19786-48-2

Basic information

• Product Name: (4-Nitrophenoxy)acetic acid methyl ester
• Synonyms: (4-Nitrophenoxy)acetic acid methyl ester;4-Nitrophenoxyacetic acid methyl ester
• CAS NO: 19786-48-2
• Molecular Formula: C₉H₉NO₅
• Molecular Weight: 211.18
• Mol File: 19786-48-2.mol
• Article Data: 28

Chemical Properties

• Melting Point: 99 °C
• Boiling Point: 337.4±17.0 °C(Predicted)
• Appearance: /
• Density: 1.305±0.06 g/cm3(Predicted)
• CAS DataBase Reference: (4-Nitrophenoxy)acetic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (4-Nitrophenoxy)acetic acid methyl ester(19786-48-2)
• EPA Substance Registry System: (4-Nitrophenoxy)acetic acid methyl ester(19786-48-2)

Safety Data

• Hazardous Substances Data: 19786-48-2(Hazardous Substances Data)

Usage

Description

(4-Nitrophenoxy)acetic acid methyl ester, also known as Methyl 4-Nitrophenoxyacetate, is an organic compound that serves as a crucial intermediate in the synthesis of various pharmaceutical compounds. It is characterized by its ester functional group and a nitro group attached to the phenoxy ring, which contributes to its reactivity and potential applications in the chemical and pharmaceutical industries.

Uses

Used in Pharmaceutical Synthesis:
(4-Nitrophenoxy)acetic acid methyl ester is used as an intermediate in the synthesis of isotopically labeled analogues of pharmaceutical compounds. It plays a vital role in the production of 2-(4-(Methylsulfonamido)phenoxy)acetic Acid-13C (M332217), which is an isotopically labeled analogue of 2-(4-(Methylsulfonamido)phenoxy)acetic Acid (M332215). This metabolite is derived from the antiarrhythmic drug Dofetilide (D525700), a potassium channel blocker.
Used in the Synthesis of Dofetilide Metabolites:
(4-Nitrophenoxy)acetic acid methyl ester is used as a key component in the synthesis of metabolites of Dofetilide, an antiarrhythmic drug. This application is significant in the development and understanding of the drug's pharmacokinetics, pharmacodynamics, and potential side effects, as well as in the design of new drugs with improved efficacy and safety profiles.
Used in the Chemical Industry:
In the chemical industry, (4-Nitrophenoxy)acetic acid methyl ester may be utilized as a building block for the synthesis of various organic compounds, including those with potential applications in materials science, agrochemicals, and other specialized fields. Its reactivity and functional groups make it a versatile starting material for the development of new molecules with specific properties and applications.

Upstream product

• 67-56-1 methanol 
• 20142-88-5 2-(4-nitrophenoxy)acetyl chloride 
• 1798-11-4 4-nitrophenoxyacetic acid 
• 100-02-7 4-nitro-phenol 
• 124-41-4 sodium methylate 
• 105-39-5 chloroacetic acid ethyl ester 
• 96-32-2 bromoacetic acid methyl ester 
• 96-34-4 methyl chloroacetate 

Downstream Products

• 220299-99-0 methyl 2-(4-acetylaminophenoxy)acetate 
• 1798-11-4 4-nitrophenoxyacetic acid 
• 75129-74-7 (4-nitro-phenoxy)-acetic acid hydrazide 
• 172648-06-5 ethyl [4-[[2,4-dioxo-1,3-thiazolidine-5-yl]methyl]phenoxy]acetate 
• 172648-05-4 methyl 4-(2-bromo-2-n-butoxycarbonylethyl)phenoxyacetate 
• 20485-38-5 ethyl 2-(4-aminophenoxy)acetate 
• 1097212-97-9 N-(2-(3,4-dichlorophenylamino)ethyl)-2-(4-(methylsulfonamido)phenoxy)acetamide 
• 1194838-56-6 N-(3,4-dichlorocinnamyl)-2-(4-(methylsulfonamido)-phenoxy)acetamide 
• 1192366-81-6 N-(3-(3,4-dichlorophenyl)propyl)-2-(4-(methylsulfonamido)phenoxy)acetamide 
• 1192366-83-8 N-(2-(3,4-dichlorophenoxy)ethyl)-2-(4-(methylsulfonamido)phenoxy)acetamide 
• 1192366-85-0 N-(2-(3,4-dichlorophenylthio)ethyl)-2-(4-(methylsulfonamido)phenoxy)acetamide 
• 1097213-03-0 N-(4-(2-(4-(3,4-dichlorophenyl)piperazin-1-yl)-2-oxoethoxy)phenyl)methanesulfonamide 
• 1192366-91-8 N-(3-(3,4-dichlorophenylamino)propyl)-2-(4-(methylsulfonamido)phenoxy)acetamide 
• 103790-20-1 2-(4-(methylsulfonamido)phenoxy)acetic acid 

Relevant articles and documents

Rapid and high-yield synthesis of aryloxyacetates under microwave irradiation and phase-transfer catalysis conditions

A series of methyl aryloxyacetates (3a-3f) have been synthesized by the reaction of substituted phenol with methyl chloroacetate under the conditions of microwave irradiation and phase-transfer catalysis. By the optimization of the reaction conditions, we developed a good method for the preparation of methyl aryloxyacetates, which have the advantages of high yields, short reaction times, ease of workup, and simple operation. Copyright Taylor & Francis, Inc.

Synthesis and herbicidal activities of aryloxyacetic acid derivatives as HPPD inhibitors

A series of aryloxyacetic acid derivatives were designed and synthesized as 4-hydoxyphenylpyruvate dioxygenase (HPPD) inhibitors. Preliminary bioassay results reveal that these derivatives are promising Arabidopsis thaliana HPPD (AtHPPD) inhibitors, in particular compounds I12 (Ki = 0.011 μM) and I23 (Ki = 0.012 μM), which exhibit similar activities to that of mesotrione, a commercial HPPD herbicide (Ki = 0.013 μM). Furthermore, the newly synthesized compounds show significant greenhouse herbicidal activities against tested weeds at dosages of 150 g ai/ha. In particular, II4 exhibited high herbicidal activity for pre-emergence treatment that was slightly better than that of mesotrione. In addition, compound II4 was safe for weed control in maize fields at a rate of 150 g ai/ha, and was identified as the most potent candidate for a novel HPPD inhibitor herbicide. The compounds described herein may provide useful guidance for the design of new HPPD inhibiting herbicides and their modification.

Histone deacetylase inhibitors and its preparation method and use thereof

The invention discloses a histone deacetylase inhibitor and its preparation method and use, the invention discloses a compound of the formula I as shown, or its crystalline form, or its pharmaceutically acceptable salt, or solvate thereof, or prodrug thereof, or its metabolic product. The invention of the formula I illustrated new compound, has shown good deacetylase inhibition activity, with the histone deacetylase for clinical treatment of diseases associated with abnormal activity of a new pharmaceutical may be.