90815-03-5

Basic information

• Product Name: 1-(2,4-DICHLORO-BENZYL)-1H-INDOLE-3-CARBALDEHYDE
• Synonyms: ASISCHEM R23663;ART-CHEM-BB B014320;1-(2,4-DICHLORO-BENZYL)-1H-INDOLE-3-CARBALDEHYDE;AKOS B014320;1-(2,4-dichlorobenzyl)indole-3-carbaldehyde;1-[(2,4-dichlorophenyl)methyl]-3-indolecarboxaldehyde;1-[(2,4-dichlorophenyl)methyl]indole-3-carbaldehyde;BB_SC-0915
• CAS NO: 90815-03-5
• Molecular Formula: C₁₆H₁₁Cl₂NO
• Molecular Weight: 304.17
• Mol File: 90815-03-5.mol
• Article Data: 9

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-(2,4-DICHLORO-BENZYL)-1H-INDOLE-3-CARBALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2,4-DICHLORO-BENZYL)-1H-INDOLE-3-CARBALDEHYDE(90815-03-5)
• EPA Substance Registry System: 1-(2,4-DICHLORO-BENZYL)-1H-INDOLE-3-CARBALDEHYDE(90815-03-5)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 90815-03-5(Hazardous Substances Data)

Usage

General Description

1-(2,4-Dichloro-benzyl)-1H-indole-3-carbaldehyde is a chemical compound with a molecular formula C15H11Cl2NO. It is an aldehyde compound that contains a benzene ring with two chlorine atoms and an indole ring. 1-(2,4-DICHLORO-BENZYL)-1H-INDOLE-3-CARBALDEHYDE is commonly used in the synthesis of pharmaceuticals and agrochemicals due to its potential biological activities. It has been studied for its potential use as an anti-inflammatory and anti-cancer agent. Additionally, it has been investigated for its potential insecticidal and fungicidal properties. This chemical compound has also been the subject of research for its potential application in various medical and agricultural fields.

Upstream product

• 120-72-9 indole 
• 487-89-8 Indole-3-carboxaldehyde 
• 94-99-5 2,4-Dichlorobenzyl chloride 

Downstream Products

• 93548-91-5 1-(2,4-Dichloro-benzyl)-1H-indole-3-carboxylic acid 
• 92407-92-6 1-[(2,4-dichlorophenyl)methyl]-1H-indole-3-methanol 
• 1276017-79-8 C₂₀H₂₁Cl₂N₃ 
• 1276017-02-7 C₃₂H₃₂Cl₂F₂N₆O 
• 1394047-64-3 (E)-4-(2-(2-((1-(2,4-dichlorobenzyl)-1H-indol-3-yl)methylene)hydrazinyl)-6-((4-(methylsulfonyl)piperazin-1-yl)methyl)-thieno[3,2-d]pyrimidin-4-yl)morpholine 
• 1334025-50-1 2-(2-((1-(2,4-dichlorobenzyl)-1H-indol-3-yl)methylene)hydrazinyl)-4-(4-fluorophenyl)thiazole 
• 1334025-48-7 2-(2-((1-(2,4-dichlorobenzyl)-1H-indol-3-yl)methylene)hydrazinyl)-4-(2,4-dichlorophenyl)thiazole 
• 1334025-45-4 2-(2-((1-(2,4-dichlorobenzyl)-1H-indol-3-yl)methylene)hydrazinyl)-4-(3,4-dimethoxyphenyl)thiazole 
• 302945-51-3 2-((1-(2,4-dichlorobenzyl)-1H-indol-3-yl)methylene)hydrazinecarbothioamide 
• 405275-57-2 1-(2,4-dichlorobenzyl)-3-(1-hydroxyethyl)-1H-indole 

Relevant articles and documents

Identification of low micromolar dual inhibitors for aldose reductase (ALR2) and poly (ADP-ribose) polymerase (PARP-1) using structure based design approach

Clinical studies have revealed that diabetic retinopathy is a multifactorial disorder. Moreover, studies also suggest that ALR2 and PARP-1 co-occur in retinal cells, making them appropriate targets for the treatment of diabetic retinopathy. To find the dual inhibitors of ALR2 and PARP-1, the structure based design was carried out in parallel for both the target proteins. A series of novel thiazolidine-2,4-dione (TZD) derivatives were therefore rationally designed, synthesized and their in vitro inhibitory activities against ALR2 and PARP-1 were evaluated. The experimental results showed that compounds 5b and 5f, with 2-chloro and 4-fluoro substitutions, showed biochemical activities in micromolar and submicromolar range (IC50 1.34–5.03?μM) against both the targeted enzymes. The structure-activity relationship elucidated for these novel inhibitors against both the enzymes provide new insight into the binding mode of the inhibitors to the active sites of enzymes. The positive results of the biochemical assay suggest that these compounds may be further optimized and utilized for the treatment of diabetic retinopathy.

Design, synthesis and 3D-QSAR analysis of novel 2-hydrazinyl-4- morpholinothieno[3,2-d]pyrimidine derivatives as potential antitumor agents

A series of 2-hydrazinyl-4-morpholinothieno[3,2-d]pyrimidine derivatives were synthesized and evaluated for their cytotoxic activities against five cancer cell lines. Most of them exhibited moderate to significant cytotoxic activities and high-selectivity against one or more cell lines, and nearly all of them had higher potency than positive controls against MDA-MB-231 cell line. The most promising compound 15f showed strong cytotoxic activities against H460, HT-29 and MDA-MB-231 cell lines, which were 1.7- to 66.5-folds more active than 2-(1H-Indazol-4-yl)-6-((4-(methylsulfonyl)-1-piperazinyl)methyl)-4-(4- morpholinyl)thieno[3,2-d]pyrimidine(GDC-0941). To investigate the SARs of thieno[3,2-d]pyrimidine derivatives in more details, CoMFA (q2 = 0.436, r2 = 0.937) and CoMSIA (q2 = 0.706, r2 = 0.947) models on H460 cell line were established. The generated 3D-QSAR models can be used for further rational design of novel thienopyrimidines as highly potent and selective cytotoxic agents.

Synthesis and activity of novel 1-halogenobenzylindole linked triazole derivatives as antifungal agents

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