268734-34-5

Basic information

• Product Name: Methyl 4-cyano-3-fluorobenzoate
• Synonyms: 2-fluoro-4-(Methoxycarbonyl)benzonitrile
• CAS NO: 268734-34-5
• Molecular Formula: C₉H₆FNO₂
• Molecular Weight: 179.15
• Product Categories: Fluorine series
• Mol File: 268734-34-5.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 294.9 °C at 760 mmHg
• Flash Point: 132.1 °C
• Appearance: /
• Density: 1.27 g/cm³
• Vapor Pressure: 0.00158mmHg at 25°C
• Refractive Index: 1.515
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: Methyl 4-cyano-3-fluorobenzoate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 4-cyano-3-fluorobenzoate(268734-34-5)
• EPA Substance Registry System: Methyl 4-cyano-3-fluorobenzoate(268734-34-5)

Safety Data

• Hazardous Substances Data: 268734-34-5(Hazardous Substances Data)

Usage

General Description

Methyl 4-cyano-3-fluorobenzoate is a chemical compound that belongs to the class of organic compounds known as benzoic acid esters. It is primarily used in the field of organic synthesis as a starting material for the production of various pharmaceuticals and agrochemicals. Its molecular formula is C9H6FNO2 and it has a molecular weight of 167.15 g/mol. Methyl 4-cyano-3-fluorobenzoate is a white solid at room temperature, with a melting point of 79-83 degrees Celsius. It is a versatile compound that has a wide range of applications in the chemical and pharmaceutical industries.

InChI:InChI=1/C9H6FNO2/c1-13-9(12)6-2-3-7(5-11)8(10)4-6/h2-4H,1H3

Upstream product

• 67-56-1 methanol 
• 201230-82-2 carbon monoxide 
• 105942-08-3 4-bromo-6-fluorobenzonitrile 
• 176508-81-9 4-cyano-3-fluorobenzoic acid 
• 77-78-1 dimethyl sulfate 

Downstream Products

• 737802-21-0 4-cyano-3-isopropylideneaminooxy-benzoic acid methyl ester 
• 1008520-25-9 2-Fluoro-4-(1,5,5-trimethyl-7-oxo-4,5,6,7-tetrahydro-1H-indol-3-yl)-benzonitrile 
• 1008520-26-0 2-[(Tetrahydro-furan-2-ylmethyl)-amino]-4-(1,5,5-trimethyl-7-oxo-4,5,6,7-tetrahydro-1H-indol-3-yl)-benzonitrile 
• 1008520-27-1 2-[(Tetrahydro-furan-2-ylmethyl)-amino]-4-(1,5,5-trimethyl-7-oxo-4,5,6,7-tetrahydro-1H-indol-3-yl)-benzamide 
• 101048-76-4 4-cyano-3-fluorobenzaldehyde 
• 744200-36-0 methyl 4-((tert-butoxycarbonylamino)methyl)-3-fluorobenzoate 
• 501904-27-4 methyl 3-aminobenzo[d]isoxazole-6-carboxylate 
• 222978-03-2 4-cyano-3-fluorobenzylbromide 
• 1267508-19-9 C₁₁H₆ClN₃O 
• 1267507-40-3 4-cyano-N-[2-ethyl-4-(1,1,1,2,3,3,3-heptafluoropropan-2-yl)-6-methylphenyl]-3-(1H-pyrazol-1-yl)benzamide 
• 1267508-16-6 4-cyano-3-(1H-pyrazol-1-yl)benzoic acid 
• 1267508-15-5 methyl 4-cyano-3-(1H-pyrazol-1-yl)benzoate 
• 1044945-84-7 methyl 4-[amino(hydroxyimino)methyl]-3-fluorobenzoate 
• 222978-02-1 2-fluoro-4-(hydroxymethyl)benzonitrile 

Relevant articles and documents

Optimization of Substrate-Analogue Furin Inhibitors

The proprotein convertase furin is a potential target for drug design, especially for the inhibition of furin-dependent virus replication. All effective synthetic furin inhibitors identified thus far are multibasic compounds; the highest potency was found for our previously developed inhibitor 4-(guanidinomethyl)phenylacetyl-Arg-Tle-Arg-4-amidinobenzylamide (MI-1148). An initial study in mice revealed a narrow therapeutic range for this tetrabasic compound, while significantly reduced toxicity was observed for some tribasic analogues. This suggests that the toxicity depends at least to some extent on the overall multibasic character of this inhibitor. Therefore, in a first approach, the C-terminal benzamidine of MI-1148 was replaced by less basic P1 residues. Despite decreased potency, a few compounds still inhibit furin in the low nanomolar range, but display negligible efficacy in cells. In a second approach, the P2 arginine was replaced by lysine; compared to MI-1148, this furin inhibitor has slightly decreased potency, but exhibits similar antiviral activity against West Nile and Dengue virus in cell culture and decreased toxicity in mice. These results provide a promising starting point for the development of efficacious and well-tolerated furin inhibitors.

Palladium-catalyzed carbonylation reactions of aryl bromides at atmospheric pressure: A general system based on xantphos

(Chemical Equation Presented) A method for the Pd-catalyzed carbonylation of aryl bromides has been developed using Xantphos as the ligand. This method is effective for the direct synthesis of Weinreb amides, 1° and 2° benzamides, and methyl esters from the corresponding aryl bromides at atmospheric pressure. In addition, a putative catalytic intermediate, (Xanphos)Pd(Br)benzoyl, was prepared and an X-ray crystal structure was obtained revealing an unusual cis-coordination mode of Xantphos in this palladium-acyl complex.

INDOLE-DERIVATIVE MODULATORS OF STEROID HORMONE NUCLEAR RECEPTORS

The present invention provides a compound of formula I or a pharmaceutically acceptable salt thereof, pharmaceutical compositions comprising an effective amount of a compound of Formula I in combination with a suitable carrier, diluent, or excipient, and methods for treating physiological disorders, particularly congestive heart disease, comprising administering to a patient in thereof an effective amount of a compound of Formula I.