4583-55-5

Usage

Uses

Used in Pharmaceutical Industry:
5-Bromo-2,3-dimethylindole is used as a key intermediate in the synthesis of 1-[(arylsulfonyl)amino]alkylindole derivatives. These derivatives serve as dual thromboxane synthase inhibitors and thromboxane receptor antagonists, which are important in the treatment of various cardiovascular and inflammatory diseases. 5-Bromo-2,3-dimethylindole's structural features allow for the development of potent and selective therapeutic agents.
Additionally, 5-Bromo-2,3-dimethylindole is used in the preparation of modulators of secreted frizzled related protein-1 (SFRP-1). SFRP-1 is an important regulator of the Wnt signaling pathway, which plays a crucial role in cell proliferation, differentiation, and migration. Modulating SFRP-1 activity can have significant implications in the treatment of various diseases, including cancer and neurodegenerative disorders.

InChI:InChI=1S/C10H10BrN/c1-6-7(2)12-10-4-3-8(11)5-9(6)10/h3-5,12H,1-2H3

Upstream product

• 622-88-8 4-bromophenylhydrazine hydrochloride 
• 78-93-3 butanone 
• 598-30-1 sec.-butyllithium 
• 673-40-5 4-bromobenzenediazonium tetrafluoroborate 
• 589-21-9 (4-bromophenyl)hydrazine 
• 1075-34-9 5-bromo-2-methyl-1H-indole 
• 124-38-9 carbon dioxide 
• 106-40-1 4-bromo-aniline 
• 1417407-56-7 1-azido-4-bromo-2-(1-ethoxy-2-methylpropan-2-yl)benzene 
• 1417408-44-6 C₁₂H₁₈BrNO 
• 1417408-30-0 4-bromo-2-(1-ethoxy-2-methylpropan-2-yl)-1-nitrobenzene 
• 1417408-14-0 2-(5-bromo-2-nitrophenyl)-2-methylpropan-1-ol 
• 1417407-98-7 methyl 2-(5-bromo-2-nitrophenyl)-2-methylpropanoate 
• 4812-23-1 2-nitro-but-2-ene 

Downstream Products

• 29124-64-9 N-(2-acetyl-4-bromophenyl)acetamide 
• 1235481-55-6 1-(5-bromo-2,3-dimethyl-1H-indol-1-yl)-3-(phenylamino)propan-2-ol 

Relevant academic research and scientific papers

One-pot, three-component Fischer indolisation-N-alkylation for rapid synthesis of 1,2,3-trisubstituted indoles

A one-pot, three-component protocol for the synthesis of 1,2,3-trisubstituted indoles has been developed, based upon a Fischer indolisation-indoleN-alkylation sequence. This procedure is very rapid (total reaction time under 30 minutes), operationally straightforward, generally high yielding and draws upon readily available building blocks (aryl hydrazines, ketones, alkyl halides) to generate densely substituted indole products. We have demonstrated the utility of this process in the synthesis of 23 indoles, benzoindoles and tetrahydrocarbazoles bearing varied and useful functionality.

An electroluminescen compound and an electroluminescent device comprising the same

The present invention relates to an organic light-emitting compound represented by chemical formula 1. An organic electroluminescent device comprising the organic light-emitting compound in the present invention has excellent power efficiency, light-emitting efficiency, and long life cycle because the present invention can be operated by a lower driving-voltage in comparison to a device comprising conventional phosphorescent host materials. [Chemical formula 1].

Heterocyclic com pounds and organic light-emitting diode including the same

The present invention relates to a novel heterocyclic compound and an organic electroluminescent device comprising the same. The heterocyclic compound is represented by the following Chemical Formula 1, and the organic electroluminescent device including the heterocyclic compound has excellent driving voltage, luminous efficiency, and lifespan properties. Chemical Formula 1. (by machine translation)

An electroluminescen compound and an electroluminescent device comprising the same

The present invention relates to an organic light-emitting compound represented by chemical formula 1. An organic electroluminescent device comprising the organic light-emitting compound in the present invention has excellent power efficiency, light-emitting efficiency, and long life cycle because the present invention can be operated by a lower driving-voltage in comparison with a device comprising conventional phosphorescent host materials.

Allylic and Allenylic Dearomatization of Indoles Promoted by Graphene Oxide by Covalent Grafting Activation Mode

The site-selective allylative and allenylative dearomatization of indoles with alcohols was performed under carbocatalytic regime in the presence of graphene oxide (GO, 10 wt percent loading) as the promoter. Metal-free conditions, absence of stoichiometric additive, environmentally friendly conditions (H2O/CH3CN, 55 °C, 6 h), broad substrate scope (33 examples, yield up to 92 percent) and excellent site- and stereoselectivity characterize the present methodology. Moreover, a covalent activation model exerted by GO functionalities was corroborated by spectroscopic, experimental and computational evidences. Recovering and regeneration of the GO catalyst through simple acidic treatment was also documented.

Novel organic compounds for organic light-emitting diode and organic light-emitting diode including the same

The present invention relates to an organic electroluminescent compound represented by chemical formula A, and an organic light emitting device comprising the same. Substituents A_1 to A_4, R_1 to R_15, X_1, X_2, Y, n, q, and L are the same as defined in the detailed description of the invention.

Heterocyclic com pounds and organic light-emitting diode including the same

PURPOSE: A heterocyclic compound and an organic electroluminescent device containing the same are provided to have superior luminescent characteristics such as stability, light emitting efficiency, and lifetime with low driving voltage. CONSTITUTION: A heterocyclic compound is denoted by chemical formula 1. An organic electroluminescent device comprises a first electrode, a second electrode, and one or more organic layers between the first and second electrodes. The organic layers contain one or more heterocyclic compounds. The organic layers are selected among a hole injection layer, a hole transport layer, a functional layer with hole injecting and transporting functions, a light emitting layer, an electron transport layer, and an electron injection layer. The light emitting layer contains one or more host compounds and dopant compounds.

Heterocyclic com pounds and organic light-emitting diode including the same

The present invention relates to a novel heterocyclic compound and an organic electroluminescent device comprising the same. The heterocyclic compound is represented by the following Chemical Formula 1, and the organic electroluminescent device including the heterocyclic compound has excellent driving voltage, luminous efficiency, and lifespan properties. Chemical Formula 1. (by machine translation)

Fe-Catalyzed Sequential C(sp3)-H/N-H Annulation of 2-Methylindoles with Ethyl Trifluoropyruvate at Room Temperature: Construction of Pyrrolo[1,2-α]indoles

An efficient and benign iron-catalyzed room-temperature method was developed for direct sequential C(sp3)-H/N-H annulation to construct pyrroloindole scaffolds. This strategy features cheap and readily available raw materials and mild room-temperature reaction conditions and provides a green and practical method for the one-pot rapid synthesis of a wide range of diversely functionalized pyrrolo[1,2-α]indoles.

B(C6F5)3-Catalyzed Direct C3 Alkylation of Indoles and Oxindoles

The direct C3 alkylation of indoles and oxindoles is a challenging transformation, and only a few direct methods exist. Utilizing the underexplored ability of triaryl boranes to mediate the heterolytic cleavage of α-nitrogen C-H bonds in amines, we have developed a catalytic approach for the direct C3 alkylation of a wide range of indoles and oxindoles using amine-based alkylating agents. We also employed this borane-catalyzed strategy in an alkylation-ring opening cascade.