499-76-3

Usage

Uses

Used in Pharmaceutical Industry:
4-HYDROXY-3-METHYLBENZOIC ACID is used as an intermediate compound for the synthesis of various pharmaceutical products. Its unique chemical structure allows it to be a key component in the development of new drugs with potential therapeutic applications.
Used in Chemical Synthesis:
In the chemical industry, 4-HYDROXY-3-METHYLBENZOIC ACID is used as a building block for synthesizing a wide range of organic compounds, including dyes, pigments, and other specialty chemicals. Its reactivity and functional groups make it a valuable asset in chemical synthesis processes.
Used in Antioxidant Applications:
4-HYDROXY-3-METHYLBENZOIC ACID can be utilized as an antioxidant in the food and cosmetic industries. Its ability to scavenge free radicals and protect against oxidative stress makes it a suitable additive for products that require extended shelf life and enhanced stability.
Used in Flavor and Fragrance Industry:
Due to its distinct chemical properties, 4-HYDROXY-3-METHYLBENZOIC ACID can be employed in the flavor and fragrance industry as a component in the creation of various scents and flavors. Its unique characteristics contribute to the development of novel and complex sensory experiences.
Used in Research and Development:
4-HYDROXY-3-METHYLBENZOIC ACID serves as an important research compound for scientists and researchers working on the development of new materials, pharmaceuticals, and chemical processes. Its versatile nature allows for exploration in various fields, leading to potential breakthroughs and innovations.

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

Upstream product

• 15174-69-3 4-hydroxy-3-methyl-benzaldehyde 
• 5326-42-1 3-methyl-4-hydroxybenzophenone 
• 7697-28-1 4-bromo-3-methylbenzoic acid 
• 2486-70-6 4-amino 3-methylbenzoic acid 
• 6323-52-0 1-(4-hydroxy-3-methyl-phenacyl)-pyridinium; iodide 
• 56-23-5 tetrachloromethane 
• 95-48-7 ortho-cresol 
• 95741-33-6 2,4-dinitrophenyl 4-hydroxy-3-methylbenzoate 
• 94323-02-1 4,4'-dihydroxy-3,3'-dimethyl-benzophenone 
• 124-38-9 carbon dioxide 
• 6880-04-2 4-methoxy-3-methylbenzoic acid 
• 99-04-7 m-Toluic acid 
• 95-53-4 o-toluidine 
• 876-02-8 4-hydroxy-3-methylphenyl methyl ketone 

Downstream Products

• 23298-84-2 4-acetoxy-3-methylbenzoic acid 
• 6880-04-2 4-methoxy-3-methylbenzoic acid 
• 74919-04-3 4-Hydroxy-3-methyl-benzoic acid 2-oxo-2-phenyl-ethyl ester 
• 534-52-1 6-methyl-2,4-dinitrophenol 
• 124-38-9 carbon dioxide 
• 95-48-7 ortho-cresol 
• 1014691-21-4 isopropyl 4-isopropoxy-3-methyl-benzoate 
• 1004983-93-0 C₁₄H₁₁NO₂ 
• 1342547-31-2 4-(2-methoxyethoxy)-3-methylbenzoic acid 
• 856165-81-6 4-isopropoxy-3-methylbenzoyl chloride 
• 864178-56-3 methyl 3-methyl-4-isopropoxybenzoate 
• 35458-34-5 3-chloro-4-hydroxy-5-methylbenzoic acid 

Relevant academic research and scientific papers

Carboxylation of Phenols with CO2 at Atmospheric Pressure

A convenient and efficient method for the ortho-carboxylation of phenols under atmospheric CO2 pressure has been developed. This method provides an alternative to the previously reported Kolbe-Schmitt method, which requires very high pressures of CO2. The addition of a trisubstituted phenol has proved essential for the successful carboxylation of phenols with CO2 at standard atmospheric pressure, allowing the efficient preparation of a broad variety of salicylic acids.

THERAPEUTIC COMPOUNDS

This invention relates to a novel class of substituted amino-ethoxy benzene derivatives of formula (I) which are inhibitors of serine proteases and to their use in treating aberrant serine protease activity in a mammal, contraception, anti-coagulant methods and methods for treating aberrant cell proliferation, tumours, cancer, angiogenesis, angiogenesis-based retinopathies, autoimmummune disease, inflammation, skin disease, arthritis, rheutmatoid arthritis, asthma, osteoarthritis and multiple sclerosis. (I), Wherein Rm, Rn, Rp, Rq, V, W, X, Y and R8 are as defined in the claims.

Chalcone derivatives and drugs containing the same

PCT No. PCT/JP97/01652 Sec. 371 Date Nov. 17, 1998 Sec. 102(e) Date Nov. 17, 1998 PCT Filed May 16, 1997 PCT Pub. No. WO97/44306 PCT Pub. Date Nov. 27, 1997This invention relates to chalcone derivatives represented by the following formula (1): wherein A represents a phenyl group, a quinolyl group or the like, W represents a vinylene group or the like, and R1 to R5 each independently represent a carboxyl, cyano, alkyloxycarbonyl or like group, or salts of the chalcone derivatives, and also to drugs containing them as effective ingredients. These compounds have excellent cys-LT receptor antagonism, and are useful as antiallergic agents or the like.

Reimer-Thiemann reaction using carbon tetrachloride

The title reaction has been carried out on the three isomeric cresols, thymol and 3,4-dimethylphenol, and the phenolic carboxylic acids so obtained have been characterised.

Reactivity in the Para Oxo Ketene Route of Ester Hydrolysis. The Effect of Internal Nucleophilicity and the Irrelevance of B Strain

The hydrolysis of 2,4-dinitrophenyl (DNP) esters of substituted 4-hydroxybenzoic acids obeys the equation kobsd = (ka + kb->)/(1 + +>/Ka) and involves a para oxo ketene intermediate.The ka term fits a Broensted equation against the pK of the 4-hydroxybenzoate (log ka = 1.15pKa - 11.71) provided the 2,6-positions of the benzoate are free.The ka term for the 2,6-dimethyl-4-hydroxybenzoate ester is 1015-fold larger than that for the parent 4-hydroxybenzoate ester.An electronic effect due to different hydroxyl pKa's may be calculated from the above linear free energy relationship to contribute 1.6percent of the discrepancy.The other component of the discrepancy is ascribed to a preferred alignment of the ester in the 2,6-dimethyl case perpendicular to the plane of the aromatic ring. The fused ketene in the microscopic reverse reaction has a LUMO acceptor orbital perpendicular to the plane of the ring, in agreement with our conclusions.Force-field calculations of nonbonding interactions indicate no strain release in the elimination mechanism giving rise to ka.The dramatic (107-fold) enhancement of the apparent second-order rate constant for alkaline hydrolysis of the 2,6-dimethyl ester compared with that of the corresponding 2',4'-dinitrophenyl 4-methoxy-2,6-dimethylbenzoate is due mostly to the steric strain imposed in the tetrahedral transition state for the latter reaction.This strain is not sufficient, however, to cause the normal BAc2 mechanism in the alkaline hydrolysis of mesitoates to change to a "square planar" concerted process.

SELECTIVE SYNTHESES USING CYCLODEXTRINS AS CATALYSTS. 2. PARA-ORIENTED CARBOXYLATION OF PHENOLS.

4-Hydroxybenzoic acid and 4-hydroxy-3-methylbenzoic acid are synthesized in virtually 100% selectivities and high yields from the corresponding phenols and carbon tetrachloride by using beta -cyclodextrin ( beta -CD) as catalyst. The selective syntheses are successfully achieved by a small molar ratio, even 0. 03, of beta -CD to phenols and are hardly suppressed by oxygen. Kinetic study shows that the selective catalyses by beta -CO originate from both promotion of the para carboxylation and almost complete inhibition of the ortho carboxylation. Heptakis(2,6-di-0-methyl) beta -cyclodextrin in contrast decreases the para selectivity, showing the importance of the hydroxyl groups of beta -CD in its selective catalysis. The selective catalysis by beta -CD proceeds via formation of a molecular complex with the active species, probably the trichloromethyl cation.