709-46-6

Usage

Uses

Used in Pharmaceutical Industry:
2-Fluoro-5-nitrobenzoyl chloride is used as a key intermediate in the synthesis of various pharmaceutical compounds. Its reactivity as an acyl chloride allows for the preparation of a wide range of derivatives, contributing to the development of new drugs and therapeutic agents.
Used in Agrochemical Industry:
In the agrochemical industry, 2-fluoro-5-nitrobenzoyl chloride is utilized as a versatile building block for the synthesis of various agrochemicals. Its unique properties enable the creation of effective pesticides, herbicides, and other agricultural chemicals that help protect crops and enhance agricultural productivity.
Used in Dye and Pigment Production:
2-Fluoro-5-nitrobenzoyl chloride is used as a key component in the production of dyes and pigments. Its chemical structure allows for the development of a variety of colorants used in various applications, including textiles, plastics, and printing inks.
Used in Specialty Chemicals:
As a building block in the synthesis of specialty chemicals, 2-fluoro-5-nitrobenzoyl chloride contributes to the development of unique and high-performance chemical products. Its versatility in organic synthesis enables the creation of innovative compounds for various industries, including coatings, adhesives, and advanced materials.

InChI:InChI=1/C7H3ClFNO3/c8-7(11)5-3-4(10(12)13)1-2-6(5)9/h1-3H

Upstream product

• 713-20-2 2-Fluor-5-nitrophenylchloroform 
• 488-98-2 α,α,α-trichloro-2-fluorotoluene 
• 79-37-8 oxalyl dichloride 
• 7304-32-7 2-fluoro-5-nitrobenzoic acid 
• 96-43-5 2-thienyl chloride 
• 2516-96-3 2-chloro-5-nitrobenzoic acid 
• 445-29-4 o-fluoro-benzoic acid 

Downstream Products

• 116931-47-6 2-fluoro-5-nitro-N-piperidinobenzamide 
• 116931-49-8 2-chloro-N',N'-dimethyl-5-nitrobenzohydrazide 
• 454705-03-4 (8S,11S,14S)-14-Benzyl-11-(4-hydroxy-benzyl)-2-nitro-10,13,16-trioxo-7,8,9,10,11,12,13,14,15,16-decahydro-6H-5-thia-9,12,15-triaza-benzocyclotetradecene-8-carboxylic acid amide 
• 454705-04-5 (8S,11S,14S)-11-Benzyl-14-((S)-sec-butyl)-2-nitro-10,13,16-trioxo-7,8,9,10,11,12,13,14,15,16-decahydro-6H-5-thia-9,12,15-triaza-benzocyclotetradecene-8-carboxylic acid amide 
• 599203-25-5 2-(2-fluoro-5-nitrophenyl)-5-bromobenzoxazole 
• 599203-06-2 2-(3-nitro-6-fluorophenyl)benzoxazole 
• 330636-53-8 1-{3-fluoro-4-[4-(2-fluoro-5-nitro-benzoyl)-piperazin-1-yl]-phenyl}-ethanone 
• 222162-13-2 Methyl 5-(2-fluoro-5-nitrobenzoyl)furan-2-carboxylate 
• 1096342-63-0 C₁₄H₁₁FN₂O₄ 

Relevant academic research and scientific papers

Rational Design of Specific Recognition Molecules for Simultaneously Monitoring of Endogenous Polysulfide and Hydrogen Sulfide in the Mouse Brain

A biosensor was created for the simultaneous monitoring of endogenous H2Sn and H2S in mouse brains and exploring their roles in activation of the TRPA1 channel under two types of brain disease models: ischemia and Alzheimer's disease (AD). Based on DFT calculations and electrochemical measurements, two probes, 3,4-bis((2-fluoro-5-nitrobenzoyl)oxy)-benzoic acid (MPS-1) and N-(4-(2,5-dinitrophenoxy) phenyl)-5-(1, 2-dithiolan-3-yl)pentanamide (MHS-1), were synthesized for specific recognition of H2Sn and H2S. Through co-assembly of the two probes at the mesoporous gold film with good anti-biofouling ability and electrocatalytic activity, this microsensor showed high selectivity for H2Sn and H2S against potential biological interferences. The biosensor can simultaneously determine the concentration of H2Sn from 0.2 to 50 μm, as well as that of H2S from 0.2 to 40 μm. The expression of TRPA1 protein positively correlated with levels of H2Sn under both ischemia and AD.

A near-infrared fluorescent probe that can image endogenous hydrogen polysulfidesin vivoin tumour-bearing mice

Hydrogen polysulfides (H2Sn,n> 1), which are important reactive sulfur species, play crucial roles in H2S-related bioactivities, including antioxidation, cytoprotection, activation of ion channels, transcription factor functions and tumour suppression. Monitoring H2Snin vivois of significant interest for exploring the physiological roles of H2Snand the exact mechanisms of H2Sn-related diseases. Herein, we conceive a novel near-infrared fluorescent probe, NIR-CPS, that is used to detect H2Snin living cells andin vivo. With the advantages of high sensitivity, good selectivity and a remarkably large Stokes shift (100 nm), NIR-CPS was successfully applied in visualizing H2Snin living cells and mice. More importantly, NIR-CPS monitored H2Snstimulated by lipopolysaccharide in tumour-bearing mice. These results demonstrate that the NIR-CPS probe is a potentially powerful tool for the detection of H2Snin vivo, thus providing a valuable approach in H2Sn-related medical research.

A single fluorescent probe for one- and two-photon imaging hydrogen sulfide and hydrogen polysulfides with different fluorescence signals

Reactive sulfur species (RSS), primarily containing glutathione (GSH), cysteine (Cys), hydrogen sulfide (H2S) and hydrogen polysulfides (H2Sn, n > 1), were crucial endogenous biological signal molecules. Among them, H

Discovery and Characterization of Clinical Candidate LXE408 as a Kinetoplastid-Selective Proteasome Inhibitor for the Treatment of Leishmaniases

Visceral leishmaniasis is responsible for up to 30,000 deaths every year. Current treatments have shortcomings that include toxicity and variable efficacy across endemic regions. Previously, we reported the discovery of GNF6702, a selective inhibitor of t

Oxidative induction of β-turn conformations in cyclic peptidomimetics: Conformational analyses as indicators of configuration

Solid-phase syntheses of the cyclic peptidomimetics 1-4 were performed. Sulfide 1 and sulfoxide 3 did not tend to exist in β-turn conformations in solution, but the sulfone 2 and the epimeric sulfoxide 4 did. The assignment of configuration of the sulfoxi

A NIR fluorescent chemodosimeter for imaging endogenous hydrogen polysulfides via the CSE enzymatic pathway

Sodium polysulfides (Na2Sn, n > 1) as important raw materials in the chemical industry can afford hydrogen polysulfides (H2Sn, n > 1) under physiological conditions. Hydrogen polysulfides are important reactive sulfide species that play crucial roles in biological systems. The simple detection of H2Sn in solution and biosystems becomes very important as a consequence of the foregoing applications. Herein, we report a NIR fluorescent chemodosimeter, Cy-Sn, displaying turn-on fluorescence after reaction with H2Sn, which exhibits good selectivity and sensitivity in solution and biosystems. Moreover, it was applied successfully to monitor endogenous hydrogen polysulfides via the cystathionine γ-lyase (CSE) enzymatic pathway during inflammation and anti-inflammation in living RAW 264.7 cells. Mouse experiments indicated that this chemodosimeter has good potential to be employed in the imaging of living biosystems.

A highly selective fluorescent probe for hydrogen polysulfides in living cells based on a naphthalene derivative

Hydrogen polysulfides (H2Sn, n > 1) are members of reactive sulfur species (RSS) and signaling molecules derived from hydrogen sulfide (H2S). Recently, the functions of H2Sn in physiological and patho

Polyhydrogen sulfide fluorescent probe as well as preparation method and application thereof

The invention relates to a polyhydrogen sulfide fluorescent probe as well as a preparation method and application thereof. The fluorescent probe AIE-PS2 has the advantages of relatively large Stokes shift (254nm), good selectivity, high sensitivity, low d

A Dinuclear Persulfide-Bridged Ruthenium Compound is a Hypoxia-Selective Hydrogen Sulfide (H2S) Donor

Hydrogen sulfide (H2S) is a gaseous molecule that has received attention for its role in biological processes and therapeutic potential in diseases, such as ischemic reperfusion injury. Despite its clinical relevance, delivery of H2S to biological systems is hampered by its toxicity at high concentrations. Herein, we report the first metal-based H2S donor that delivers this gas selectively to hypoxic cells. We further show that H2S release from this compound protects H9c2 rat cardiomyoblasts from an in vitro model of ischemic reperfusion injury. These results validate the utility of redox-activated metal complexes as hypoxia-selective H2S-releasing agents for use as tools to study the role of this gaseous molecule in complex biological systems.

New cysteine protease inhibitors: Electrophilic (Het)arenes and unexpected prodrug identification for the trypanosoma protease rhodesain

Electrophilic (het)arenes can undergo reactions with nucleophiles yielding π- or Meisenheimer (σ-) complexes or the products of the SNAr addition/elimination reactions. Such building blocks have only rarely been employed for the design of enzyme inhibitors. Herein, we demonstrate the combination of a peptidic recognition sequence with such electrophilic (het)arenes to generate highly active inhibitors of disease-relevant proteases. We further elucidate an unexpected mode of action for the trypanosomal protease rhodesain using NMR spectroscopy and mass spectrometry, enzyme kinetics and various types of simulations. After hydrolysis of an ester function in the recognition sequence of a weakly active prodrug inhibitor, the liberated carboxylic acid represents a highly potent inhibitor of rhodesain (Ki = 4.0 nM). The simulations indicate that, after the cleavage of the ester, the carboxylic acid leaves the active site and re-binds to the enzyme in an orientation that allows the formation of a very stable π-complex between the catalytic dyad (Cys-25/His-162) of rhodesain and the electrophilic aromatic moiety. The reversible inhibition mode results because the SNAr reaction, which is found in an alkaline solvent containing a low molecular weight thiol, is hindered within the enzyme due to the presence of the positively charged imidazolium ring of His-162. Comparisons between measured and calculated NMR shifts support this interpretation.