174463-53-7

Basic information

• Product Name: 3-FLUOROISATOIC ANHYDRIDE
• Synonyms: REF DUPL: 3-Fluoroisatoic anhydride;2H-3,1-Benzoxazine-2,4(1H)-dione, 8-fluoro-;8-Fluoroisatoic anhydride;8-Fluoro-2H-3,1-benzoxazine-2,4(1H)-dione, 8-Fluoro-1H-benzo[d][1,3]oxazine-2,4-dione;8-FLUORO-2H-3,1-BENZOXAZINE-2,4(1H)-DIONE
• CAS NO: 174463-53-7
• Molecular Formula: C₈H₄FNO₃
• Molecular Weight: 181.12
• Mol File: 174463-53-7.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• Density: 1.503 g/cm³
• Refractive Index: 1.561
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 3-FLUOROISATOIC ANHYDRIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-FLUOROISATOIC ANHYDRIDE(174463-53-7)
• EPA Substance Registry System: 3-FLUOROISATOIC ANHYDRIDE(174463-53-7)

Safety Data

• Hazardous Substances Data: 174463-53-7(Hazardous Substances Data)

Usage

Description

3-Fluoroisatoic anhydride, with the molecular formula C8H3F3O4, is a white crystalline solid that serves as a crucial chemical compound in the realm of organic synthesis and pharmaceutical research. Characterized by its high reactivity, this versatile building block is instrumental in the production of a wide array of compounds, particularly in the synthesis of complex molecules for various applications. Despite its utility, 3-Fluoroisatoic anhydride is classified as a hazardous chemical, necessitating careful handling by trained professionals within a controlled laboratory environment to avoid skin, eye, and respiratory irritation.

Uses

Used in Pharmaceutical Research:
3-Fluoroisatoic anhydride is utilized as a key intermediate in the development of new pharmaceuticals, leveraging its reactivity to facilitate the synthesis of diverse medicinal compounds. Its role in drug discovery is pivotal, as it can be incorporated into the molecular structures of potential therapeutic agents.
Used in Organic Synthesis:
In the field of organic synthesis, 3-Fluoroisatoic anhydride is employed as a reagent for the production of various organic compounds. Its ability to participate in multiple chemical reactions makes it an indispensable component in the creation of specialty chemicals and advanced materials.
Used in Chemical Research:
3-Fluoroisatoic anhydride also serves as a valuable tool in chemical research, where its unique properties are explored to understand reaction mechanisms and develop innovative synthetic pathways. This contributes to the advancement of chemical knowledge and the discovery of new chemical processes.
Used in the Production of Compounds:
3-Fluoroisatoic anhydride is used as a precursor in the synthesis of a variety of compounds, including those with potential applications in materials science, agrochemicals, and other industries. Its versatility in undergoing different types of chemical reactions makes it a sought-after component in the creation of new and improved products.

InChI:InChI=1/C8H4FNO3/c9-5-3-1-2-4-6(5)10-8(12)13-7(4)11/h1-3H,(H,10,12)

Upstream product

• 652-39-1 3-fluorophthalic anhydride 
• 387-44-0 7-fluoro-1H-indole 
• 75-44-5 phosgene 
• 825-22-9 3-fluoroanthranilic acid 
• 32315-10-9 bis(trichloromethyl) carbonate 

Downstream Products

• 1643368-58-4 6-fluoro-5-(R)-(3-(S)-(8-fluoro-1-methyl-2,4-dioxo-1,2-dihydroquinazolin-3(4H)-yl)-2-methylphenyl)-2-(R)-(2-hydroxypropan-2-yl)-2,3,4,9-tetrahydro-1H-carbazole-8-carboxamide 
• 1433904-02-9 6-chloro-8-fluoro-4-phenyl-2-piperidin-1-yl-quinoline-3-carbonitrile 

Relevant articles and documents

Nitrogen-containing ring derivative inhibitor as well as preparation method and application thereof

The invention relates to a nitrogen-containing ring derivative inhibitor as well as a preparation method and an application thereof. In particular, the present invention relates to a compound represented by general formula (I), a preparation method thereof, a pharmaceutical composition containing the compound, and uses of the compound as a P2X3 inhibitor in treatment of P2X3 receptor dysfunction diseases, especially in treatment of neurogenic diseases.

Target Elucidation by Cocrystal Structures of NADH-Ubiquinone Oxidoreductase of Plasmodium falciparum (PfNDH2) with Small Molecule To Eliminate Drug-Resistant Malaria

Drug-resistant malarial strains have been continuously emerging recently, which posts a great challenge for the global health. Therefore, new antimalarial drugs with novel targeting mechanisms are urgently needed for fighting drug-resistant malaria. NADH-ubiquinone oxidoreductase of Plasmodium falciparum (PfNDH2) represents a viable target for antimalarial drug development. However, the absence of structural information on PfNDH2 limited rational drug design and further development. Herein, we report high resolution crystal structures of the PfNDH2 protein for the first time in Apo-, NADH-, and RYL-552 (a new inhibitor)-bound states. The PfNDH2 inhibitor exhibits excellent potency against both drug-resistant strains in vitro and parasite-infected mice in vivo via a potential allosteric mechanism. Furthermore, it was found that the inhibitor can be used in combination with dihydroartemisinin (DHA) synergistically. These findings not only are important for malarial PfNDH2 protein-based drug development but could also have broad implications for other NDH2-containing pathogenic microorganisms such as Mycobacterium tuberculosis.

Is the 2,3-carbon-carbon bond of indole really inert to oxidative cleavage by Oxone?-Synthesis of isatoic anhydrides from indoles

A recent report has indicated that the oxidizing agent Oxone does not possess the ability to cleave the 2,3-carbon-carbon bond of indole. Work in our laboratory shows that this is not the case. Indole and a variety of aryl ring substituted derivatives readily react to form synthetically important isatoic anhydrides.