586-30-1

Usage

Uses

Used in Pharmaceutical Industry:
3-Hydroxy-4-methylbenzoic acid is used as a key component in the preparation of potent tie-2 kinase inhibitors. These inhibitors play a crucial role in the inhibition of angiogenesis and tumor suppression, making them valuable in the development of anticancer drugs.
Used in Biochemical Research:
3-Hydroxy-4-methylbenzoic acid is used as a starting material or intermediate in the synthesis of various biochemical compounds, including inhibitors of phosphatine kinases. These inhibitors are essential in studying the role of these enzymes in cellular processes and their potential as therapeutic targets for various diseases.
Used in Chemical Synthesis:
3-Hydroxy-4-methylbenzoic acid serves as a versatile building block in the synthesis of a wide range of organic compounds, including pharmaceuticals, agrochemicals, and specialty chemicals. Its unique chemical structure allows for various functional group transformations, making it a valuable asset in the chemical industry.

InChI:InChI=1/C8H8O3/c1-5-2-3-6(8(10)11)4-7(5)9/h2-4,9H,1H3,(H,10,11)

Upstream product

• 5162-82-3 3-chloro-4-methylbenzoic acid 
• 7697-26-9 3-bromo-4-methylbenzoic acid 
• 7151-68-0 3-methoxy-p-toluic acid 
• 3816-66-8 3-hydroxy-4-methylbenzonitrile 
• 62454-72-2 4-methyl-3-sulfobenzoic acid 
• 90113-39-6 3-hydroxy-4-methyl-cyclohexanecarboxylic acid 
• 7726-95-6 bromine 
• 60710-80-7 5-cyano-2-methylaniline 
• 3556-83-0 methyl 4-methyl-3-methoxybenzoate 
• 3556-86-3 methyl 4-methyl-3-hydroxybenzoate 
• 76-22-2 Camphor 
• 3695-37-2 2-mercapto-p-cymene 
• 67868-73-9 5-bromo-2-methylphenol methyl ether 
• 36138-76-8 5-bromo-2-methylphenol 

Downstream Products

• 857543-59-0 7-methyl-2-oxo-3-phenyl-2,3-dihydro-benzofuran-4-carboxylic acid 
• 4342-60-3 4-methylcyclohex-3-enecarboxylic acid 
• 90953-62-1 3-hydroxy-4-methylbenzyl alcohol 
• 95-48-7 ortho-cresol 
• 7151-68-0 3-methoxy-p-toluic acid 
• 3556-83-0 methyl 4-methyl-3-methoxybenzoate 
• 90113-39-6 3t-hydroxy-4ξ-methyl-cyclohexane-r-carboxylic acid 
• 90113-39-6 (+/-)-3c-hydroxy-4t-methyl-cyclohexane-carboxylic acid-(1r) 
• 276860-51-6 (2-methoxyethoxy)methyl 3-[(2-methoxyethoxy)methoxy]-4-methylbenzoate 
• 165662-68-0 3-(benzyloxy)-4-methylbenzoic acid 
• 3556-86-3 methyl 4-methyl-3-hydroxybenzoate 
• 1025751-76-1 3-hydroxy-N-(3-isopropylphenyl)-4-methylbenzamide 
• 348165-48-0 3-hydroxy-4-methylbenzoyl chloride 
• 3209-15-2 4-methyl-2,5-dihydroxybenzoic acid 

Relevant academic research and scientific papers

Exploring the Selective Demethylation of Aryl Methyl Ethers with a Pseudomonas Rieske Monooxygenase

Biocatalytic dealkylation of aryl methyl ethers is an attractive reaction for valorization of lignin components, as well as for deprotection of hydroxy functionalities in synthetic chemistry. We explored the demethylation of various aryl methyl ethers by using an oxidative demethylase from Pseudomonas sp. HR199. The Rieske monooxygenase VanA and its partner electron transfer protein VanB were recombinantly coexpressed in Escherichia coli and they constituted at least 25 % of the total protein content. Enzymatic transformations showed that VanB accepts NADH and NADPH as electron donors. The VanA–VanB system demethylates a number of aromatic substrates, the presence of a carboxylic acid moiety is essential, and the catalysis occurs selectively at the meta position to this carboxylic acid in the aromatic ring. The reaction is inhibited by the by-product formaldehyde. Therefore, we tested three different cascade/tandem reactions for cofactor regeneration and formaldehyde elimination; in particular, conversion was improved by addition of formaldehyde dehydrogenase and formate dehydrogenase. Finally, the biocatalyst was applied for the preparation of protocatechuic acid from vanillic acid, giving a 77 % yield of the desired product. The described reaction may find application in the conversion of lignin components into diverse hydroxyaromatic building blocks and generally offers potential for new, mild methods for efficient unmasking of phenols.

BENZAMIDE CGRP RECEPTOR ANTAGONISTS

The present invention is directed to benzamide compounds which are antagonists of CGRP receptors and useful in the treatment or prevention of diseases in which CGRP is involved, such as migraine. The invention is also directed to pharmaceutical compositions comprising these compounds and the use of these compounds and compositions in the prevention or treatment of such diseases in which CGRP is involved.

Process for the synthesis of biologically active oxygenated compounds by dealkylation of the corresponding alkylethers

Alkoxy aromatic compounds are conveniently dealkylated to the corresponding phenolic compounds by treatment with aluminum chloride/N,N-dimethyl aniline complex. Aromatic poly O-demethylation is a unique feature of this invention. This process is applicable to the manufacture of polyphenols such as Resveratrol, Oxyresveratrol, Gnetol.

Ligand-conjugated oligomeric compounds

Ligand-conjugated oligomeric compounds are described wherein ligands are conjugated to one or more sites on an oligomeric compound including the 2′-, 3′-, 5′-, nucleobase and internucleotide linkage sites. The ligand can be attached via an optional linking group. Ligands are selected for conjugation that bind to one or more cellular, serum or vascular proteins imparting enhanced pharmacokinetic properties to the resulting ligand-conjugated oligomeric compounds. Also provided are methods for increasing the concentration of an oligonucleotide in serum and methods for increasing the capacity of serum for an oligonucleotide. Further, methods for increasing the binding of an oligonucleotide to a portion of the vascular system is described. Also provided are methods for promoting cellular uptake of an oligonucleotide in cells.

Baker's yeast-mediated enantioselective synthesis of the bisabolane sesquiterpenes (+)-curcuphenol, (+)-xanthorrhizol, (-)-curcuquinone and (+)-curcuhydroquinone

Fermenting baker's yeast converts the unsaturated aldehydes 5a-c into the saturated alcohols 6a-c, respectively. The microbial saturation of substrates adsorbed on a nonpolar resin proceeds in high chemical yields and shows complete enantioselectivity in the formation of the (S)-(+) isomers. Enantiopure 6a-c are versatile chiral building blocks for the synthesis of bisabolane sesquiterpenes. Their usefulness is shown in the preparation of (S)-(+)-curcuphenol, (S)-(+)-xanthorrhizol, (S)-(-)-curcuquinone and (S)-(+)-curcuhydroquinone. The Royal Society of Chemistry 2000.