2369-11-1

Basic information

• Product Name: 5-Fluoro-2-nitroaniline
• Synonyms: 5-FLUORO-2-NITROANILINE;2-nitro-5-fluoroaniline;5-FLUORO-2-NITROBENZENAMINE;5-Fluoro-2-nitro-1-benzenamine;(5-fluoro-2-nitro-phenyl)amine;5-Fluoro-2-nitroanil;2-Amino-4-fluoronitrobenzene;BenzenaMine, 5-fluoro-2-nitro-
• CAS NO: 2369-11-1
• Molecular Formula: C₆H₅FN₂O₂
• Molecular Weight: 156.11
• EINECS: 219-128-5
• Product Categories: Anilines, Aromatic Amines and Nitro Compounds
• Mol File: 2369-11-1.mol
• Article Data: 27

Chemical Properties

• Melting Point: 96.0 to 100.0 °C
• Boiling Point: 295.5 °C at 760 mmHg
• Flash Point: 132.5 °C
• Appearance: /Solid
• Density: 1.448 g/cm³
• Vapor Pressure: 0.00152mmHg at 25°C
• Refractive Index: 1.603
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: -1.36±0.25(Predicted)
• Water Solubility: Slightly soluble in water.
• CAS DataBase Reference: 5-Fluoro-2-nitroaniline(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Fluoro-2-nitroaniline(2369-11-1)
• EPA Substance Registry System: 5-Fluoro-2-nitroaniline(2369-11-1)

Safety Data

• Hazard Codes: Xi,T
• Statements: 23/24/25-33-52/53-36/37/38
• Safety Statements: 28-36/37-45-61-24/25-22
• HazardClass: IRRITANT
• Hazardous Substances Data: 2369-11-1(Hazardous Substances Data)

Usage

Chemical Properties

White to light yellow crystal

Uses

5-Fluoro-2-nitroaniline as a intermediate in organic synthesis.

InChI:InChI=1/C6H5FN2O2/c7-4-1-2-6(9(10)11)5(8)3-4/h1-3H,8H2

Upstream product

• 446-35-5 2,4-Difluoronitrobenzene 
• 108-95-2 phenol 
• 106-44-5 p-cresol 
• 106-48-9 4-chloro-phenol 
• 123-07-9 4-Ethylphenol 
• 99-89-8 4-Isopropylphenol 
• 98-54-4 para-tert-butylphenol 
• 350-46-9 4-Fluoronitrobenzene 
• 41860-64-4 4-fluoro-2-iodo-1-nitrobenzene 
• 124-38-9 carbon dioxide 
• 372-19-0 meta-fluoroaniline 
• 108-43-0 3-monochlorophenol 
• 372-20-3 3-fluorophenol 
• 150-76-5 4-methoxy-phenol 

Downstream Products

• 606966-07-8 N-(5-Fluoro-2-nitro-phenyl)-2-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyloxy)-acetamide 
• 668435-05-0 {[(2S,5R)-4-(3-amino-4-nitrophenyl)-5-methylmorpholin-2-yl]methyl}dimethylamine 
• 668435-01-6 {[(2R,5R)-4-(3-amino-4-nitrophenyl)-5-methylmorpholin-2-yl]methyl}dimethylamine 
• 1001414-69-2 C₁₄H₁₉N₃O₇ 
• 131885-90-0 4-[1,2,4]Triazol-1-yl-benzene-1,2-diamine 
• 131886-10-7 4-Benzoimidazol-1-yl-benzene-1,2-diamine 
• 153505-36-3 4-bromo-5-fluoro-2-nitroaniline 
• 54030-07-8 C₉H₁₂N₂O₄ 
• 345-14-2 N-methylcarbonyl 2-nitro-5-fluoroaniline 
• 41860-64-4 4-fluoro-2-iodo-1-nitrobenzene 
• 911825-80-4 N₄-(2,6-difluorobenzyl)-N₂-(5-fluoro-2-nitrophenyl)-5-nitropyrimidine-2,4-diamine 
• 131885-76-2 2-nitro-5-(1,2,4-triazol-1-yl)aniline 
• 611226-19-8 5-(4-Cyclopentyl-piperazin-1-yl)-2-nitro-phenylamine 
• 694533-01-2 (3S)-[1-(3-amino-4-nitrophenyl)pyrrolidin-3-yl]dimethylamine 

Relevant articles and documents

Zur Synthese sulfonierter Derivate von 4-Fluoranilin

Syntheses of Sulfonated Derivatives of 4-Fluoroaniline; Synthesis of 2-amino-5-fluorobenzenesulfonic acid (2) was achieved by baking the hydrogen sulfate of 4-fluoroaniline (1).Sulfonation of p-fluoroacetanilide (4) with oleum followed by hydrolysis gave 5-amino-2-fluorobenzenesulfonic acid (3).The same reaction with 1 yielded 3 in an impure state.The structures of 2 and 3 were confirmed by converting the diazonium chlorides derived from 5-fluoro-2-nitroaniline (5) and from 2-fluoro-5-nitroaniline (8) to 5-fluoro-2-nitrobenzenesulfonyl chloride (6) and 2-fluoro-5-nitrobenzenesulfonyl chloride (9), respectively, followed by hydrolysis of 6 to 5-fluoro-2-nitrobenzenesulfonic acid (7), and of 9 to 2-fluoro-5-nitrobenzenesulfonic acid (10), and by final reduction.Compound 10 was also obtained by sulfonation of 1-fluoro-4-nitrobenzene (11) with oleum.

From methylene bridged diindole to carbonyl linked benzimidazoleindole: Development of potent and metabolically stable PCSK9 modulators

Proprotein convertase subtilisin/kexin type 9 (PCSK9) is a recently validated therapeutic target for lowering low-density lipoprotein cholesterol (LDL-C). Through phenotypic screening, we previously discovered a class of small-molecules with a 2,3′-diindolymethane (DIM) skeleton that can decrease the expression of PCSK9. But these compounds have low potency and low metabolically stability. After performing structure-activity relationship (SAR) optimization by nitrogen scan, deuterium substitution and fluorine scan, we identified a series of much more potent and metabolically stable PCSK9 modulators. A preliminary in vivo pharmacokinetic study was performed for representative analogues difluorodiindolyketone (DFDIK) 12 and difluorobenzoimidazolylindolylketone (DFBIIK-1) 13. The in vitro metabolic stability correlate well with the in vivo data. The most potent compound 21 has the EC50 of 0.15 nM. Our SAR studies also indicated that the NH on the indole ring of 21 can tolerate more function groups, which may facilitate the mechanism of action studies and also allow further improvement of the pharmacological properties.

Fluorinated 2-Amino-4-(Benzylamino)Phenylcarbamate Derivatives

The invention relates to fluorinated compounds and their use as anti-epileptic, muscle-relaxing, fever-reducing and peripherally analgesically acting medications and as imaging agents. Novel fluorinated 2-amino-4-(benzylamino)phenyl carbamate derivatives of ezogabine and pharmaceutically acceptable salts or solvates thereof and their use are described.