26028-36-4

Usage

Uses

Used in Pharmaceutical Industry:
5-BROMOBENZOFURAN-2-CARBOXYLIC ACID METHYL ESTER is used as a synthetic intermediate for the development of biscationic 1-benzofuran compounds. These biscationic compounds exhibit trypanocidal activity, making them valuable in the treatment of trypanosome infections, such as Chagas disease and African sleeping sickness.
In the synthesis process, 5-BROMOBENZOFURAN-2-CARBOXYLIC ACID METHYL ESTER can be further modified and functionalized to create a variety of biscationic 1-benzofuran derivatives with improved pharmacological properties. These modifications can enhance the compound's potency, selectivity, and bioavailability, leading to more effective treatments for trypanosome infections.
Overall, 5-BROMOBENZOFURAN-2-CARBOXYLIC ACID METHYL ESTER plays a crucial role in the pharmaceutical industry as a building block for the development of novel and effective trypanocidal agents. Its unique structure and reactivity make it a valuable asset in the ongoing search for new treatments to combat these devastating diseases.

InChI:InChI=1/C10H7BrO3/c1-13-10(12)9-5-6-4-7(11)2-3-8(6)14-9/h2-5H,1H3

Upstream product

• 67-56-1 methanol 
• 10242-11-2 5-bromobenzo[b]furan-2-carboxylic acid 
• 24581-99-5 methyl (4-bromo-2-formylphenoxy)acetate 
• 96-32-2 bromoacetic acid methyl ester 
• 1761-61-1 5-bromosalicyclaldehyde 
• 23145-07-5 5-bromobenzofuran 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 1369143-28-1 4-bromobenzofuran-2-carboxylic acid 
• 67-66-3 chloroform 
• 624-61-3 acetylene dibromide 
• 1847-93-4 Kohlensaeure-<4-brom-phenyl>-methyl-ester 

Downstream Products

• 84102-77-2 methyl 5-cyanobenzofuran-2-carboxylate 
• 38220-77-8 5-bromo-2-(hydroxymethyl)-1-benzofuran 
• 38220-81-4 2-<(E)-4-Cyanstyryl>-1-benzofuran-5-carbonitril 
• 84224-01-1 2-<4-(4-Cyanphenyl)-1,3-butadienyl>-1-benzofuran-5-carbonitril 
• 84224-03-3 2-<4-(4-Cyanphenyl)butyl>-1-benzofuran-5-carbonitril 
• 84224-05-5 2-<6-(4-Cyanphenyl)-1,3,5-hexatrienyl>-1-benzofuran-5-carbonitril 
• 84223-51-8 5-Cyan-1-benzofuran-2-carbaldehyd-(4-cyanphenyl)hydrazon 
• 84224-07-7 2-<6-(4-Cyanphenyl)hexyl>-1-benzofuran-5-carbonitril 
• 84224-02-2 2-<4-(4-Amidinophenyl)-1,3-butadienyl>-1-benzofuran-5-carboxamidin-dihydrochlorid 
• 84224-04-4 2-<4-(4-Amidinophenyl)butyl>-1-benzofuran-5-carboxamidin-dihydrochlorid 
• 84224-06-6 2-<6-(4-Amidinophenyl)-1,3,5-hexatrienyl>-1-benzofuran-5-carboxamidin-dihydrochlorid 
• 84223-52-9 5-Amidino-1-benzofuran-2-carbaldehyd-(4-amidinophenyl)hydrazon-dihydrochlorid 
• 84224-08-8 2-<6-(4-Amidinophenyl)hexyl>-1-benzofuran-5-carboxamidin-dihydrochlorid 
• 84223-79-0 2-<2-(6-Amidino-1-benzofuran-2-yl)-(E)-vinyl>-1-benzofuran-5-carboxamidin-dihydrochlorid 

Relevant academic research and scientific papers

Enantioselective Synthesis of Five-Membered-Ring Atropisomers with a Chiral Rh(III) Complex

Axially chiral atropisomeric compounds are widely applied in asymmetric catalysis and medicinal chemistry, and efficient methods for their synthesis are in high demand. This applies in particular to atropisomers derived from five-membered aromatic rings because their lower barrier for rotation among the biaryl axis limits their asymmetric synthesis. We report here an enantioselective C-H functionalization method using our chiral RhJasCp complex for the synthesis of the biaryl atropisomer types that can be accessed from three different five-membered-ring heterocycles.

PROTEIN KINASE C AGONISTS

The present disclosure relates generally to certain diacylglycerol lactone compounds, pharmaceutical compositions comprising said compounds, and methods of making and using said compounds and pharmaceutical compositions. The compounds and compositions dis

Direct Alkoxycarbonylation of Heteroarenes via Cu-Mediated Trichloromethylation and in Situ Alcoholysis

We report an efficient approach for direct alkoxycarbonylation of furans as well as other heteroarenes via a one-step copper-mediated reaction of three components (i.e., heteroarene, alcohol, and CHCl3). The copper additive was confirmed to simultaneously promote the reaction in three pathways: oxidant cracking, single electron transfer, and alcoholysis. By means of this protocol, various functionalized furancarboxylates and other heteroarenecarboxylates were facilely obtained in moderate to good yields.

Preparation method of 5-halo-benzofuran-2-formic ether compound

The invention relates to a preparation method of a 5-halo-benzofuran-2-formic ether compound. The method specifically comprises the following steps that a compound of a formula I shown in the description and dibromoacetylene are subjected to a reaction in an organic solvent under the function of an alkaline reagent to generate a compound of a formula II, wherein R is selected from an optionally-substituted alkyl group, and X is halogen.

HETEROCYCLIC COMPOUNDS AS CALCIUM SENSING RECEPTOR MODULATORS FOR THE TREATMENT OF HYPERPARATHYROIDISM, CHRONIC RENAL FAILURE AND CHRONIC KIDNEY DISEASE

The invention relates to heterocyclic compounds of Formula (I) and their pharmaceutically acceptable salts, wherein the substituents are as described herein, and their pharmaceutical compositions for use in medicine for the treatment of diseases or disorders associated with the modulation of calcium sensing receptor modulators (CaSR), like e.g. hyperparathyroidism, chronic renal failure and chronic kidney disease and their complications.

Copper-catalyzed formal c-h carboxylation of aromatic compounds with carbon dioxide through arylaluminum intermediates

The C-H bond carboxylation of various aromatic compounds with CO2 was achieved by the deprotonative alumination with a mixed alkyl amido lithium aluminate compound iBu3Al(TMP)Li followed by the NHC-copper-catalyzed carboxylation of the resulting arylaluminum species, which afforded the corresponding carboxylation products in high yield and high selectivity. In addition to benzene derivatives, heteroarenes such as benzofuran, benzothiophene, and indole derivatives are also suitable substrates. Functional groups such as Cl, Br, I, vinyl, amide, and CN could survive the reaction conditions. Some key reaction intermediates such as the copper aryl and isobutyl complexes and their carboxylation products were isolated and structurally characterized by X-ray crystallographic analyses, thus offering important information on the reaction mechanism.

INHIBITORS OF HISTONE DEACETYLASE

The invention relates to the inhibition of histone deacetylase. The invention provides compounds and methods for inhibiting histone deacetylase enzymatic activity. The invention also provides compositions and methods for treating cell proliferative diseases and conditions.

Use of conformationally restricted benzamidines as arginine surrogates in the design of platelet GPIIb-IIIa receptor antagonists

The use of 5,6-bicyclic amidines as arginine surrogates in the design of a novel class of potent platelet glycoprotein IIb-IIIa receptor (GPIIb-IIIa) antagonists is described. The additional conformational restriction offered by the bicyclic nucleus results in 20-400-fold increases in potency compared to the freely flexible, acyclic benzamidine counterpart. The design, synthesis, structure-activity relationships (SAR), and in vitro activity of this novel class of GPIIb-IIIa antagonists are presented.

5,6-Bicyclic glycoprotein IIb IIIa antagonists useful in inhibition of platelet aggregation

This invention relates to 5,6 fused ring bicyclic compounds inclusive of indoles, benzofurans, and benzothiophenes, and corresponding to the formula (I) substituted with both basic (B) and acidic (A) functionality, which are useful in inhibition of platelet aggregation.

Syntheses of Biscationic, Trypanocidal 1-Benzofuran Compounds

2-Phenyl-1-benzofurans with the substituents Br, NO2, CN, and -NH2, -NH-C(=NH)-NH2, -C(=NH)-NH2, in 4',5-position were synthesized. - For arylated formamidine derivatives a simple new preparation was found by reacting amine hydrochlorides with dimethylformamide in the presence of cyanamide. - Based on 5- or 6-cyano-1-benzofuran-2-carboxylates a series of α,ω-bis(1-benzofuran-2-yl) derivatives with cyano-, amidino-, or imidazolinyl groups in 5- or 6-position was prepared.