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

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

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

Downstream Products

• 1643368-58-4 BMS-986142 
• 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 

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.

Synthesis of Ring-Fused, N-Substituted 4-Quinolinones Using p Ka-Guided, Base-Promoted Annulations with Isatoic Anhydrides: Total Synthesis of Penicinotam

An anionic annulation strategy employing isatoic anhydrides and a wide assortment of enolizable partners was developed to afford over 80 novel ring-fused, N-substituted 4-quinolinones, an underrepresented privileged template. Multiple factors governing the efficiency of the transformation were determined, resulting in a reliable and tunable synthetic platform applicable for a broad range of substrates with variable deprotonation susceptibility, such as tetramic and tetronic acids, cyclic 1,3-diketones, and cycloalkanones. Application to the synthesis of bioactive, pyrrolizine-fused 4-quinolinone, penicinotam 3, resulted in the most brief and highest yielding total synthesis of the alkaloid in three steps and a 36% overall yield.

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.

Isatoic anhydride and its process for synthesis of derivatives of

The invention discloses a synthesis method of isatoic anhydride and a derivative thereof, relating to the technical field of chemical synthesis. In the presence of catalysis of an organic selenium catalyst, isatin or a derivative thereof is oxidized by using hydrogen peroxide to prepare the isatoic anhydride and the derivative thereof. The synthesis method disclosed by the invention is simple and easily available in raw materials, low in cost, clean in oxidizing agent, free from a metal catalyst, and environmentally friendly, can be carried out in a neutral environment, and is small in corrosion to equipment.

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.

Structure-activity relationships of a series of substituted benzamides: Potent D2/5-HT2 antagonists and 5-HT1a agonists as neuroleptic agents

A series of substituted (4-(4-(1,2-benzisothiazol-3-yl)-1-piperazinyl)butyl)benzamide derivatives was prepared and evaluated as potential atypical antipsychotic agents. The target compounds were readily prepared from their benzoyl chloride, benzoic acid, or isatoic anhydride precursors, and they were evaluated in vitro for their ability to bind to dopamine D2, serotonin 5-HT2, and serotonin 5-HT1a receptors. To assess the potential antipsychotic activity of these compounds, we investigated their ability to inhibit the apomorphine-induced climbing response in mice. Selected compounds were evaluated further to determine their side-effect potentials. Structure-activity relationships of both mono- and polysubstituted benzamides are discussed herein. While several analogues had potent in vitro and in vivo activities indicative of potential atypical antipsychotic activity, anthranilamide 77 (1192U90) demonstrated a superior pharmacological profile. As a result of this investigation, 1192U90 (2-amino-N-(4-(4-(1,2-benzisothiazol-3-yl)-1-piperazinyl)butyl)benzamide hydrochloride) was selected for further evaluation and is currently in phase I clinical trials as a potential atypical antipsychotic agent.