31684-63-6

Usage

Uses

Used in Pharmaceutical Synthesis:
(4-amino-3-hydroxyphenyl)(phenyl)methanone is used as a building block for synthesizing various pharmaceuticals, particularly those with antibacterial, anti-inflammatory, or anticancer properties. Its unique structure allows for the development of new drugs with improved efficacy and reduced side effects.
Used in Sunscreen Formulations:
(4-amino-3-hydroxyphenyl)(phenyl)methanone is used as a potential sunscreen ingredient due to its ability to absorb UV radiation. This property makes it a valuable component in the development of sunscreens and other skincare products designed to protect the skin from harmful UV rays.
Used in Research and Development:
(4-amino-3-hydroxyphenyl)(phenyl)methanone is used in research and development for exploring its potential applications in medicine, materials science, and other industries. Its unique chemical structure and properties make it a promising candidate for further investigation and innovation.

Upstream product

• 54903-12-7 6-benzoyl-2(3H)-benzoxazolone 
• 140-29-4 phenylacetonitrile 
• 88-75-5 2-hydroxynitrobenzene 

Downstream Products

• 116337-60-1 7-Benzoyl-2,2-dimethyl-4H-benzo[1,4]oxazin-3-one 
• 116337-58-7 7-benzoyl-benzoxazin-3-one 
• 116337-59-8 7-Benzoyl-2-methyl-4H-benzo[1,4]oxazin-3-one 
• 252189-09-6 N,O-bistrimethylsilyl-2-amino-5-benzoylphenol 
• 209273-66-5 C₁₄H₉NO₂S 
• 153756-94-6 4-acetamidophenyl N-(4-benzoyl-2-hydroxyphenyl)carbamate 

Relevant academic research and scientific papers

On the reaction of Meldrum's acid with N- trimethylsilylanilines substituted by electron withdrawing groups

The reaction of Meldrum's acid with silylated anilines substituted by an electron withdrawing group easily yields the corresponding N-phenyl malonamic acid, when the reaction is performed under high vacuum in dichlorobenzene.

Cyclization-Activated Prodrugs: N-(Substituted 2-hydroxyphenyl and 2-hydroxypropyl)carbamates Based on Ring-Opened Derivatives of Active Benzoxazolones and Oxazolidinones as Mutual Prodrugs of Acetaminophen

N-(Substituted 2-hydroxyphenyl)- and N-(substituted 2-hydroxypropyl)carbamates based on masked active benzoxazolones (model A) and oxazolidinones (model B), respectively, were synthesized and evaluated as potential drug delivery systems.A series of alkyl and aryl N-(5-chloro-2-hydroxyphenyl)carbamates 1 related to model A was prepared.These are open drugs of the skeletal muscle relaxant chlorzoxazone.The corresponding 4-acetamidophenyl ester named chloracetamol is a mutual prodrug of chloroxazone and acetaminophen.Chlorzacetamol and two other mutual prodrugs of active bezoxazolones and acetaminophen were obtained in a two-step process via condensation of 4-acetamidophenyl 1,2,2,2-tetrachloroethyl carbonate with the appropiate anilines.Based on model B, two mutual prodrugs of acetaminophen and active oxazolidinones (metaxalone and mephenoxalone) were similarly obtained using the appropiate amines.All the carbamate prodrugs prepared were found to release the parent drugs in aqueous (pH 6-11) and plasma (pH 7.4) media.The detailed mechanistic study of prodrugs 1 carried out in aqueous medium at 37 deg C shows a change in the Broensted-type relationship log t1/2 vs pKa of the leaving groups ROH: log t1/2 = 0.46pKa - 3.55 for aryl and trihalogenoethyl esters and log t1/2 = 1.46pKa - 16.03 for alkyl esters.This change is consistent with a cyclization mechanism involving a change in the rate-limiting step from formation of a cyclic tetrahedral intermediate (step k1) to departure of the leaving group ROH (step k2) when the leaving group ability decreases.This mechanism occurs for all the prodrugs related to model A.Regeneration of the parent drugs from mutual prodrugs related to model B takes place by means of a rate-limiting elimination-addition reaction (E1cB mechanism).This affords acetaminophen and the corresponding 2-hydroxypropyl isocyanate intermediates which cyclize at any pH to the corresponding oxazolidinone drugs.As opposed to model A, the rates of hydrolysis of mutual prodrugs of model B clearly exhibit a catalytic role of the plasma.It is concluded from the plasma studies that the carbamate substrates can be enzymatically transformed into potent electrophiles, i.e., isocyanates.In the case of the present study, the prodrugs are 2-hydroxycarbamates for which the propinquity of the hydroxyl residue and the isocyanate group enforces a cyclization reaction.This mechanistic particularity precludes their potential toxicity in terms of potent electrophiles capable of modifying critical macromolecules.

Unequivocal Preparation of 4- and 5-Acyl-2-aminophenols

Unequivocal methods for the specific preparation of 4- or 5-acyl-2-aminophenols are reported. 5-Acyl-2-aminophenols are obtained by ring opening with dilute sodium hydroxide of 2(3H)-benzoxazolinones acylated at position 6. 4-Acyl-2-aminophenols are obtai

Acyl-7 dihydro-2,3 benzoxazin-1,4 ones-3 et proprietes normolipemiantes

7-Acyl-2,3-dihydro-1,4-benzoxazin-3-ones and normolipemic properties.Fibrates are still among the most widely used drugs for the treatment of dyslipoproteinemia. 7-Acyl-2,3-dihydro-1,4-benzoxazin-3-ones (Fig.1B) can be considered as conformationally restrained analogues of fibrates, such as fenofibrate.These compounds have been prepared and studied for their normolipemic activity particularly on plasma cholesterol, triglyceride and high density lipoprotein (HDL) cholesterol levels.Hepatotoxicity and mutagenicity have also been evaluated.Some of them show an interesting activity, quite comparable to fenofibrate, and are devoid of hepatotoxicity. hyperlipidemia / hypocholesterolemic drugs / fibrates / 7-acyl-1,4-benzoxazin-3-ones