90815-00-2

Basic information

• Product Name: 1-(2-CHLORO-BENZYL)-1H-INDOLE-3-CARBALDEHYDE
• Synonyms: 1-(2-CHLORO-BENZYL)-1H-INDOLE-3-CARBALDEHYDE;AKOS B014318;ART-CHEM-BB B014318;ASISCHEM N48918;CHEMBRDG-BB 5844476;1-(2-chlorobenzyl)-1H-indole-3-carbaldehyde(SALTDATA: FREE);1-(2-chlorobenzyl)indole-3-carbaldehyde;1-[(2-chlorophenyl)methyl]-3-indolecarboxaldehyde
• CAS NO: 90815-00-2
• Molecular Formula: C₁₆H₁₂ClNO
• Molecular Weight: 269.73
• Mol File: 90815-00-2.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 465.5°C at 760 mmHg
• Flash Point: 235.3°C
• Appearance: /
• Density: 1.21g/cm³
• Vapor Pressure: 7.66E-09mmHg at 25°C
• Refractive Index: 1.62
• CAS DataBase Reference: 1-(2-CHLORO-BENZYL)-1H-INDOLE-3-CARBALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2-CHLORO-BENZYL)-1H-INDOLE-3-CARBALDEHYDE(90815-00-2)
• EPA Substance Registry System: 1-(2-CHLORO-BENZYL)-1H-INDOLE-3-CARBALDEHYDE(90815-00-2)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 90815-00-2(Hazardous Substances Data)

Usage

General Description

1-(2-chloro-benzyl)-1H-indole-3-carbaldehyde is a chemical compound with the molecular formula C15H11ClN. It belongs to the class of organic compounds known as indolecarbaldehydes, which are derivatives of indole that contain a carbaldehyde group. 1-(2-CHLORO-BENZYL)-1H-INDOLE-3-CARBALDEHYDE is a pale yellow solid with a strong, floral odor and is commonly used as a starting material in the synthesis of various pharmaceutical and agrochemical products. It is also employed in organic synthesis as a reagent for the preparation of complex organic molecules. Additionally, 1-(2-chloro-benzyl)-1H-indole-3-carbaldehyde has been studied for its potential biological activities, including its antimicrobial and anticancer properties.

InChI:InChI=1/C16H12ClNO/c17-15-7-3-1-5-12(15)9-18-10-13(11-19)14-6-2-4-8-16(14)18/h1-8,10-11H,9H2

Upstream product

• 487-89-8 Indole-3-carboxaldehyde 
• 611-19-8 1-chloro-2-(chloromethyl)benzene 

Downstream Products

• 1598435-78-9 1-(2-chlorobenzyl)indole-3-carboxaldehyde thiocarbohydrazone 
• 1593928-63-2 (E)-3-(1-(2-chlorobenzyl)-1H-indol-3-yl)-1-(5-methoxy-2,2-dimethyl-2H-chromen-8-yl)prop-2-en-1-one 
• 1399879-70-9 (E)-4,4'-(6-(2-((1-(2-chlorobenzyl)-1H-indol-3-yl)methylene)hydrazinyl)pyrimidine-2,4-diyl)dimorpholine 
• 1394047-63-2 (E)-4-(2-(2-((1-(2-chlorobenzyl)-1H-indol-3-yl)methylene)-hydrazinyl)-6-((4-(methylsulfonyl)piperazin-1-yl)methyl)-thieno[3,2-d]pyrimidin-4-yl)morpholine 
• 92407-89-1 1-(2-chlorobenzyl)-3-hydroxymethyl-1H-indole 
• 93548-85-7 1-[(2-chlorophenyl)methyl]-1H-indole-3-carboxylic acid 

Relevant articles and documents

Synthesis, antimycobacterial and anticancer activity of novel indole-based thiosemicarbazones

Based on the structural elements of bioactive indole-based compounds, a series of novel 1-substituted indole-3-carboxaldehyde thiosemicarbazones were synthesized as potential antimycobacterial and anticancer agents. The derivatives were prepared via a two

Molecular dynamics guided development of indole based dual inhibitors of EGFR (T790M) and c-MET

Secondary acquired mutation in EGFR, i.e. EGFR T790M and amplification of c-MET form the two key components of resistant NSCLC. Thus, previously published pharmacophore models of EGFR T790M and c-MET were utilized to screen an in-house database. On the ba

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.