815586-77-7

Basic information

• Product Name: 1H-Indole-3-carbonitrile,2-methyl-5-nitro-(9CI)
• Synonyms: 1H-Indole-3-carbonitrile,2-methyl-5-nitro-(9CI)
• CAS NO: 815586-77-7
• Molecular Formula: C10H7N3O2
• Molecular Weight: 201.18148
• Product Categories: METHYL
• Mol File: 815586-77-7.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1H-Indole-3-carbonitrile,2-methyl-5-nitro-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Indole-3-carbonitrile,2-methyl-5-nitro-(9CI)(815586-77-7)
• EPA Substance Registry System: 1H-Indole-3-carbonitrile,2-methyl-5-nitro-(9CI)(815586-77-7)

Safety Data

• Hazardous Substances Data: 815586-77-7(Hazardous Substances Data)

Usage

General Description

1H-Indole-3-carbonitrile, 2-methyl-5-nitro-(9CI) is a chemical compound with the molecular formula C11H8N2O2. It is a derivative of indole, containing a cyano and a nitro group in the 3 and 2 positions, respectively. 1H-Indole-3-carbonitrile,2-methyl-5-nitro-(9CI) is commonly used in the synthesis of pharmaceuticals, agrochemicals, and dyes, as it has diverse biological and pharmacological activities. It is also known for its potential use in the development of anti-cancer and anti-inflammatory drugs. Additionally, it has been studied for its antimicrobial and antioxidant properties. Overall, 1H-Indole-3-carbonitrile, 2-methyl-5-nitro-(9CI) is a versatile compound with a wide range of potential applications in various fields.

Upstream product

• 3558-17-6 2-Methyl-5-nitro-1H-indole-3-carboxaldehyde 
• 7570-47-0 5-nitro-2-methylindole 

Relevant articles and documents

Copper-catalyzed synthesis and anticancer activity evaluation of indolo[1,2-a]quinoline derivatives

A simple and effective one-pot synthesis of substituted indolo[1,2-a]quinolines has been developed. The desired products were obtained in up to 98% yield when substituted 2-methyindoles were treated with 2-iodobenzaldehyde in the presence of Cs2CO3, CuI and L-proline. Our mechanistic study confirmed that the reaction sequence involved an intermolecular Knoevenagel reaction followed by an intramolecular Ullmann-type coupling reaction. Moreover, some of the synthesized compounds were found to be active against human breast (MCF-7) and colorectal (HCT-116) cancer cells with IC50 values of 27.96 μM and in the range of 6.21–46.91 μM, respectively.

One-pot synthesis of substituted indolo[1,2-a]quinolines under transition-metal-free conditions

A simple and efficient one-pot synthesis of substituted indolo[1,2-a]quinolines under transition-metal-free conditions has been developed. When 2-fluorobenzaldehyde was treated with substituted 2-methylindoles in the presence of Cs2CO3, the desired products were typically obtained in good to excellent yields. This reaction sequence involves a nucleophilic aromatic substitution and a Knoevenagel condensation reaction. Our mechanistic investigation revealed that both reactions could proceed as an intermolecular reaction in the first step.

Pd(OAc)2-catalyzed C-H activation of indoles: a facile synthesis of 3-cyanoindoles

Indoles undergo smooth cyanation with CuCN in the presence of 20 mol % Pd(OAc)2 and 40 mol % CuBr2 in DMF to produce a wide range of the corresponding 3-cyanoindoles in good yields with high regioselectivity.

Palladium-catalyzed direct cyanation of indoles with K4[Fe(CN) 6]

"Chemical equation presented" Direct cyanation of Indole derivatives has been achieved with nontoxic K4[Fe(CN)6] as cyanating agent through Pd-catalyzed C-H bond activation.

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