946126-94-9

Basic information

• Product Name: methyl 2-fluoro-3-nitrobenzoate
• Synonyms: methyl 2-fluoro-3-nitrobenzoate;Benzoic acid, 2-fluoro-3-nitro-, Methyl ester;2-Fluoro-3-(methoxycarbonyl)nitrobenzene
• CAS NO: 946126-94-9
• Molecular Formula: C₈H₆FNO₄
• Molecular Weight: 199.136
• EINECS: 1533716-785-6
• Mol File: 946126-94-9.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 310.8°C at 760 mmHg
• Flash Point: 141.8°C
• Appearance: /
• Density: 1.388g/cm³
• Vapor Pressure: 0.000586mmHg at 25°C
• Refractive Index: 1.533
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• CAS DataBase Reference: methyl 2-fluoro-3-nitrobenzoate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 2-fluoro-3-nitrobenzoate(946126-94-9)
• EPA Substance Registry System: methyl 2-fluoro-3-nitrobenzoate(946126-94-9)

Safety Data

• Hazardous Substances Data: 946126-94-9(Hazardous Substances Data)

Usage

Uses

Methyl 2-fluoro-3-nitrobenzoate can be used as organic synthesis intermediates and pharmaceutical intermediates, mainly used in laboratory research and development processes and chemical production processes.

Synthesis

A solution of 2-fluoro-3-nitrobenzoic acid (5 g, 27.0 mmol) in MeOH (50 mL) was treated with concentrated H2SO4 (1.4 mL, 27.0 mmol) and the resulting reaction was stirred at 50 °C for 16 h. The solvent was removed under reduced pressure and the residue was diluted with EtO Ac. The organic solution was washed with saturated aqueous NaHCO3 solution until the water phase reached neutral pH. The two phases were separated. Organics were washed with water, brine and dried (Na2SO4). The solution was filtered and concentrated to give crude methyl 2-fluoro-3-nitrobenzoate which was used as is in the next step. (5.1 g, 25.2 mmol, 93 %) as a pale yellow solid.

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

Upstream product

• 437-86-5 2-fluoro-3-nitrotoluene 
• 53553-14-3 2-chloro-3-nitrobenzoic acid methyl ester 
• 67-56-1 methanol 
• 317-46-4 2-fluoro-3-nitro-benzoic acid 
• 3970-35-2 2-chloro-3-nitrobezoic acid 
• 455-68-5 methyl 3-fluorobenzoate 

Downstream Products

• 946126-95-0 (2-fluoro-3-nitrophenyl)methanol 
• 918523-76-9 2-fluoro-3-(propane-1-sulfonylamino)-benzoic acid methyl ester 
• 1195768-27-4 (3-(2-(2-chloropyrimidin-4-yl)acetyl)-2-fluorophenyl)allylcarbamate 
• 1195768-26-3 methyl-3-[(allyloxy)carbonyl]amino-2-fluorobenzoate 
• 1195768-28-5 2-propen-1-yl {3-[5-(2-chloro-4-pyrimidinyl)-2-(1-methylethyl)-1,3-thiazol-4-yl]-2-fluorophenyl}carbamate 
• 1195768-29-6 3-(5-(2-chloropyrimidin-4-yl)-2-isopropylthiazol-4-yl)-2-fluoroaniline 
• 1195768-30-9 allyl(3-(2-tert-butyl-5-(2-chloropyrimidin-4-yl)thiazol-4-yl)-2-fluorophenyl)carbamate 
• 1195768-31-0 3-[2-tert-butyl-5-(2-chloropyrimidin-4-yl)thiazol-4-yl]-2-fluoroaniline 
• 1195768-33-2 2-propen-1-yl {3-[5-(2-chloro-4-pyrimidinyl)-2-(4-morpholinyl)-1,3-thiazol-4-yl]-2-fluorophenyl}carbamate 
• 1195768-34-3 3-(5-(2-chloropyrimidin-4-yl)-2-morpholinothiazol-4-yl)-2-fluoroaniline 
• 1195768-37-6 2-propen-1-yl {3-[5-(2-chloro-4-pyrimidinyl)-2-(tetrahydro-2H-pyran-4-yl)-1,3-thiazol-4-yl]-2-fluorophenyl}carbamate 
• 1195768-38-7 3-[5-(2-chloro-4-pyrimidinyl)-2-(tetrahydro-2H-pyran-4-yl)-1,3-thiazol-4-yl]-2-fluoroaniline 
• 1195769-01-7 4-[4-(3-amino-2-fluorophenyl)-2-(1,1-dimethylethyl)-1,3-thiazol-5-yl]-2-pyrimidinamine 
• 1195769-03-9 2-propen-1-yl {3-[5-(2-amino-4-pyrimidinyl)-2-(1,1-dimethylethyl)-1,3-thiazol-4-yl]-2-fluorophenyl}carbamate 

Relevant articles and documents

From off-to on-target: New BRAF-inhibitor-template-derived compounds selectively targeting mitogen activated protein kinase kinase 4 (MKK4)

The mitogen-activated protein kinase (MAP) kinase 4 (MKK4) was found to be a major regulator of liver regeneration and could be a valuable drug target addressing liver related diseases by restoring its intrinsic regenerative capacity. We report on the synthesis and optimization of novel MKK4 inhibitors following a target-hopping strategy from the FDA-approved BRAFV600E inhibitor PLX4032 (8). Applying an iterative multi-parameter optimization process we carved out essential structural features yielding in compounds with a low nanomolar affinity for MKK4 and excellent selectivity profiles against the main off-targets MKK7 and JNK1, which, upon relevant inhibition, would totally abrogate the pro-regenerative effect of MKK4 inhibition, as well as against the off-targets MAP4K5, ZAK and BRAF with selectivity factors ranging from 40 to 430 for our best-balanced compounds 70 and 73.

PROTEIN KINASE INHIBITORS FOR PROMOTING LIVER REGENERATION OR REDUCING OR PREVENTING HEPATOCYTE DEATH

The invention relates to MKK4 (mitogen-activated protein kinase 4) and their use in promoting liver regeneration or reducing or preventing hepatocyte death. The MKK4 inhibitors selectively inhibit protein kinase MKK4 over protein kinases JNK and MKK7.

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.