468717-73-9

Usage

Derivative of indole

carbonitrile group at the 5-position

Formyl group

attached to the 3-position

Sulfonyl group

attached to the formyl group (specifically a 4-methylphenylsulfonyl group)

Potential applications

organic synthesis and medicinal chemistry

Unique structural features

functional groups

Modulation of biological targets

due to the presence of the sulfonyl group

Contribution to pharmacological properties

may be attributed to the sulfonyl group.

Upstream product

• 17380-18-6 3-formyl-1H-indole-5-carbonitrile 
• 98-59-9 p-toluenesulfonyl chloride 
• 15861-24-2 1H-indole-5-carbonitrile 

Downstream Products

• 468717-74-0 trans-3-[5-cyano-1-(4-toluenesulfonyl)-1H-indol-3-yl]-N-methoxy-N-methylacrylamide 
• 468717-94-4 1-(toluene-4-sulfonyl)-3-vinyl-1H-indole-5-carbonitrile 
• 468717-85-3 (+)-N-[(E)-3-[5-cyano-1-(4-toluenesulfonyl)-1H-indol-3-yl]-2-propenoyl]bornane-10,2-sultam 
• 1262322-47-3 C₁₈H₁₆N₆O₂S 
• 468717-95-5 (+)-(1S,2S)-ethyl 2-(5-cyano-1-tosyl-1H-indol-3-yl)cyclopropane-1-carboxylate 
• 468717-86-4 N-[(1S,2S)-trans-2-[5-cyano-1-(4-toluenesulfonyl)indol-3-yl]cycloprop-1-yl]carbonylbornane-10,2-sultam 
• 468718-48-1 (1S,2S)-trans-1-(N,N-dimethylaminomethyl)-2-[5-cyano-1-(p-toluenesulfonyl)indol-3-yl]-cyclopropane 
• 468717-34-2 3-((1S,2S)-2-hydroxymethylcyclopropyl)-1-(toluene-4-sulfonyl)-1H-indole-5-carbonitrile 
• 468718-47-0 (1S,2S)-trans-2-[5-cyano-1-(4-toluenesulfonyl)-1H-indol-3-yl]cyclopropanecarboxaldehyde 
• 468717-87-5 methyl cis-3-[5-cyano-1-(4-toluenesulfonyl)-1H-indol-3-yl]acrylate 
• 1263796-59-3 C₂₄H₁₈N₄O₃S 

Relevant academic research and scientific papers

Synthesis and quantitative structure-activity relationship (QSAR) study of novel N-arylsulfonyl-3-acylindole arylcarbonyl hydrazone derivatives as nematicidal agents

In continuation of our program aimed at the discovery and development of natural-product-based pesticidal agents, 54 novel N-arylsulfonyl-3-acylindole arylcarbonyl hydrazone derivatives were prepared, and their structures were well characterized by 1

Antifungal agents. Part 5: Synthesis and antifungal activities of aminoguanidine derivatives of N-arylsulfonyl-3-acylindoles

In order to discover more promising antifungal agents, a series of aminoguanidine derivatives of N-arylsulfonyl-3-acylindoles (5a-r) were prepared and evaluated in vitro for their antifungal activities against seven phytopathogenic fungi. Especially compo

Kilogram synthesis of a selective serotonin reuptake inhibitor

Process development of a selective serotonin reuptake inhibitor (1) is described. The synthesis features Nishiyama catalystmediated asymmetric cyclopropanation of vinyl indole 2 with ethyldiazoacetate to install the trans-disubstituted cyclopropane. The active pharmaceutical ingredient (1) was prepared in 13 chemical steps with 9 isolations and proceeded in an overall yield of 34%. ? 2008 American Chemical Society.

Catalytic asymmetric diazoacetate cyclopropanation of 1-tosyl-3- vinylindoles. A route to conformationally restricted homotryptamines

(Chemical Equation Presented) Substituted 1-tosyl-3-vinylindoles undergo catalytic asymmetric cyclopropanation with ethyl- and tert-butyldiazoacetate to afford N-protected trans-2-(indol-3-yl)-1-cyclopropanecarboxylic esters in good yield and high enantio

Conformationally restricted homotryptamines. 2. Indole cyclopropylmethylamines as selective serotonin reuptake inhibitors

A series of indole cyclopropylmethylamines were found to be potent serotonin reuptake inhibitors. Nitrile substituents at the 5 and 7 positions of the indole ring gave high affinity for hSERT, and the preferred cyclopropane stereochemistry was determined