114415-25-7

Basic information

• Product Name: Methyl 4-Methyl-2-oxo-2H-chroMen-7-ylcarbaMate
• Synonyms: Methyl 4-Methyl-2-oxo-2H-chroMen-7-ylcarbaMate
• CAS NO: 114415-25-7
• Molecular Formula: C₁₂H₁₁NO₄
• Molecular Weight: 233.22004
• Mol File: 114415-25-7.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: Methyl 4-Methyl-2-oxo-2H-chroMen-7-ylcarbaMate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 4-Methyl-2-oxo-2H-chroMen-7-ylcarbaMate(114415-25-7)
• EPA Substance Registry System: Methyl 4-Methyl-2-oxo-2H-chroMen-7-ylcarbaMate(114415-25-7)

Safety Data

• Hazardous Substances Data: 114415-25-7(Hazardous Substances Data)

Usage

General Description

Methyl 4-Methyl-2-oxo-2H-chroMen-7-ylcarbaMate is a chemical compound that belongs to the class of carbaMates. It is a methyl ester derivative of 4-Methyl-2-oxo-2H-chroMen-7-ylcarbaMate. Methyl 4-Methyl-2-oxo-2H-chroMen-7-ylcarbaMate may have potential applications in pharmaceuticals, as carbaMates have been studied for their potential as antiproliferative agents and for their ability to inhibit certain enzymes. Additionally, carbaMates have also been investigated for their potential use as insecticides and herbicides. Further research and testing may provide a better understanding of the properties and potential uses of this compound.

Upstream product

• 13683-89-1 methyl N-(3-hydroxyphenyl)carbamate 
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• 79-22-1 methyl chloroformate 
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Downstream Products

• 1305327-48-3 7-{2-[1-(4-(4-fluorophenyl)piperazin-1-yl)-2-oxopropylidene]hydrazinyl}-4-methyl-2H-chromen-2-one 
• 1305327-46-1 7-{2-[1-(4-(2-fluorophenyl)piperazin-1-yl)-2-oxopropylidene]hydrazinyl}-4-methyl-2H-chromen-2-one 
• 1305327-40-5 7-{2-[1-(4-benzylpiperazin-1-yl)-2-oxopropylidene]hydrazinyl}-4-methyl-2H-chromen-2-one 
• 26093-31-2 7-amino-4-methylcoumarin. 

Relevant articles and documents

Coumarin-containing photo-responsive nanocomposites for NIR light-triggered controlled drug release via a two-photon process

A new multifunctional nanovehicle for tumor therapy and cell imaging was fabricated by coating NIR light-responsive polymers (HAMAFA-b-DDACMM) onto the surface of octadecyltrimethoxysilane (C18)-modified hollow mesoporous silica nanoparticles (HMS@C18) via self-assembly. First, the targeting NIR light-responsive block copolymer was synthesized by the RAFT living polymerization of [7-(didodecylamino) coumarin-4-yl] methyl methacrylate with hydroxyethylacrylate and N-(3-aminopropyl) methacrylamide hydrochloride and then grafted with folic acid (FA). The copolymers could be disrupted by excitation by a femtosecond NIR light laser (800 nm) via a two-photon absorption process due to the high two-photon absorption cross-section of the coumarin moiety. In order to enhance the drug loading capacity and biological stability of the nanovehicle, HMS nanoparticles modified by hydrophobic octadecyl chains were selected as the "core", which had a considerable drug loading efficiency of more than 70%. Then the core-shell nanocomposites (HMS@C18@HAMAFA-b-DDACMM) were obtained by coating the amphiphilic copolymers onto the core via self-assembly. Under excitation by NIR light at 800 nm, the pre-loaded drugs could be released from the nanocomposites due to the degradation of the light-responsive copolymers and the release efficiency was correlated with the irradiation time and light power. The in vitro experiments indicated that the nanocomposites were easily targeted into the tumor cells that over-expressed folic acid receptor (FR(+)) such as KB cells by endocytosis. Furthermore, the copolymer itself had strong fluorescence, which could be used to track the process of drug delivery.

IMPROVED METHOD FOR SYNTHESIS OF 7-AMINO-4-METHYLCOUMARIN

A new variant of the synthesis of 7-amino-4-methylcoumarin from m-aminophenol via a three-step scheme is proposed.Acylation of m-aminophenol with methoxycarbonyl chloride gave m-(N-methoxycarbonylamino)phenol, which was converted to 7-(N-methoxycarbonylamino)-4-methylcoumarin by condensation with acetoacetic ester in sulfuric acid.Heating of the coumarin with concentrated alkali leads to an intermediate, which, after acidification, is converted to 7-amino-4-methylcoumarin in high yield.

Monoterpene-containing substituted coumarins as inhibitors of respiratory syncytial virus (Rsv) replication

Respiratory syncytial virus (RSV) is a critical cause of infant mortality. However, there are no vaccines and adequate drugs for its treatment. We showed, for the first time, that O-linked coumarin–monoterpene conjugates are effective RSV inhibitors. The most potent compounds are active against both RSV serotypes, A and B. According to the results of the time-of-addition experiment, the conjugates act at the early stages of virus cycle. Based on molecular modelling data, RSV F protein may be considered as a possible target.