392-09-6

Basic information

• Product Name: METHYL 2-FLUORO-4-NITROBENZENECARBOXYLATE
• Synonyms: METHYL 2-FLUORO-4-NITROBENZENECARBOXYLATE;METHYL 2-FLUORO-4-NITROBENZOATE;3-Fluoro-4-(methoxycarbonyl)nitrobenzene;Benzoic acid, 2-fluoro-4-nitro-, Methyl ester
• CAS NO: 392-09-6
• Molecular Formula: C₈H₆FNO₄
• Molecular Weight: 199.14
• EINECS: 206-873-6
• Mol File: 392-09-6.mol
• Article Data: 16

Chemical Properties

• Melting Point: 73-75°C
• Boiling Point: 314.6 °C at 760 mmHg
• Flash Point: 144.1 °C
• Appearance: /
• Density: 1.388
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: METHYL 2-FLUORO-4-NITROBENZENECARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 2-FLUORO-4-NITROBENZENECARBOXYLATE(392-09-6)
• EPA Substance Registry System: METHYL 2-FLUORO-4-NITROBENZENECARBOXYLATE(392-09-6)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 392-09-6(Hazardous Substances Data)

Usage

General Description

Methyl 2-fluoro-4-nitrobenzenecarboxylate is a chemical compound which belongs to the class of organic compounds known as nitrobenzenes. These are compounds containing a nitrobenzene moiety, which consists of a benzene ring with a nitro group attached to it. Methyl 2-fluoro-4-nitrobenzenecarboxylate is a relatively unexplored compound that could have potential use in various chemical and pharmaceutical industries. It is important to handle it with care because like many chemicals, it could have hazardous effects. Always consult safety procedures when dealing with this chemical compound.

InChI:InChI=1/C8H6FNO4/c1-14-8(11)6-3-2-5(10(12)13)4-7(6)9/h2-4H,1H3

Upstream product

• 403-24-7 2-fluoro-4-nitrobenzoic acid 
• 67-56-1 methanol 
• 1427-07-2 2-fluoro-4-nitrotoluene 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 505083-04-5 3-fluoro-4-methoxycarbonylphenylboronic acid 
• 18959-17-6 2,4-dinitro-benzoic acid methyl ester 
• 186581-53-3 diazomethane 

Downstream Products

• 476352-59-7 2-(3-cyano-phenoxy)-4-nitro-benzoic acid methyl ester 
• 232950-90-2 5-(S)-Acetamidomethyl-3-[4'-formyl-3'-fluorophenyl]oxazolidine-2-one 
• 840501-15-7 (4-amino-2-fluorophenyl)methanol 
• 840501-16-8 (3-fluoro-4-hydroxymethyl-phenyl)-carbamic acid benzyl ester 
• 840501-17-9 [4-(tert-butyl-dimethyl-silanyloxymethyl)-3-fluoro-phenyl]-carbamic acid benzyl ester 
• 1235865-76-5 2-((1H-pyrrolo[2,3-b]pyridin-5-yl)oxy)-4-(4-((4’-chloro-5,5-dimethyl-3,4,5,6-tetrahydro-[1,1’-biphenyl]-2-yl)methyl)piperazin-1-yl)benzoic acid methyl ester 
• 1235865-77-6 [2-((1H-pyrrolo [2,3-b]pyridin-5-yl)oxy)-4-(4-((4’-chloro-5,5-dimethyl-3,4,5,6-tetrahydro-[1,1’-biphenyl]-2-yl)methyl)piperazin-1-yl)benzoic acid] 
• 1257044-40-8 2-((1H-pyrrolo[2,3-b]pyridin-5-yl)oxy)-4-(4-((4'-chloro-5,5-dimethyl-3,4,5,6-tetrahydro-[1,1-biphenyl]-2-yl)methyl)piperazin-1-yl)-N-((3-nitro-4-(((tetrahydro-2H-pyran-4-yl)methyl)amino)phenyl)sulfonyl)benzamide 
• 1257044-57-7 methyl (2-((1H-pyrrole[2,3-b]pyridin-5-yl)oxy)-4-(piperazin-1-yl))benzoate 
• 1341785-86-1 3-fluoro-4-(methoxymethyl)aniline 
• 1272527-74-8 4-(3-chloro-4,5-diisopropoxybenzamido)-2-fluorobenzoic acid 

Relevant articles and documents

N-Nitroheterocycles: Bench-Stable Organic Reagents for Catalytic Ipso-Nitration of Aryl- And Heteroarylboronic Acids

Photocatalytic and metal-free protocols to access various aromatic and heteroaromatic nitro compounds through ipso-nitration of readily available boronic acid derivatives were developed using non-metal-based, bench-stable, and recyclable nitrating reagents. These methods are operationally simple, mild, regioselective, and possess excellent functional group compatibility, delivering desired products in up to 99% yield.

Discovery of Nonpungent Transient Receptor Potential Vanilloid 1 (TRPV1) Agonist as Strong Topical Analgesic

Paradoxically, some TRPV1 agonists are, at the organismal level, both nonpungent and clinically useful as topical analgesics. Here, we describe the scaled-up synthesis and characterization in mouse models of a novel, nonpungent vanilloid. Potent analgesic activity was observed in models of neuropathic pain, and the compound blocked capsaicin induced allodynia, showing dermal accumulation with little transdermal absorption. Finally, it displayed much weaker systemic toxicity compared to capsaicin and was negative in assays of genotoxicity.

Sulfonylpiperidines as novel, antibacterial inhibitors of Gram-positive thymidylate kinase (TMK)

Thymidylate kinase (TMK) is an essential enzyme for DNA synthesis in bacteria, phosphorylating deoxythymidine monophosphate (dTMP) to deoxythymidine diphosphate (dTDP), and thus is a potential new antibacterial drug target. Previously, we have described the first potent and selective inhibitors of Gram-positive TMK, leading to in vivo validation of the target. Here, a structure-guided design approach based on the initial series led to the discovery of novel sulfonylpiperidine inhibitors of TMK. Formation of hydrogen bonds with Arg48 in Staphylococcus aureus TMK was key to obtaining excellent enzyme affinity, as verified by protein crystallography. Replacement of a methylene linker in the series by a sulfonamide was accomplished with retention of binding conformation. Further optimization of log D yielded phenol derivative 11, a potent inhibitor of TMK showing excellent MICs against a broad spectrum of Gram-positive bacteria and >105 selectivity versus the human TMK homologue.