80360-20-9

Basic information

• Product Name: 1-(PHENYLSULFONYL)-1H-INDOLE-3-CARBALDEHYDE
• Synonyms: 1-BENZENESULFONYL-1 H-INDOLE-3-CARBALDEHYDE;1-PHENYLSULPHONYLINDOLE-3-CARBOXALDEHYDE;1-(PHENYLSULFONYL)-1H-INDOLE-3-CARBALDEHYDE;1-(PHENYLSULFONYL)-1H-INDOLE-3-CARBOXALDEHYDE;1-(PHENYLSULFONYL)-3-INDOLECARBOXALDEHYDE;BUTTPARK 98\04-06;1-(phenylsulphonyl)-1H-indole-3-carboxaldehyde;1-(PHENYLSULFONYL)-3-INDOLECARBOXALDEHY&
• CAS NO: 80360-20-9
• Molecular Formula: C₁₅H₁₁NO₃S
• Molecular Weight: 285.32
• Product Categories: Building Blocks;Heterocyclic Building Blocks;Indoles
• Mol File: 80360-20-9.mol
• Article Data: 54

Chemical Properties

• Melting Point: 157-161 °C(lit.)
• Boiling Point: 513.6°C at 760 mmHg
• Flash Point: 264.4°C
• Appearance: /
• Density: 1.31g/cm³
• Vapor Pressure: 1.16E-10mmHg at 25°C
• Refractive Index: 1.644
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• CAS DataBase Reference: 1-(PHENYLSULFONYL)-1H-INDOLE-3-CARBALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(PHENYLSULFONYL)-1H-INDOLE-3-CARBALDEHYDE(80360-20-9)
• EPA Substance Registry System: 1-(PHENYLSULFONYL)-1H-INDOLE-3-CARBALDEHYDE(80360-20-9)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Safety Statements: 36
• WGK Germany: 3
• Hazardous Substances Data: 80360-20-9(Hazardous Substances Data)

Usage

General Description

1-(Phenylsulfonyl)-1H-indole-3-carbaldehyde is a chemical compound that belongs to the class of sulfonamide compounds. It contains a sulfonyl group attached to a phenyl group and an aldehyde functional group attached to an indole ring. 1-(PHENYLSULFONYL)-1H-INDOLE-3-CARBALDEHYDE is commonly used in organic synthesis as a versatile intermediate in the preparation of various pharmaceuticals and agrochemicals. It is also utilized in the production of dyes, pigments, and other fine chemicals. Its unique structure and reactivity make it a valuable building block for the synthesis of complex organic molecules.

InChI:InChI=1/C15H11NO3S/c17-11-12-10-16(15-9-5-4-8-14(12)15)20(18,19)13-6-2-1-3-7-13/h1-11H

Upstream product

• 98-09-9 benzenesulfonyl chloride 
• 120-72-9 indole 
• 26340-47-6 3-Iodo-1H-indole 
• 58550-84-8 N-(phenylsulphonyl)-3-methylindole 
• 487-89-8 Indole-3-carboxaldehyde 
• 58550-78-0 N-benzenesulfonyl-3-(bromomethyl)indole 
• 80360-14-1 3-iodo-1-phenylsulfonyl-1H-indole 
• 278593-17-2 1-(phenylsulfonyl)-1H-indole-3-carboxylic acid 
• 459869-42-2 Se-phenyl 1-(phenylsulfonyl)-3-indolecarboselenoate 
• 930-68-7 cyclohexenone 
• 80360-13-0 3-lithio-1-(phenylsulfonyl)indole 
• 68-12-2 N,N-dimethyl-formamide 

Downstream Products

• 134259-04-4 (1S,3S,3aS,6aR)-3-(1-Benzenesulfonyl-1H-indol-3-yl)-2-(2-bromo-allyl)-5-methyl-4,6-dioxo-octahydro-pyrrolo[3,4-c]pyrrole-1-carboxylic acid methyl ester 
• 134259-04-4 (1S,3S,3aR,6aS)-3-(1-Benzenesulfonyl-1H-indol-3-yl)-2-(2-bromo-allyl)-5-methyl-4,6-dioxo-octahydro-pyrrolo[3,4-c]pyrrole-1-carboxylic acid methyl ester 
• 90734-67-1 ethyl 3-(N-benzenesulfonyl-3-indolyl)acrylate 
• 123694-63-3 1-(Phenylsulfonyl)indole-3-carbaldehyde dimethyl acetal 
• 403597-66-0 1-(phenylsulfonyl)-3-formaldehyde ethylene glycol acetal 
• 327154-67-6 3-(2,2-dibromoethenyl)-1-(phenylsulfonyl)indole 
• 936007-04-4 (1-phenylsulfonyl-1H-indol-3-yl)(4-methoxyphenyl)methanol 

Relevant articles and documents

First discovery of pimprinine derivatives and analogs as novel potential herbicidal, insecticidal and nematicidal agents

Pimprinine and streptochlorin are indole natural products produced by many species of organisms, and they are reported to possess a wide range of biological activities, such as anticancer, antiviral, antifungal activity and so on. In this study, three series of pimprinine derivatives or analogs were efficiently synthesized under the optimized methods. Biological assays conducted at Syngenta firstly indicated the pimprinine derivatives or analogs possessed potential herbicidal and insecticidal activity, and this is highlighted by compounds 21g, 21h, 21i, 21j, 21l, 22h, 22i and 23h, they possessed significant biological activity as well as broad spectrum. Meanwhile, compounds with benzothiophene-oxazole core (21h, 22h and 23h), showed effective nematicidal activity in primary screening. Compounds 21g and 21i were identified as the most promising lead structures for further study.

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

Synthesis and Antiproliferative Activity of New N-Acylhydrazone Derivatives Containing Benzothiazole and Indole Based Moiety

Through a structure-based molecular hybridization strategy, a series of new N-acylhydrazone derivatives containing the benzothiazole and indole based moiety were designed, synthesized and screened for in vitro antiproliferative activity against Hep G2 cancer cell line. One compound (7a) exhibited excellent antiproliferative activity with IC50 values of 0.78 μM against Hep G2. In addition, C-5 substitutions of the indole ring of target compounds might be crucial for their cytotoxic activities. Additionally, the relative configuration of target compounds was confirmed as the E isomer. Further chemical manipulation of derivative 7a can make it possible to obtain new potential antitumor agents.