437-86-5

Usage

Chemical Properties

Clear light yellow to yellow liquid

InChI:InChI=1/C7H6FNO2/c1-5-3-2-4-6(7(5)8)9(10)11/h2-4H,1H3

Upstream product

• 95-52-3 2-Fluorotoluene 
• 3970-40-9 2-chloro-3-nitrotoluene 
• 762287-58-1 (2-fluoro-3-methylphenyl)boronic acid 
• 13073-29-5 2-methyl-6-nitrophenol 
• 95-48-7 ortho-cresol 

Downstream Products

• 1978-33-2 2-fluoro-3-methyl-aniline 
• 356072-51-0 1-Ethoxycarbonyl-4-[(2-methyl-6-nitrophenyl)amino]piperidine 
• 356072-52-1 4-[(2-Amino-6-methylphenyl)amino]-1-ethoxycarbonylpiperidine 
• 704-37-0 2-fluoro-3-methylacetanilide 
• 386-39-0 N-(1-chloro-vinyl)-N,N'-bis-(2-fluoro-3-methyl-phenyl)-acetamidine 
• 159876-45-6 (2R)-2-(N-(1,1-Dimethylethoxycarbonyl)amino)-5-(5-methyl-2-nitrophenylamino)pentanoic acid 
• 70254-74-9 2,N-dimethyl-6-nitro-aniline 
• 946125-65-1 1-(bromomethyl)-2-fluoro-3- nitrobenzene 
• 957826-44-7 (4-methoxy-phenyl)-(2-methyl-6-nitro-phenyl)-amine 
• 1075282-02-8 tert-butyl N'-(2-methyl-6-nitro-phenyl)-hydrazino-carboxylate 
• 317-46-4 2-fluoro-3-nitro-benzoic acid 
• 1344146-23-1 9-methyl-5-(p-tolyl)pyrrolo[1,2-a]quinoxalin-4(5H)-one 
• 1352609-94-9 3-((dimethylamino)methyl)-2-fluoroaniline 
• 1352609-99-4 4-(2-fluoro-3-nitrobenzyl)morpholine 

Relevant academic research and scientific papers

Synthesis method of 2-fluoro-3-nitrobenzoic acid intermediate raw material

The invention discloses a synthesis method of a 2-fluoro-3-nitrobenzoic acid intermediate raw material. The invention provides a novel synthesis route, and an important medical intermediate can be rapidly and conveniently prepared from cheap and easily available raw materials. The process method comprises the following steps: starting from o-methylphenol, carrying out nitration reaction to selectively generate a key intermediate 2-methyl-6-nitrophenol, carrying out hydroxyl chlorination to generate 2-chloro-3-nitrotoluene, then carrying out fluorination reaction to generate 2-fluoro-3-nitrotoluene, and finally oxidizing methyl under the action of an oxidant to generate 2-fluoro-3-nitrobenzoic acid. The method is not only high in yield, but also suitable for large-scale production.

Ipso Nitration of Aryl Boronic Acids Using Fuming Nitric Acid

The ipso nitration of aryl boronic acid derivatives has been developed using fuming nitric acid as the nitrating agent. This facile procedure provides efficient and chemoselective access to a variety of aromatic nitro compounds. While several activating agents and nitro sources have been reported in the literature for this synthetically useful transformation, this report demonstrates that these processes likely generate a common active reagent, anhydrous HNO3. Kinetic and mechanistic studies have revealed that the reaction order in HNO3 is >2 and indicate that the ?NO2 radical is the active species.

p27 PROTEIN INDUCER

The present invention provides a p27 protein inducing agent comprising a compound represented by general formula (11) below or pharmaceutically acceptable salt thereof as an active ingredient: wherein G 1 , G 2 , G 3 and G 8 are each independently selected from -N= etc., Ring G 6 is selected from divalent aryl etc., A is selected from amino etc., G 4 is selected from oxygen etc., G 5 is selected from oxygen etc., G 7 is selected from -CH 2 - etc., and R 2 is selected from C 1-6 alkyl etc.

Fluorine scanning by nonselective fluorination: Enhancing Raf/MEK inhibition while keeping physicochemical properties

A facile methodology effective in obtaining a set of compounds monofluorinated at various positions (fluorine scan) by chemical synthesis is reported. Direct and nonselective fluorination reactions of our lead compound 1a and key intermediate 2a worked efficiently to afford a total of six monofluorinated derivatives. All of the derivatives kept their physicochemical properties compared with the lead 1a and one of them had enhanced Raf/MEK inhibitory activity. Keeping physicochemical properties could be considered a benefit of monofluorinated derivatives compared with chlorinated derivatives, iodinated derivatives, methylated derivatives, etc. This key finding led to the identification of compound 14d, which had potent tumor growth inhibition in a xenograft model, excellent PK profiles in three animal species, and no critical toxicity.

p27 PROTEIN INDUCER

The present invention provides a p27 protein inducing agent comprising a compound represented by general formula (11) below or pharmaceutically acceptable salt thereof as an active ingredient: wherein G1, G2, G3 and G8 are each independently selected from -N= etc., Ring G6 is selected from divalent aryl etc., A is selected from amino etc., G4 is selected from oxygen etc., G5 is selected from oxygen etc., G7 is selected from -CH2- etc., and R2 is selected from C1-6 alkyl etc.

NOVEL COUMARIN DERIVATIVE HAVING ANTITUMOR ACTIVITY

The present invention provides a compound represented by general formula (1) below or a pharmaceutically acceptable salt thereof: wherein: X is selected from heteroaryl etc., Y1 and Y2 are selected from -N= etc., Y3 and Y4 are selected from -CH= etc., A is selected from sulfamide etc., R1 is selected from hydrogen etc., and R2 is selected from C1-6 alkyl etc. The compound or salt has sufficiently high antitumor activity, and is useful in the treatment of cell proliferative disorders, particularly cancers. The present invention also provides a pharmaceutical composition containing the compound or salt as an active ingredient.

Sulfonation and ipso Substitution in the Course of Nitration of Aromatic Compounds in the System N2O5-SO3-H2O

The nitration of halobenzenes and halotoluenes in the system N2O5-SO3-H2O in the areas of low water contents are accompanied by sulfonation and ipso substitution. The occurence of the latter processes is the chief reason for the observed change in the isomeric distribution and the fall in the yield of nitro products with increasing degree of dehydration of the nitrating mixture. A procedure is proposed which allows quantitative estimation of the contributions of the sulfonation and ipso substitution to the final isomeric distribution of nitro products and calculation of values that characterize the true selectivity of nitration.