715-37-7

Usage

Uses

Used in Pharmaceutical Industry:
4-AMINO-2,3,5,6-TETRAFLUORO-BENZOIC ACID METHYL ESTER is used as a key intermediate in the development of new drugs, particularly for cancer treatment. Its unique structure allows for the creation of compounds with potential anti-cancer properties, contributing to the advancement of therapeutic options for various types of cancer.
Used in Antiviral Medications:
In the field of antiviral research, 4-AMINO-2,3,5,6-TETRAFLUORO-BENZOIC ACID METHYL ESTER is utilized as a precursor in the synthesis of antiviral agents. Its fluorinated structure can enhance the antiviral activity of resulting compounds, offering new avenues for the treatment of viral infections.
Used in Agrochemical Industry:
4-AMINO-2,3,5,6-TETRAFLUORO-BENZOIC ACID METHYL ESTER is also used as an intermediate in the synthesis of agrochemicals, such as insecticides and herbicides. Its incorporation into these products can improve their efficacy in controlling pests and weeds, thereby supporting agricultural productivity and crop protection.
Overall, 4-AMINO-2,3,5,6-TETRAFLUORO-BENZOIC ACID METHYL ESTER's diverse applications across the pharmaceutical, antiviral, and agrochemical industries underscore its importance as a valuable chemical intermediate with the potential to contribute to the development of innovative and effective products.

InChI:InChI=1/C8H5F4NO2/c1-15-8(14)2-3(9)5(11)7(13)6(12)4(2)10/h13H2,1H3

Upstream product

• 563-79-1 2,3-Dimethyl-2-butene 
• 122590-75-4 methyl 4-azidotetrafluorobenzoate 
• 109-89-7 diethylamine 
• 108-88-3 toluene 
• 67-56-1 methanol 
• 944-43-4 4-amino-2,3,5,6-tetrafluorobenzoic acid 
• 507-09-5 tiolacetic acid 
• 186581-53-3 diazomethane 
• 36629-42-2 methyl pentafluorobenzoate 
• 602-94-8 Pentafluorobenzoic acid 
• 110-82-7 cyclohexane 

Downstream Products

• 122590-82-3 methyl N-benzyl-4-amino-2,3,5,6-tetrafluorobenzoate 
• 1248542-49-5 4-(2,5-dimethyl-pyrrol-1-yl)-2,3,5,6-tetrafluoro-benzoic acid methyl ester 
• 122033-75-4 4-amino-2,3,5-trifluorobenzoic acid 
• 125568-99-2 2,2,3,3-tetramethyl-1-(2,3,5,6-tetrafluoro-4-carbomethoxyphenyl)aziridine 
• 125569-12-2 4-(N',N'-Diethyl-hydrazino)-2,3,5,6-tetrafluoro-benzoic acid methyl ester 
• 125569-00-8 N-(2,3,5,6-tetrafluoro-5-carbomethoxyphenyl)dimethylsulfimide 

Relevant academic research and scientific papers

Nickel Boride Catalyzed Reductions of Nitro Compounds and Azides: Nanocellulose-Supported Catalysts in Tandem Reactions

Nickel boride catalyst prepared in situ from NiCl2 and sodium borohydride allowed, in the presence of an aqueous solution of TEMPO-oxidized nanocellulose (0.01 wt%), the reduction of a wide range of nitroarenes and aliphatic nitro compounds. Here we describe how the modified nanocellulose has a stabilizing effect on the catalyst that enables low loading of the nickel salt pre-catalyst. Ni-B prepared in situ from a methanolic solution was also used to develop a greener and facile reduction of organic azides, offering a substantially lowered catalyst loading with respect to reported methods in the literature. Both aromatic and aliphatic azides were reduced, and the protocol is compatible with a one-pot Boc-protection of the obtained amine yielding the corresponding carbamates. Finally, bacterial crystalline nanocellulose was chosen as a support for the Ni-B catalyst to allow an easy recovery step of the catalyst and its recyclability for new reduction cycles.

SULFONAMIDE DERIVATIVE AND PHARMACEUTICAL USE THEREOF

Provided is a sulfonamide derivative represented by the following general formula (1) and having an α4 integrin inhibitory effect with high selectivity with a low effect on α4β1 and a high effect on α4β7, or a pharmaceutically acceptable salt thereof (in the general formula (1), A, B, D, E, R41, and a to h are as described in the description).

Anilide Formation from Thioacids and Perfluoroaryl Azides

A metal-free method for fast and clean anilide formation from perfluoroaryl azide and thioacid is presented. The reaction proved highly efficient, displaying fast kinetics, high yield, and good chemoselectivity. The transformation was compatible with various solvents and tolerant to a wide variety of functional groups, and it showed high performance in polar protic/aprotic media, including aqueous buffer systems. (Chemical Equation Presented).

Photocatalytic hydrodefluorination: Facile access to partially fluorinated aromatics

Polyfluorinated aromatics are essential to materials science as well as the pharmaceutical and agrochemical industries and yet are often difficult to access. This Communication describes a photocatalytic hydrodefluorination approach which begins with easily accessible perfluoroarenes and selectively reduces the C-F bonds. The method allows facile access to a number of partially fluorinated arenes and takes place with unprecedented catalytic activity using a safe and inexpensive amine as the reductant.

DIHYDROOROTATE DEHYDROGENASE INHIBITORS

The invention relates to compounds of formula (I) wherein R1, R2, X1, X2, Y, Ra, Rb, Q have the meanings given in claim 1. The compounds are useful e.g. in the treatment of autoimmune disorders, such as multiple sclerosis and also in the treatment of cancer disorders.

Synthesis of bitriazolyl nucleosides and unexpectedly different reactivity of azidotriazole nucleoside isomers in the Huisgen reaction

Novel bitriazolyl nucleosides were synthesized via the Huisgen reaction, starting with 3-azidotriazole nucleoside (1). Surprisingly, its isomer, 5-azidotriazole nucleoside (1′) did not yield the corresponding Huisgen reaction products efficiently because it was rapidly reduced to amine in the presence of Cu(ii)-ascorbate. The significant differences between the reactivity of these two isomers in Cu(ii)-ascorbate mediated reactions are mainly due to differences in their electronic properties and steric congestion as a result of different relative positions of the azido and the ribosyl moieties. This journal is The Royal Society of Chemistry.

Rapid and selective reduction of functionalized fluoroaryl azides to the corresponding anilines with stannous chloride dihydrate

Nitrofluorophenyl azide 1, azidofluorobenzaldehyde 2, azidofluorobenzoate ester 3, and aminotrifluorophenyl azide 4 were selectively reduced in high yield to the corresponding anilines 5-8 with excess stannous chloride dihydrate in 2:1 ethyl acetate/ethan

New Reagents for Photoaffinity Labeling: Synthesis and Photolysis of Functionalized Perfluorophenyl Azides

Functionalized perfluorophenyl azides (PFPA) 2-6, 8-12, 14-19, and 21-29 were synthesized, allowing the attachment of PFPA to other molecules for application as photolabels.Two biactive molecules were modified by a PFPA as potential photoaffinity labeling reagents.Photolysis of two representative members was investigated.Photolysis of azide 4 in cyclohexane gave 57 percent of CH insertion product.When photolysis was carried out in the presence of diethylamine as a trapping reagent, it gave 65 percent of NH insertion product, and no ring expansion product was found.The nitro azide 19 showed a shoulder absorption in the longer wavelength compared to azide 4.Azide 19 gave less CH insertion and more aniline products compared to azide 4 when photolyzed in toluene, suggesting that the nitro group accelerates intersystem crossing of the singlet nitrene or the singlet excited azide.Collectively, our results demonstrate that the functionalized PFPA investigated are much better in undergoing CH insertion than their nonfluorinated analogues and suggest that they may constitute an improved series of photolabeling reagents.

Descriptive Photochemistry of Polyfluorinated Azide Derivatives of Methyl Benzoate

The photochemistry of several polyfluorinated azide derivatives of methyl benzoate have been studied in a variety of solvents.We have photolyzed methyl 3-azido-6-fluorobenzoate, methyl 3-azido-4-fluorobenzoate, methyl 4-azido-2-fluorobenzoate, methyl 3-azido-2,4-difluorobenzoate, methyl 3-azido-2,6-difluorobenzoate, methyl 3-azido-2,4,6-trifluorobenzoate, and methyl 4-azido-2,3,5,6-tetrafluorobenzoate in toluene, cyclopentane, tetramethylethylene, diethylamine, dimethyl sulfide, dimethyl disulfide, and methanol in an attempt to capture the photogenerated reactive intermediates.Adducts were not formed in cyclopentane, dimethyl disulfide, and methanol solvents.Adducts were formed, however, but in modest yields, in the other solvents.In general the yield of adducts increases with the number of fluorine substituents present, and ortho and para fluorine substituents relative to the azide group are more effective in enhancing the yield of adducts relative to meta fluorine substitution.

4-AZIDO-2-IODO-3,5,6-TRIFLUOROPHENYLCARBONYL DERIVATIVES. A NEW CLASS OF FUNCTIONALIZED AND IODINATED PERFLUOROPHENYL AZIDE PHOTOLABELS

Iodinated perfluorophenyl azide 4 and NHS ester 7 were synthesized.Photolysis of azide 4 in DEA/ cyclohexane gave N-H insertion product 9 (24percent).For photolabeling purposes, this constitutes a significant improvement over the behavior of non-fluorinat