116325-17-8

Basic information

• Product Name: METHYL 1-(PHENYLSULFONYL)-1H-INDOLE-3-CARBOXYLATE
• Synonyms: METHYL 1-(PHENYLSULFONYL)-1H-INDOLE-3-CARBOXYLATE;RARECHEM AL BF 1326;1H-INDOLE-3-CARBOXYLIC ACID, 1-(PHENYLSULFONYL)-,METHYL ESTER
• CAS NO: 116325-17-8
• Molecular Formula: C₁₆H₁₃NO₄S
• Molecular Weight: 315.34
• Mol File: 116325-17-8.mol

Chemical Properties

• Melting Point: 135-137 °C(Solv: dichloromethane (75-09-2); hexane (110-54-3))
• Boiling Point: 509.2±42.0 °C(Predicted)
• Appearance: /
• Density: 1.32±0.1 g/cm3(Predicted)
• CAS DataBase Reference: METHYL 1-(PHENYLSULFONYL)-1H-INDOLE-3-CARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 1-(PHENYLSULFONYL)-1H-INDOLE-3-CARBOXYLATE(116325-17-8)
• EPA Substance Registry System: METHYL 1-(PHENYLSULFONYL)-1H-INDOLE-3-CARBOXYLATE(116325-17-8)

Safety Data

• Hazardous Substances Data: 116325-17-8(Hazardous Substances Data)

Upstream product

• 942-24-5 3-methoxycarbonylindole 
• 98-09-9 benzenesulfonyl chloride 
• 99532-45-3 3-acetyl-1-benzenesulfonylindole 
• 186581-53-3 diazomethane 
• 124-38-9 carbon dioxide 
• 80360-14-1 3-iodo-1-phenylsulfonyl-1H-indole 
• 67-56-1 methanol 
• 201230-82-2 carbon monoxide 
• 120-72-9 indole 
• 26340-47-6 3-Iodo-1H-indole 

Downstream Products

• 183581-91-1 2-iodo-1-benzenesulfonyl-1H-indole-3-carboxylic acid methyl ester 
• 942-24-5 3-methoxycarbonylindole 
• 858515-49-8 C₃₇H₄₃N₃O₇S 
• 568571-30-2 methyl 2-iodo-1-(5-phenylpent-4-ynyl)-1H-indole-3-carboxylate 
• 482370-97-8 2-iodo-1-methoxymethyl-1H-indole-3-carboxylic acid allyl-phenyl-amide 
• 183581-92-2 dimethyl 1-benzenesulfonylindole-2,3-dicarboxylate 

Relevant articles and documents

Catalytic C-2 Allylation of Indoles by Electronic Modulation of the Indole Ring and its Application to the Synthesis of Functionalized Carbazoles

We report a palladium-catalyzed C-2 allylation of indoles and subsequent cyclization of the allylated indoles. The electronic effects of chloro and ester groups that can be readily installed at the C-3 position of indoles facilitated a highly efficient C–H allylation at the C-2 position. The resulting 2-allyl-3-chloroindoles were found to be suitable substrates for benzannulation reactions with alkynes and norbornadiene as an acetylene synthon. This approach, utilizing readily available indoles, allyl acetates, and norbornadiene, allows a rapid access to complex carbazoles. (Figure presented.).

Fused [d]pyridazin-7-ones

The present invention is directed to fused [d]pyridazin-7-ones. The invention is also directed to methods for making and using the fused [d]pyridazin-7-ones. In particular, the compounds of the present invention may be effective in the treatment of diseases or disease states related to the activity of VEGFR2, MLK1 and CDK5 enzymes, including, for example, angiogenic disorders and neurodegenerative diseases.

Design, synthesis, and biological activity of potent and selective inhibitors of mast cell tryptase

A new series of novel mast cell tryptase inhibitors is reported, which features the use of an indole structure as the hydrophobic substituent on a m-benzylaminepiperidine template. The best members of this series display good in vitro activity and excellent selectivity against other serine proteases.

Preparation and palladium-catalysed arylation of indolylzinc halides

Indolylzinc halides are prepared by two methods: transmetallation of indolyllithiums with zinc chloride and oxidative addition of active zinc to iodoindoles. The palladium-catalysed reaction of the indolylzinc halides provides a practical method for synthesizing arylindoles.

Halogen-magnesium exchange reaction of iodoindole derivatives

Halogen-magnesium exchange reaction of iodoindoles with ethylmagnesium bromide in THF undergoes smoothly to give indolylmagnesium bromides which react with various electrophiles.

A convenient synthesis of 1,2-dihydro-3H-indol-3-ones and 1,2-dihydro-2H-indol-2-ones by Baeyer-Villiger oxidation

The Baeyer-Villiger rearrangement of substituted 1H-indole-3-carbaldehydes afforded the corresponding substituted 1,2-dihydro-3H-indol-3-ones. The influence of 3-carbonyl and 1-protecting groups has been examined. Reaction has been extended to 1H-indole-2-carbaldehydes and used for synthesis of 1-(phenylsulfonyl)-1H-indol-2-yl trifluoromethanesulfonate.