112970-67-9

Basic information

• Product Name: 1H-Indole, 4-methoxy-1-[(4-methylphenyl)sulfonyl]-
• CAS NO: 112970-67-9
• Molecular Formula: C16H15NO3S
• Molecular Weight: 301.366
• Mol File: 112970-67-9.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 1H-Indole, 4-methoxy-1-[(4-methylphenyl)sulfonyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Indole, 4-methoxy-1-[(4-methylphenyl)sulfonyl]-(112970-67-9)
• EPA Substance Registry System: 1H-Indole, 4-methoxy-1-[(4-methylphenyl)sulfonyl]-(112970-67-9)

Safety Data

• Hazardous Substances Data: 112970-67-9(Hazardous Substances Data)

Usage

Classification

Sulfonyl-indole derivative
A compound derived from the modification of the 1H-indole core structure by the addition of a sulfonyl group (-SO2-).

Methoxy group

-OCH3
An electron-donating group consisting of an oxygen atom bonded to a methyl group (-CH3), which is attached to the 4-position of the indole ring.

Methylphenyl group

-C6H4CH3
A substituent consisting of a phenyl ring (a six-membered aromatic ring with hydrogen atoms) with a methyl group attached to the 4-position.

Pharmaceutical industry use

Building block for synthesis of biologically active molecules
This compound is commonly used as an intermediate in the synthesis of various pharmaceuticals due to its versatile chemical structure.

Potential activities

Antibacterial and anticancer
The compound has shown promise in inhibiting the growth of bacteria and cancer cells, making it a potential candidate for the development of new treatments for these conditions.

Ongoing research

Therapeutic and pharmacological properties
Further studies are needed to fully understand the potential benefits and risks of using this compound in the treatment of various medical conditions.

Upstream product

• 112970-49-7 2-bromo-3-methoxy-N-tosylaniline 
• 101935-40-4 2-bromo-3-hydroxy-1-nitrobenzene 
• 112970-44-2 2-bromo-3-methoxyaniline 
• 603-85-0 2-Amino-3-nitrophenol 
• 67853-37-6 2-bromo-1-methoxy-3-nitrobenzene 
• 139717-74-1 2-(2-acetoxy-1-isopropylthioethyl)-3-methoxyaniline 
• 536-90-3 m-Anisidine 
• 144024-30-6 1-<1-(4-methylphenyl)sulfonyl-3-pyrrolyl>-4-nitro-1-butanone 
• 894810-42-5 N-allyl-N-(3-methoxy-2-vinyl-phenyl)-4-methyl-benzenesulfonamide 
• 144024-31-7 4,4-dimethoxy-1-<1-(4-methylphenyl)sulfonyl-3-pyrrolyl>-1-butanone 
• 96-24-2 3-monochloro-1,2-propanediol 
• 147189-48-8 3-<4-(methylphenyl)sulfonylaminomethylene>-1,1,7,7-tetramethoxy-4-heptanone 
• 139717-65-0 N-tosyl-2-(2-acetoxy-1-isopropylthioethyl)-3-methoxyanilide 
• 112970-54-4 2-ethenyl-3-methoxy-N-(p-tolylsulfonyl)aniline 

Downstream Products

• 1322744-57-9 (S)-2-benzyloxycarbonylamino-3-[4-methoxy-1-(toluene-4-sulfonyl)-1H-indol-3-yl]propionic acid methyl ester 
• 4837-90-5 4-methoxy-1H-indole 

Relevant articles and documents

Development of isomerization and cycloisomerization with use of a ruthenium hydride with N-heterocyclic carbene and its application to the synthesis of heterocycles

A pure ruthenium hydride complex with N-heterocyclic carbene (NHC) ligand was efficiently generated from the reaction of a second-generation Grubbs ruthenium catalyst with vinyloxytrimethylsilane and unambiguously characterized. This ruthenium hydride complex showed high catalytic activity for the selective isomerization of terminal olefin and for the cycloisomerization of 1,6-dienes. These reactions of N-allyl-o-vinylaniline lead to novel synthetic methods for heterocycles such as indoles and 3-methylene-2,3-dihydroindoles, which are useful synthons for bioactive natural products. These procedures address an important issue in diversity-oriented synthesis.

Preparation of alkyl-substituted indoles in the benzene portion. Part 7. Synthesis of (±)- and (S)-(-)-pindolol

A new, short-step synthesis of a β-adrenergic blocking agent, pindolol, 1-(4-indolyloxy)-3-(2-propylamino)-2-propanol, is described. The acid-catalyzed indole cyclization reaction of 4-[1-(4-methylphenyl)sulfonyl-3-pyrrolyl]-4-oxobutanal (14) in the presence of (±)-3-chloro-1,2-propanediol (12) and (R)-1-O-[(4-methylphenyl)sulfonyl]glycerol (24) afforded (±)-1-chloro-3-[1-(4-methylphenyl)sulfonyl-4-indolyloxy]-2-propanol (15) and (R)-(-)-3-[1-(4-methylphenyl)sulfonyl-4-indolyloxy]-1-[(4-methylphenyl sulfonyloxy]-2-propanol (25). Reaction of these with isopropylamine and removal of the protecting group at the indole nitrogen gave (±)- and (S)-(-)-pindolol (3 and 4), thus constituting an efficient three-step synthesis of 3 and 4 from the readily available aldehyde (14).

Preparation of alkyl-substituted indoles in the benzene portion. Part 6. Synthetic procedure for 4-, 5-, 6-, or 7-alkoxy-and hydroxyindole derivatives

A novel method for the preparation of indole derivatives that are alkoxy- and hydroxy-substituted in the benzene portion of the indole nucleus is described. The acid-induced cyclization reaction of (arylsulfonyl)pyrrole derivatives (4a, 4b, 5b, and 5a) in