281192-95-8

Usage

Heterocyclic compound

Pyrrole and pyridine rings The compound contains two heterocyclic rings, a pyrrole ring and a pyridine ring, which are fused together.

Pyrrole ring

5-membered The pyrrole ring consists of 4 carbon atoms and 1 nitrogen atom, making a total of 5 members in the ring.

Pyridine ring

6-membered The pyridine ring consists of 6 carbon atoms, making a total of 6 members in the ring.

Dialkylation

2,3-dione group A dione group (two ketone groups) is attached to the carbon atoms 2 and 3 of the pyrrole ring, which means the compound has two alkyl groups attached to these positions.

Substitution

1-ethylThe presence of an ethyl group at position 1 of the molecule gives it its name and affects its chemical properties.

Potential applications

Organic synthesis, pharmaceuticals, and materials science Due to its unique structure and properties, the compound may be useful in these fields.

Biological activities

Medicinal chemistry research The compound may exhibit biological activities, making it of interest for further research in medicinal chemistry.

Upstream product

• 126344-09-0 1-ethyl-1H-pyrrolo<2,3-b>pyridine 
• 281192-92-5 3-bromo-1-ethyl-7-azaindole 

Relevant academic research and scientific papers

AlCl3/PCC-SiO2-promoted oxidation of azaindoles and indoles

A simple and efficient method is described for the oxidation of 7-azaindoles and indoles to 7-azaisatins and isatins using pyridinium chlorochromate-silica gel (PCC-SiO2) with the aid of Lewis acid catalyst aluminium chloride (AlCl3) in dichloroethane. Simplicity of the reaction conditions, easy workup procedure, and good yields are the key features of this protocol.

Synthesis and Biological Evaluation of 7-Azaisoindigo Derivatives

A series of novel 7-azaisoindigo derivatives 3-14 were designed, synthesized, and structurally characterized by IR, 1H-NMR, 13C-NMR, mass spectra, and elemental analyses. Their antiproliferative activities were evaluated in a hormone-independent prostate cancer cell line DU145. Among them, compounds 8, 9, 14 showed the highest activities. Our study also showed that compounds 7, 11, 12 exhibited higher inhibitory activities on CDK2/cyclin A than that of the positive control meisoindigo. Western blot analysis on DU145 cells treated with compounds 7 and 9 demonstrated that 7-azaisoindigo derivatives could decrease the level of CDK2 activity (phosphorylation) and the expression of cyclin D1, and increase the expression of endogenous cyclin-dependent inhibitor p27.

Indium(III) chloride/2-iodoxybenzoic acid: A novel reagent system for the conversion of indoles into isatins

Indoles and azaindoles undergo smooth oxidation with 2-iodoxybenzoic acid (IBX) in the presence of indium(III) chloride at 80°C to afford the corresponding isatins in excellent yields. This method is very useful for the direct preparation of isatins from indoles. The reaction proceeds smoothly in aqueous media and the products are obtained in excellent yields. Georg Thieme Verlag Stuttgart.

A facile synthesis of 1-alkyl-7-azaisatins

1-Alkyl-7-azaisatins are synthesized from the reaction of 1-alkyl-7- azaindoles with bromine in dichloromethane and subsequent oxidation with N- bromosuccinimide - dimethyl sulfoxide reagent. 1-Alkyl-7-azaindoles are readily available in high yields from