54491-43-9

Basic information

• Product Name: 1H-Indole, 3-(phenylthio)-
• CAS NO: 54491-43-9
• Molecular Formula: C14H11NS
• Molecular Weight: 225.314
• Mol File: 54491-43-9.mol
• Article Data: 106

Chemical Properties

• CAS DataBase Reference: 1H-Indole, 3-(phenylthio)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Indole, 3-(phenylthio)-(54491-43-9)
• EPA Substance Registry System: 1H-Indole, 3-(phenylthio)-(54491-43-9)

Safety Data

• Hazardous Substances Data: 54491-43-9(Hazardous Substances Data)

Usage

Derivative of indole

A heterocyclic aromatic organic compound

Phenylthio group

Present in the third position of the indole ring, gives unique chemical properties

Use in organic synthesis

As a building block for the preparation of various pharmaceuticals, agrochemicals, and other organic compounds

Biological and pharmacological activities

Known for its potential, with ongoing research to explore its applications in medicine and drug development.

Upstream product

• 120-72-9 indole 
• 873-55-2 sodium benzenesulfonate 
• 618-41-7 Benzenesulfinic acid 
• 98-09-9 benzenesulfonyl chloride 
• 14204-24-1 N-(phenylthio)succinimide 
• 108-86-1 bromobenzene 
• 17356-08-0 thiourea 
• 5285-87-0 phenyl thiocyanate 
• 512-35-6 benzenesulfonic anhydride 
• 603-33-8 triphenylbismuthane 
• 1212-08-4 S-Phenyl benzenethiosulfonate 
• 1466-88-2 2-nitrocinnamic aldehyde 
• 108-98-5 thiophenol 
• 1859-03-6 ethyl benzenesulfinate 

Downstream Products

• 120-72-9 indole 
• 70291-88-2 2,3-bis-phenyl-sulphenylindole 
• 51072-85-6 2-phenyl-1H-indole-3-carbonitrile 
• 98508-87-3 2-Benzoyl-1H-indole-3-carbonitrile 
• 1071108-14-9 (2-Chloro-3-phenylsulfanyl-indol-1-yl)-acetonitrile 
• 98508-71-5 (3-Benzenesulfinyl-indol-1-yl)-acetic acid methyl ester 
• 98508-78-2 (3-Benzenesulfonyl-2-chloro-indol-1-yl)-acetonitrile 
• 98508-73-7 (2-Chloro-3-phenylsulfanyl-indol-1-yl)-acetic acid methyl ester 
• 1071124-53-2 2-(2-Chloro-3-phenylsulfanyl-indol-1-yl)-1-phenyl-ethanone 
• 98508-77-1 (3-Benzenesulfonyl-2-chloro-indol-1-yl)-acetic acid methyl ester 
• 98508-80-6 2-(3-Benzenesulfonyl-2-chloro-indol-1-yl)-1-phenyl-ethanone 
• 98508-74-8 1-benzyl-2-chloro-3-phenylsulfonylindole 
• 113976-65-1 N-(phenylsulfonyl)-3-(phenylsulfinyl)indole 
• 98508-72-6 1-Benzyl-2-chloro-3-phenylthioindole 

Relevant articles and documents

Manganese(III) Acetate Mediated Synthesis of 3-arylsulfenylindoles and Evaluation of Their Antibacterial Activity

The present work reports a simple and efficient method for the sulfenylation of a wide variety of indoles with aryl, benzothiazolethiols using manganese(III) acetate promoted free radical reaction. This method is selective at the C3 position of indoles and offers several advantages such as broad substrate scope, functional group tolerance (bromo, carboxylic acid, methoxy, difluoromethoxy, ester groups) and gives the required products in good to excellent yields. The experimental simplicity makes it a useful and attractive approach for the synthesis of 3-arylsulfenylindoles. The compounds 1-12 are evaluated for the anti-bacterial agents. Most of them exhibited promising activities.

Transition-Metal-Free HFIP-Mediated Organo Chalcogenylation of Arenes/Indoles with Thio-/Selenocyanates

We have developed a protocol for the synthesis of diaryl thio-/selenoethers by the reaction of aryl chalcogenocyanates with electron rich arenes/hetero arenes via HFIP promoted C-H activation. The reaction produces chalcogenides in good to excellent yields under mild conditions without the need of a transition metal as a catalyst. The HFIP-mediated reactions tolerated a wide range of functional groups and set the stage for the synthesis of diversely decorated chalcogenides. A mechanism involving activation of the C-H bond through hydrogen bonding is proposed.

Palladium-Catalyzed Direct C2-Biarylation of Indoles

Biaryl and indole units are important structural motifs in several bioactive molecules and functional materials. We have accomplished straightforward access to C2-biarylated indole derivatives through palladium-catalyzed C-H activation strategy with a bro