacrylate (19) led stereoselectively to trifluoroethyl (Z)-2-acetoxycinnamates 31-34, 42, 44, and 51. Deacetylation followed by acylation with N,N′-dicyclohexylcarbodiimide activa

Enzymatic nitrile hydrolysis catalyzed by nitrilase ZmNIT2 from maize. An unprecedented β-hydroxy functionality enhanced amide formation

To explore the synthetic potential of nitrilase ZmNIT2 from maize, the substrate specificity of this nitrilase was studied with a diverse collection of nitriles. The nitrilase ZmNIT2 showed high activity for all the tested nitriles except benzonitrile, producing both acids and amides. For the hydrolysis of aliphatic, aromatic nitriles, phenylacetonitrile derivatives and dinitriles, carboxylic acids were the major products. Unexpectedly, amides were found to be the major products in nitrilase ZmNIT2-catalyzed hydrolysis of β-hydroxy nitriles. The hydrogen bonding between the hydroxyl group and nitrogen in the enzyme-substrate complex intermediates that disfavors the loss of ammonia and formation of acyl-enzyme intermediate, which was further hydrolyzed to acid, was proposed to be responsible for the unprecedented β-hydroxy functionality assisted high yield of amide formation.

Media controlled photo - Favorskii type rearrangement of α-chloro acetophenones: Synthesis of phenylacetic acids

Photolysis of substituted α-chloro acetophenones has been studied in different solvent systems wherein 1,2-aryl migration is found to be media controlled. Effect of substituents on the migratory aptitude and a direct access to phenylacetic acids, in practical yields, has been described.

PHASEOLOIDIN, A HOMOGENTISIC ACID GLUCOSIDE FROM ENTADA PHASEOLOIDES

The structure of phaseoloidine isolated from the seeds of Entada phaseolides has been determined as homogentisic acid 2-O-β-D-glucopyranoside by chemical and spectral means.

The Chemistry of the Insoluble Red Woods. Part 16. Some Further Observations on the Condensation of Isoflavylium Salts with 1,3-Diphenylpropenes

Condensation of 7-benzyloxy-6,2',3',4'-tetramethoxyisoflavylium perchlorate (1; R = PhCH2) with 1-(3,4-dimethoxyphenyl)-3-(2,4-dimethoxyphenyl)prop-1-ene (2) and with its isomeric propene gave derivatives provisionally formulated as the 6-benzyl-5-phenylbenzoxanthenes (type 6; R1=OMe, R2= PhCH2) analogous to the xanthenes derivable from per-O-methylsantarubin and per-O-methylsantalin, respectively.