6260-86-2

Basic information

• Product Name: 5-METHOXY-2-METHYL-1H-INDOLE-3-CARBALDEHYDE
• Synonyms: 5-METHOXY-2-METHYL-1H-INDOLE-3-CARBALDEHYDE;AKOS JY2083482;5-Methoxy-2-Methylindole-3-carboxaldehyde;5-methoxy-2-methyl-1H-indole-3-carboxaldehyde
• CAS NO: 6260-86-2
• Molecular Formula: C₁₁H₁₁NO₂
• Molecular Weight: 189.21
• Product Categories: Aromatics, Amino Acids & Derivatives, Heterocycles, Intermediate
• Mol File: 6260-86-2.mol
• Article Data: 19

Chemical Properties

• Appearance: /
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: 5-METHOXY-2-METHYL-1H-INDOLE-3-CARBALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-METHOXY-2-METHYL-1H-INDOLE-3-CARBALDEHYDE(6260-86-2)
• EPA Substance Registry System: 5-METHOXY-2-METHYL-1H-INDOLE-3-CARBALDEHYDE(6260-86-2)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 6260-86-2(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 6260-86-2 differently. You can refer to the following data:
1. 5-METHOXY-2-METHYL-1H-INDOLE-3-CARBALDEHYDE is an intermediate in the preparation of many pharmaceutically active indole derivatives. It is used for the synthesis of 2-Methylserotonin (M326855), which is a derivative of the neurotransmitter serotonin (S274980).
2. 5-Methoxy-2-methylindole-3-carboxaldehyde, is an intermediate in the preparation of many pharmaceutically active indole derivatives. It is used for the synthesis of 2-Methylserotonin (M326855), which is a derivative of the neurotransmitter serotonin (S274980).

Upstream product

• 1076-74-0 5-methoxy-2-methyl-1H-indole 
• 68-12-2 N,N-dimethyl-formamide 
• 120-72-9 indole 
• 3724-43-4 Vilsmeier reagent 

Downstream Products

• 95275-80-2 1-Benzyl-2-methyl-5-methoxy-1H-indole-3-carboxaldehyde 
• 109908-89-6 N-(p-tolylsulfonyl)-3-formyl-5-methoxy-2-methylindole 
• 2882-15-7 5-Methoxy-2-methylindole-3-acetic acid 
• 185516-60-3 1-(p-Bromobenzyl)-3-formyl-5-methoxy-2-methylindole 
• 17536-38-8 ethyl 2-(5-methoxy-2-methyl-1H-indol-3-yl)acetate 
• 109908-77-2 N-(p-chlorobenzoyl)-3-(5'-carboxypent-1'-enyl)-5-methoxy-2-methylindole 
• 109908-90-9 cis-N-(p-tolylsulfonyl)-3-(5'-carbomethoxypent-1'-enyl)-5-methoxy-2-methylindole 
• 109908-88-5 N-(p-tolylsulfonyl)-3-(5'-carboxypent-1'-enyl)-5-methoxy-2-methylindole 
• 111055-30-2 3-(hydroxymethyl)-2-methyl-1-(phenylmethyl)-5-methoxyindole 
• 93879-43-7 1-Benzyl-5-methoxy-2-methyl-1H-indole-3-carbaldehyde oxime 
• 111055-34-6 1-Benzyl-3-<(1H-imidazole-1-yl)methyl>-2-methyl-5-methoxy-1H-indole 
• 111055-36-8 1-Benzyl-3-<(1H-imidazole-1-yl)methyl>-5-methoxy-1H-indole-2-carboxaldehyde 
• 111073-84-8 1-Benzyl-3-imidazol-1-ylmethyl-5-methoxy-1H-indole-2-carbaldehyde oxime 
• 111055-20-0 1-Benzyl-5-methoxy-2-methyl-1H-indole-3-carbaldehyde O-(3-chloro-benzyl)-oxime 

Relevant articles and documents

Evodiamine prodrug containing indole quinone unit as well as preparation method and application thereof

The invention relates to an evodiamine prodrug containing an indole quinone unit as well as a preparation method and application thereof. The invention synthesizes a series of strong active evodiamine derivatives with indole quinine units, has strong anti-proliferative activity on non-small cell lung cancer (non-small cell lung cancer, NSCLC), and has dosage and time dependence. In-vitro experiments evaluate their biological activity, suggesting that the synthesized compounds have a strong inhibitory activity on lung cancer strains. Through molecular docking analysis, the binding affinity of the ligand to the active site of the target protein is predicted, and the interaction ability of the ligand and the protein is strong.

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.

Exploiting the Distal Reactivity of Indolyl Methylenemalononitriles: An Asymmetric Organocatalyzed [4+2] Cycloaddition with Enals Enables the Assembly of Elusive Dihydrocarbazoles

An unprecedented technique for the in situ generation of indolyl ortho-quinodimethanes from 2-methylindole-based methylenemalononitriles by amine-mediated remote C(sp3)?H deprotonation was developed. These intermediates were efficiently trapped by diverse enals to provide a rapid entry to 2,9-dihydro-1H-carbazole-3-carboxyaldehyde structures through a formal asymmetric [4+2] eliminative cycloaddition governed by a α,α-diphenylprolinol trimethylsilyl ether catalyst.