42902-32-9

Usage

Uses

Used in Pharmaceutical Industry:
5-HYDROXYMETHYL-3-(4-METHOXYPHENYL)-2-OXAZOLIDINONE is used as a potential active pharmaceutical ingredient for its possible antibacterial, antifungal, and antiviral properties. Its unique structure may contribute to the development of new drugs targeting various infectious diseases.
Used in Chemical Research:
In the field of chemical research, 5-HYDROXYMETHYL-3-(4-METHOXYPHENYL)-2-OXAZOLIDINONE serves as a subject for studying the structure-activity relationships of oxazolidinones and their potential applications in medicinal chemistry. Understanding its properties can aid in the design of novel compounds with improved bioactivity.
Used in Material Science:
5-HYDROXYMETHYL-3-(4-METHOXYPHENYL)-2-OXAZOLIDINONE may also find applications in material science, where its unique structural features could be utilized in the development of new materials with specific properties, such as polymers or coatings with antimicrobial capabilities.
Used in Agrochemical Industry:
In the agrochemical industry, 5-HYDROXYMETHYL-3-(4-METHOXYPHENYL)-2-OXAZOLIDINONE could be employed as a potential bioactive compound for the development of new pesticides or fungicides, leveraging its potential antifungal and antibacterial properties to protect crops from diseases.
Used in Cosmetics Industry:
The cosmetics industry may benefit from the inclusion of 5-HYDROXYMETHYL-3-(4-METHOXYPHENYL)-2-OXAZOLIDINONE as an ingredient with antimicrobial properties, enhancing the shelf life and safety of cosmetic products by preventing microbial contamination.

InChI:InChI=1/C11H13NO4/c1-15-9-4-2-8(3-5-9)12-6-10(7-13)16-11(12)14/h2-5,10,13H,6-7H2,1H3

Upstream product

• 121082-77-7 3-<(4-methoxyphenyl)amino>-1,2-propanediol 
• 105-58-8 Diethyl carbonate 
• 616-38-6 carbonic acid dimethyl ester 
• 124-38-9 carbon dioxide 
• 3470-93-7 1-chloro-3-[(4-methoxyphenyl)amino]propan-2-ol 
• 104-94-9 4-methoxy-aniline 

Downstream Products

• 42902-46-5 5-carbamoyloxymethyl-3-(4-methoxy-phenyl)-oxazolidin-2-one 
• 121082-79-9 5-(Chloromethyl)-3-(4-methoxyphenyl)-2-oxazolidinone 
• 121082-86-8 5-(Bromomethyl)-3-(4-methoxyphenyl)-2-oxazolidinone 
• 121082-76-6 5-(methanesulfonyloxymethyl)-3-p-methoxyphenyl-2-oxazolidinone 
• 71954-46-6 N-allyl-4-methoxyaniline 
• 121485-50-5 3-(4-Methoxyphenyl)-5-methyl-2-oxazolidinone 
• 148915-85-9 5-(aminomethyl)-3-(4-methoxyphenyl)-2-oxazolidinone 
• 130641-87-1 3-(4-methoxyphenyl)-5-<(N-methylamino)methyl>-2-oxazolidinone 
• 27125-11-7 5-<(N,N-dimethylamino)methyl>-3-(4-methoxyphenyl)-2-oxazolidinone 

Relevant academic research and scientific papers

Switchable synthesis of cyclic carbamates by carbon dioxide fixation at atmospheric pressure

The base-promoted switchable synthesis of five- and six-membered cyclic carbamates using atmospheric pressure carbon dioxide as the C1 source was developed. The chemoselectivity of products was simply controlled by changing bases and solvents. The reaction proceeds effectively under mild conditions, affording valuable cyclic carbamates. Experimental results and DFT studies revealed the reaction mechanism.

SEROTONINE REUPTAKE INHIBITOR

There is provided a selective serotonin reuptake inhibitor having affinity for serotonin 1A receptors which comprises a cyclic amine represented by the formula: wherein G represents a formula (2): a prodrug of said cyclic amine, or a pharmaceutically acceptable salt of said cyclic amine or prodrug, as an active ingredient.

Transformation of heterocyclic reversible monoamine oxidase-B inactivators into irreversible inactivators by N-methylation

3-[4-[(3-Chlorophenyl)methoxy]phenyl]-5-[(methylamino)methyl]-2- oxazolidinone (1) is a secondary amine known to be a potent time-dependent irreversible inactivator of monoamine oxidase B (MAO-B). The primary amine analogues of derivatives of 1, as well a

5-(Aminomethyl)-3-aryl-2-oxazolidinones. A novel class of mechanism-sased inactivators of monoamine oxidase B

The mechanism of inactivation of monoamine oxidase (MAO) by 5-(aminomethyl)-3-aryl-2-oxazolidinones has been investigated. (R)- and (S)-3-[4-[(3-chlorophenyl)methoxy]phenyl]-5-[(methylamino)methyl]-2- oxazolidinone (1) exhibit all of the properties of a mechanism-based inactivator. Several other analogues of 1 also inactivate MAO. Inactivation of MAO by (R)- and (S)-[methoxy-3H]-1 and by [methoxy- 3H]-3-(4-methoxyphenyl)-5-[(methylamino)methyl]-2-oxazolidinone (15, R = 3H) led to incorporation of 1.0, 1.2, and 2.1 equiv of tritium per enzyme molecule after denaturation, indicating that a covalent bond between the oxazolidinones and MAO is formed. The partition ratios, determined from the amount of radioactive non-amines generated per tritium incorporated into the enzyme, were 17.6 and 10.9 for the R and S isomers, respectively. Inactivation of MAO by (R)- and (S)-[carboxy-14C]-1 resulted in release of 4.5 and 3.0 equiv of 14CO2, respectively. However, in addition to the loss of 14CO2 there also was incorporation of 1.5 and 1.0 equiv of 14C, respectively, into the enzyme after denaturation. The flavin spectrum indicated that the flavin was reduced after inactivation, but upon denaturation the spectrum returned to that of the oxidized form, suggesting that attachment is to an amino acid residue, not to the flavin. 5-(Aminomethyl)-3-(4-cyanophenyl)-2-oxazolidinone inactivates MAO at a rate comparable to or faster than does the corresponding 4-methoxyphenyl analogue, suggesting that there is little or no electronic effect of ring substitution on the rate of inactivation. All of these results support an inactivation mechanism that involves one-electron oxidation of the amine to the amine radical cation, followed by proton removal to give the α radical, which can partition among three pathways (Scheme V): radical combination with an active-site amino acid residue radical to give inactive enzyme, decomposition of the oxazolidinone ring with loss of CO2, and second electron transfer to give the corresponding aldehyde product.