Cas no 1260382-15-7 (5,6-Dichloro-1-ethoxycarbonyl-7-azaindole)

5,6-Dichloro-1-ethoxycarbonyl-7-azaindole is a heterocyclic compound featuring a 7-azaindole core substituted with chlorine atoms at the 5- and 6-positions and an ethoxycarbonyl group at the 1-position. This structure imparts unique reactivity, making it a valuable intermediate in pharmaceutical and agrochemical synthesis. The dichloro substitution enhances electrophilic properties, facilitating further functionalization, while the ethoxycarbonyl group offers versatility in derivatization. Its stability under standard conditions ensures reliable handling and storage. This compound is particularly useful in the development of kinase inhibitors and other biologically active molecules, where precise structural modifications are critical. Its well-defined synthetic pathway allows for consistent quality and scalability.
5,6-Dichloro-1-ethoxycarbonyl-7-azaindole structure
1260382-15-7 structure
Product Name:5,6-Dichloro-1-ethoxycarbonyl-7-azaindole
CAS No:1260382-15-7
MF:C10H8Cl2N2O2
MW:259.088720321655
CID:5558315
Update Time:2025-10-29

5,6-Dichloro-1-ethoxycarbonyl-7-azaindole Chemical and Physical Properties

Names and Identifiers

    • 5,6-Dichloro-1-ethoxycarbonyl-7-azaindole
    • 1H-Pyrrolo[2,3-b]pyridine-1-carboxylic acid, 5,6-dichloro-, ethyl ester
    • Inchi: 1S/C10H8Cl2N2O2/c1-2-16-10(15)14-4-3-6-5-7(11)8(12)13-9(6)14/h3-5H,2H2,1H3
    • InChI Key: ONDOSGPGHVPQNS-UHFFFAOYSA-N
    • SMILES: C12N(C(OCC)=O)C=CC1=CC(Cl)=C(Cl)N=2

Experimental Properties

  • Density: 1.49±0.1 g/cm3(Predicted)
  • Boiling Point: 362.5±52.0 °C(Predicted)
  • pka: -1.47±0.30(Predicted)

5,6-Dichloro-1-ethoxycarbonyl-7-azaindole Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
TRC
D439623-1mg
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Additional information on 5,6-Dichloro-1-ethoxycarbonyl-7-azaindole

5,6-Dichloro-1-ethoxycarbonyl-7-azaindole: A Comprehensive Overview

The compound 5,6-Dichloro-1-ethoxycarbonyl-7-azaindole (CAS No. 1260382-15-7) is a highly specialized organic compound with a unique chemical structure that has garnered significant attention in the fields of medicinal chemistry and materials science. This compound belongs to the class of azaindoles, which are heterocyclic aromatic compounds with a nitrogen atom in the indole ring. The presence of ethoxycarbonyl and dichloro substituents at specific positions on the molecule imparts distinctive electronic and steric properties, making it a valuable substrate for various applications.

Recent advancements in synthetic methodologies have enabled the efficient synthesis of 5,6-Dichloro-1-ethoxycarbonyl-7-azaindole. Researchers have employed multi-component reactions and transition metal-catalyzed processes to achieve high yields and excellent regioselectivity. These methods not only streamline the production process but also pave the way for further functionalization of the molecule to explore its potential in drug discovery and material engineering.

One of the most promising applications of 5,6-Dichloro-1-ethoxycarbonyl-7-azaindole lies in its role as a precursor for bioactive compounds. Studies have demonstrated that this compound can be transformed into potent inhibitors of key enzymes involved in neurodegenerative diseases such as Alzheimer's and Parkinson's. The ethoxycarbonyl group serves as a versatile handle for further modifications, allowing chemists to fine-tune the molecule's pharmacokinetic properties.

In addition to its medicinal applications, 5,6-Dichloro-1-ethoxycarbonyl-7-azaindole has shown potential in the development of advanced materials. Its rigid aromatic structure and electron-withdrawing substituents make it an ideal candidate for use in organic electronics. Researchers have incorporated this compound into π-conjugated systems to enhance charge transport properties, which could lead to more efficient organic light-emitting diodes (OLEDs) and photovoltaic devices.

The structural versatility of 5,6-Dichloro-1-ethoxycarbonyl-7-azaindole has also been exploited in agrochemical research. By modifying the substituents on the azaindole core, scientists have developed novel herbicides with improved efficacy and reduced environmental impact. These compounds exhibit selective activity against target weeds while maintaining safety for crops and non-target organisms.

From a mechanistic standpoint, the reactivity of 5,6-Dichloro-1-ethoxycarbonyl-7-azaindole is influenced by its electronic environment. The dichloro groups at positions 5 and 6 create an electron-deficient aromatic system, facilitating nucleophilic aromatic substitution reactions. This property has been leveraged in the synthesis of complex molecules with intricate architectures.

Furthermore, computational studies have provided deeper insights into the electronic properties of 5,6-Dichloro-1-ethoxycarbonyl-7-azaindole. Quantum mechanical calculations reveal that the molecule exhibits a high degree of conjugation across its π-system, contributing to its stability and reactivity. These findings are critical for designing new synthetic pathways and predicting the behavior of related compounds.

In conclusion, 5,6-Dichloro-1-Ethoxycarbonyl -7-Azaindole (CAS No. 1260382 - 15 - 7) stands as a testament to the ingenuity of modern chemical synthesis and its wide-ranging applications across diverse scientific disciplines. As research continues to uncover new possibilities for this compound, it is poised to play an increasingly important role in advancing both therapeutic development and materials innovation.

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