57805-85-3

Usage

Uses

Used in Medicinal Chemistry:
3-AMINO-BENZOFURAN-2-CARBOXYLIC ACID METHYL ESTER is used as a key intermediate in the synthesis of various pharmaceutical compounds for its potential to exhibit pharmacological activities and biological effects.
Used in Drug Development:
In the pharmaceutical industry, 3-AMINO-BENZOFURAN-2-CARBOXYLIC ACID METHYL ESTER serves as a building block for developing new drugs, leveraging its chemical properties to create molecules with therapeutic potential.
Used in Organic Synthesis:
3-AMINO-BENZOFURAN-2-CARBOXYLIC ACID METHYL ESTER is utilized as a versatile intermediate in organic synthesis, allowing for the creation of a wide range of organic compounds for various applications, including but not limited to, the development of agrochemicals, dyes, and other specialty chemicals.

InChI:InChI=1/C10H9NO3/c1-13-10(12)9-8(11)6-4-2-3-5-7(6)14-9/h2-5H,11H2,1H3

Upstream product

• 96-35-5 glycolic acid methyl ester 
• 394-47-8 2-fluorobenzonitrile 
• 611-20-1 salicylonitrile 
• 96-32-2 bromoacetic acid methyl ester 
• 34844-79-6 methyl 2-(2-cyanophenoxy)ethanoate 

Downstream Products

• 159181-18-7 methyl 3-<(phenylmethoxy)aminocarbonylamino>-2-benzofurancarboxylate 
• 1139838-99-5 3-(2-bromo-2-phenyl-acetylamino)-benzofuran-2-carboxylic acid methyl ester 
• 1258206-52-8 3-[2-(4-bromo-phenoxy)-acetylamino]-benzofuran-2-carboxylic acid methyl ester 
• 1258206-55-1 3-(3-phenyl-propionylamino)-benzofuran-2-carboxylic acid methyl ester 
• 62208-68-8 1,2,3,4-Tetrahydro-2,4-dioxobenzofuro<3,2-d>pyrimidine 

Relevant academic research and scientific papers

Design, Synthesis, in Vitro, and in Vivo Anticancer and Antiangiogenic Activity of Novel 3-Arylaminobenzofuran Derivatives Targeting the Colchicine Site on Tubulin

(Figure Presented) A new series of compounds characterized by the presence of a 2-methoxy/ethoxycarbonyl group, combined with either no substituent or a methoxy group at each of the four possible positions of the benzene portion of the 3-(3′,4′,5′-trimeth

One-Pot Synthesis of 4-Quinolone via Iron-Catalyzed Oxidative Coupling of Alcohol and Methyl Arene

Herein, we describe the iron(III)-catalyzed oxidative coupling of alcohol/methyl arene with 2-amino phenyl ketone to synthesize 4-quinolone. Alcohols and methyl arenes are oxidized to the aldehyde in the presence of an iron catalyst and di-tert-butyl peroxide, followed by a tandem process, condensation with amine/Mannich-type cyclization/oxidation, to complete the 4-quinolone ring. This method tolerates various kinds of functional groups and provides a direct approach to the synthesis of 4-quinolones from less functionalized substrates.

Red phosphorescent compound and organic light-emitting device using same

The invention relates to a red phosphorescent compound and an organic light-emitting tube device using the same, in particular to a soluble phosphorescent compound with excellent color purity, high brightness and high light-emitting efficiency, and an organic light emitting diode (OLED) device using the same. The structural formula of the phosphorescent compound is shown as (I) (please see the specifications for the formula (I)); and in the structural formula (I), R is independently selected from the following structure (please see the specifications for the formula), wherein Ar is independently selected from one of C6-C30 aryl and C2-C30 heteroaryl, the C6-C30 aryl is selected from one of phenyl, naphthyl, xenyl, terphenyl and phenanthryl, and the C2-C30 heteroaryl is selected from one ofpyridyl, bipyridyl, quinolyl, isoquinolyl, phenanthroline and triazinyl. According to the phosphorescent compound, the chemical formula shown as the formula (I) is used as a light-emitting layer of the OLED device, and the phosphorescent compound has the excellent color purity, excellent brightness, and the prolonged durability effect.

1,3-dipolar cycloaddition in the preparation of new fused heterocyclic compounds via thermal initiation

This paper describes the synthesis of precursors with a benzo[b]furan skeleton for the intramolecular 1,3-dipolar cycloaddition of azomethine ylides prepared from N-substituted 3-allyl-aminobenzo[b]furan-2-aldehydes and secondary amines derived from α-amino acid esters. Reactions were initiated by heating. The products consisted of four fused rings with three stereogenic centers. Their structure and stereochemistry were determined by NMR spectra and X-ray measurements.

CONDENSED CYCLIC COMPOUND, AND ORGANIC LIGHT EMITTING DEVICE INCLUDING THE SAME

Disclosed are a condensed ring compound and an organic light emitting device comprising the condensed ring compound. The organic light emitting device comprises: a first electrode; a second electrode facing the first electrode; and an organic layer interposed between the first electrode and the second electrode, wherein the organic layer comprises the condensed ring compound.COPYRIGHT KIPO 2015

Synthesis and biological evaluation of 3-substituted-benzofuran-2- carboxylic esters as a novel class of ischemic cell death inhibitors

A series of 3-substituted-benzofuran-2-carboxylic esters was synthesized and evaluated for biological activity as ischemic cell death inhibitors in H9c2 cells and rat primary cardiac myocytes under conditions of oxygen and glucose deprivation. The introduction of a sulfur atom at the three-position substituent of the benzofuran ring markedly improved ischemic cell death inhibitory potency. In particular, 3-[2-(4-nitro-phenylsulfanyl)-acetylamino]-benzofuran-2- carboxylic acid ester (10) (EC50 = 0.532 μM, cell death = 6.18%) and 4-chloro-3-[3-(pyridin-2-ylsulfanyl)-propionylamino]-benzofuran-2-carboxylic ester (18) (EC50 = 0.557 μM, cell death = 7.02%) were shown to be the most potent in this series of benzofuran analogs.

BENZOFURAN AND BENZOTHIOPHENE DERIVATIVES SUBSTITUTED WITH AMIDE, PROCESS FOR THE PREPARATION THEREOF, AND PHARMACEUTICAL COMPOSITIONS CONTAINING THE SAME

The present invention relates to a novel benzofuran or benzothiophene derivative substituted with amide. The inventive benzofuran or benzothiophene derivative substituted with amide effectively inhibits ischemic cell death, and thus, can be advantageously

CYCLIC N-HYDROXY IMIDES AS INHIBITORS OF FLAP ENDONUCLEASE AND USES THEREOF

Acylic n-hydroxy imides and their use in pharmaceutical compositions and in the inhibition of flap endonuclease are disclosed.

Tyrosine kinase inhibitors. 16. 6,5,6-Tricyclic benzothieno[3,2-d]pyrimidines and pyrimido[5,4-b]- and -[4,5- b]indoles as potent inhibitors of the epidermal growth factor receptor tyrosine kinase

Several elaborations of the fundamental anilinopyrimidine pharmacophore have been reported as potent and selective inhibitors of the epidermal growth factor receptor (EGFr) tyrosine kinase. This paper reports on a series of inhibitors whereby some 6,5-bicyclic heteroaromatic systems were fused through their C-2 and C-3 positions to this anilinopyrimidine pharmacophore. Although the resulting tricycles did not produce the enormous potency of some of the (5/6),6,6-bicyclic systems, the best of them had IC50s for the EGFr TK around 1 nM. Investigation of 4-position side chains in the indolopyrimidines confirmed that m-bromoaniline was an optimal substituent for potency. Investigation of substitution within the C-(benzo)ring of benzothienopyrimidines confirmed that introduction of an extra ring can change sharply the effects of substituents when compared to similar bicyclic nuclei, and only two substituents were found which even moderately enhanced inhibitory activity over the parent compound for this series.