884855-68-9

Usage

Uses

Used in Pharmaceutical Industry:
4-bromo-1-methylindolin-2-one is used as a key intermediate in the synthesis of pharmaceuticals for its potential antifungal and antibacterial properties. Its unique structure allows for the development of new drugs targeting various infections and diseases.
Used in Agrochemical Industry:
In the agrochemical industry, 4-bromo-1-methylindolin-2-one is utilized as an intermediate in the production of agrochemicals, such as pesticides and fungicides, to protect crops from fungal and bacterial infections, thereby enhancing crop yield and quality.
Used in Organic Synthesis:
4-bromo-1-methylindolin-2-one is employed as a building block in organic synthesis due to its reactivity and versatility in forming carbon-carbon and carbon-heteroatom bonds. This allows for the creation of a wide range of organic compounds with diverse applications in various industries, including pharmaceuticals, materials science, and specialty chemicals.
Overall, 4-bromo-1-methylindolin-2-one is a versatile and valuable compound with applications in multiple industries, primarily due to its unique chemical properties and potential for use in the synthesis of pharmaceuticals, agrochemicals, and other organic compounds.

InChI:InChI=1/C9H8BrNO/c1-11-8-4-2-3-7(10)6(8)5-9(11)12/h2-4H,5H2,1H3

Upstream product

• 901310-01-8 N-methyl-2,6-dibromophenylacetamide 
• 99365-48-7 4-bromoindolin-2-one 
• 77-78-1 dimethyl sulfate 
• 87-48-9 5-Bromo-1H-indole-2,3-dione 
• 20780-72-7 4-bromoisatin 
• 884855-67-8 4-bromo-1-methylindoline-2,3-dione 

Downstream Products

• 1571136-42-9 8-methoxy-4-methylnaphtho[3,2,1-cd]indol-5(4H)-one 

Relevant academic research and scientific papers

Synthesis of the bicyclic welwitindolinone core via an alkylation/ cyclization cascade reaction

Synthesis of an advanced welwitindolinone intermediate via an alkylation/cyclization reaction is reported. The key step involves a one pot Lewis acid-mediated alkylation of a silylketene aminal with a furan alcohol followed by an intramolecular cyclizatio

An efficient synthesis of 4-bromo-N-substituted oxindoles by an intramolecular copper-catalyzed amidation reaction

A highly efficient synthetic approach to novel 4-bromo-N-substituted oxindoles is described. The method involves a mild intramolecular copper-catalyzed amidation reaction of N-substituted 2,6-dibromophenylacetamides. In contrast to our recently published

3-Carboxamide oxindoles as 1,3-C,N-bisnucleophiles for the highly diastereoselective synthesis of CF3-containing spiro-δ-lactam oxindoles featuring acyl at the ortho-position of spiro carbon atom

A simple and efficient strategy has been established for the synthesis of δ-lactam fused oxindoles via the Michael/N-hemiketalization cascade reaction of 3-carboxamide oxindoles and α,β-unsaturated trifluoromethyl ketones. A wide range of structurally novel CF3-containing spiro-δ-lactam oxindoles featuring acyl at the ortho-position of spiro carbon atoms were obtained in moderate to good yields with excellent diastereoselectivities under mild conditions. This work represents the first example of a systematic study of 3-carboxamide oxindoles as 1,3-C,N bisnucleophiles.

COMPOUNDS AND USES THEREOF

The present invention features compounds useful in the treatment of adenosine or adenosine receptor related disorders.

Acylation of oxindoles using methyl/phenyl estersviathe mixed Claisen condensation - an access to 3-alkylideneoxindoles

Predominantly, aggressive acid chlorides and stoichiometric coupling reagents are employed in the acylating process for synthesizing carbonyl tethered heterocycles. Herein, we report simple acyl sources,viz. methyl and phenyl esters, which acylate oxindolesviathe mixed Claisen condensation. This straightforward protocol is mediated by LiHMDS and KOtBu and successfully applied to a wide range of substrates. It is a noteworthy transformation that skips the stepwise generation of enolates and acylation, and the reaction is performed at a moderate temperature with no side reactions. This protocol produces the first examples ofortho-substituents in an aryl ring flanked with electron-donating and electron-withdrawing substrates. Interestingly, robust organometallic ferrocenyl methyl ester cleaved under these conditions with ease. Furthermore, biologically important Tenidap's analog was synthesized by this protocol.

N - aryl sulfonamide compound, its pharmaceutical composition and its use (by machine translation)

The invention discloses a category represented by the following general formula I N - aryl sulfonamide compound, to the compound as the active ingredient of the pharmaceutical composition, and their preparation for treating Lp - PLA2 In the diseases related to the activity of the use. (by machine translation)

Cinchona-alkaloid-catalyzed enantioselective hydroxymethylation of 3-fluorooxindoles with paraformaldehyde

Cinchona-alkaloid-catalyzed hydroxymethylation of 3-fluorooxindoles using paraformaldehyde as the C1 unit was achieved. A wide range of 3-fluorooxindoles was successfully reacted to give the corresponding 3-fluoro-3-hydroxymethyloxindoles with high efficiency and moderate to good enantioselectivity.

Domino Direct Arylation and Cross-Aldol for Rapid Construction of Extended Polycyclic π-Scaffolds

Five-membered aromatic heterocycles are a ubiquitous skeleton of π-conjugated organic compounds, and their incorporation requires synthetic protocols that are not easily industrially sustainable or scalable. Improved methodologies for their insertion into π-scaffolds are therefore necessary. We report an efficient and scalable protocol involving a one-pot cross-Aldol direct arylation reaction protocol for the rapid construction of thiophene- and furan-based π-extended organic materials.

INDAZOLYL THIADIAZOLAMINES AND RELATED COMPOUNDS FOR INHIBITION OF RHO-ASSOCIATED PROTEIN KINASE AND THE TREATMENT OF DISEASE

The invention provides indazolyl thiadiazolamines and related compounds, pharmaceutical compositions, methods of inhibiting Rho-associated protein kinase, and methods of treating inflammatory disorders, immune disorders, fibrotic disorders, and other medical disorders using such compounds. An exemplary indazolyl thiadiazolamine compound is an N-(5-[5-[(1H4ndazol-5-yl)amino]-1,3,4-thiadiazol-2-yl]pyridin-3-yl)acetamide compound.

Studies toward welwitindolinones: Formal syntheses of N- methylwelwitindolinone C isothiocyanate and related natural products

The formal syntheses of N-methylwelwitindolinone C isothiocyanate (4) and several other welwitindolinones 5-8 were achieved by the independent synthesis of 79. The synthesis featured a Lewis acid-mediated coupling between a heteroaryl carbinol and bis-TMS enol ether, an intramolecular enolate arylation, and an unprecedented intramolecular allylic alkylation of a γ-acyloxyenone.