703-82-2

Basic information

• Product Name: 6-Chloroindole-3-carboxaldehyde
• Synonyms: 6-Chloro-1H-indole-3-carboxaldehyde;6-Chloro-3-formylindole;6-CHLOROINDOLE-3-CARBOXALDEHYDE 98%;6-Chloroindole-3-carboxaldehyde;6-fluoroindole-3-carboxaldhyde;6-Chloro Indole-3-Carbaldehyde;6-Chloro-3-Indolecarboxaldehyde;6-Chloro-3-formyl-1H-indole
• CAS NO: 703-82-2
• Molecular Formula: C₉H₆ClNO
• Molecular Weight: 179.6
• EINECS: 1312995-182-4
• Product Categories: blocks;IndolesOxindoles;Indole
• Mol File: 703-82-2.mol
• Article Data: 52

Chemical Properties

• Melting Point: 2-3 °C
• Boiling Point: 373.4oC at 760 mmHg
• Flash Point: 179.6oC
• Appearance: Pale brown/Powder
• Density: 1.431g/cm3
• Vapor Pressure: 8.99E-06mmHg at 25°C
• Refractive Index: 1.731
• PKA: 14.60±0.30(Predicted)
• Water Solubility: Slightly soluble in water
• CAS DataBase Reference: 6-Chloroindole-3-carboxaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Chloroindole-3-carboxaldehyde(703-82-2)
• EPA Substance Registry System: 6-Chloroindole-3-carboxaldehyde(703-82-2)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 703-82-2(Hazardous Substances Data)

Usage

Uses

6-Chloroindole-3-carboxaldehyde can react with dimethyldisulfane to get 6-chloro-(3-thiomethyl)-indole.

InChI:InChI=1/C9H6ClNO/c10-7-1-2-8-6(5-12)4-11-9(8)3-7/h1-5,11H

Upstream product

• 17422-33-2 6-chloroindole 
• 68-12-2 N,N-dimethyl-formamide 
• 110-18-9 N,N,N,N,-tetramethylethylenediamine 
• 50517-12-9 1-(6-chloro-1H-indol-3-yl)-N,N-dimethylmethanamine 
• 2565-30-2 formyl chloride 
• 298-12-4 Glyoxilic acid 
• 100-61-8 N-methylaniline 

Downstream Products

• 1073315-47-5 6-chloro-3-[3-cyclopropylmethyl-5-(3,4-dichlorophenyl)-3H-imidazol-4-yl]-1H-indole 
• 158905-35-2 6-chloro-3-methyl-1H-indole 
• 1428236-54-7 C₂₀H₁₈ClNO₃ 
• 1423754-12-4 C₁₇H₁₃ClN₂O₄S 
• 1423754-18-0 (S)-2-((R)-1-(6-chloro-1-tosyl-1H-indol-3-yl)-2-nitroethyl)-pentanal 
• 1437311-87-9 C₁₆H₁₅ClN₂ 
• 1067653-57-9 6-chloro-3-[3-(4-chlorobenzyl)-5-phenyl-3H-imidazol-4-yl]-1H-indole 
• 61220-58-4 2-(6-chloro-1H-indol-3-yl)acetonitrile 

Relevant articles and documents

Synthesis and optimization of new 3,6-disubstitutedindole derivatives and their evaluation as anticancer agents targeting the MDM2/MDMx complex

Twelve derivatives of the general formula 3-substituted-6-chloroindoles were synthesized and tested for their growth inhibitory effects versus p53+/+ colorectal cancer HCT116 and its p53 knockout isogenic cells; colorectal cancer cell p53-

Structural Rigidification of N-Aryl-pyrroles into Indoles Active against Intracellular and Drug-Resistant Mycobacteria

A series of indolyl-3-methyleneamines incorporating lipophilic side chains were designed through a structural rigidification approach and synthesized for investigation as new chemical entities against Mycobacterium tuberculosis (Mtb). The screening led to the identification of a 6-chloroindole analogue 7j bearing an N-octyl chain and a cycloheptyl moiety, which displayed potent in vitro activity against laboratory and clinical Mtb strains, including a pre-extensively drug-resistant (pre-XDR) isolate. 7j also demonstrated a marked ability to restrict the intracellular growth of Mtb in murine macrophages. Further assays geared toward mechanism of action elucidation have thus far ruled out the involvement of various known promiscuous targets, thereby suggesting that the new indole 7j may inhibit Mtb via a unique mechanism.

Cu-Catalyzed Dimerization of Indole Derived Oxime Acetate for Synthesis of Biimidazo[1,2- a]indoles

A copper-mediated cyclization and dimerization of indole derived oxime acetate was developed to generate a series of biimidazo[1,2-a]indole scaffolds with two contiguous stereogenic quaternary carbons in one step.