916574-87-3

Basic information

• Product Name: 1H-Pyrrolo[2,3-b]pyridine, 4-methoxy-1-(phenylsulfonyl)-
• Synonyms: 1H-Pyrrolo[2,3-b]pyridine, 4-methoxy-1-(phenylsulfonyl)-;1-(Phenylsulphonyl)-4-Methoxy-7-azaindole;1-(phenylsulfonyl)-4-methoxy-7-azaindole;4-Methoxy-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine
• CAS NO: 916574-87-3
• Molecular Formula: C₁₄H₁₂N₂O₃S
• Molecular Weight: 288.32
• Mol File: 916574-87-3.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 465.3°C at 760 mmHg
• Flash Point: 235.2°C
• Appearance: /
• Density: 1.34g/cm³
• Vapor Pressure: 7.79E-09mmHg at 25°C
• Refractive Index: 1.643
• CAS DataBase Reference: 1H-Pyrrolo[2,3-b]pyridine, 4-methoxy-1-(phenylsulfonyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Pyrrolo[2,3-b]pyridine, 4-methoxy-1-(phenylsulfonyl)-(916574-87-3)
• EPA Substance Registry System: 1H-Pyrrolo[2,3-b]pyridine, 4-methoxy-1-(phenylsulfonyl)-(916574-87-3)

Safety Data

• Hazardous Substances Data: 916574-87-3(Hazardous Substances Data)

Usage

Core structure

1H-Pyrrolo[2,3-b]pyridine

Methoxy group

Contains a single oxygen atom bonded to a methyl group

Phenylsulfonyl group

Consists of a phenyl ring attached to a sulfonyl group, which is a functional group containing a sulfur atom bonded to two oxygen atoms

Usage

Commonly used as a building block in the synthesis of pharmaceuticals and other organic compounds

Potential applications

Medicinal chemistry and drug discovery

Unique features

Unique structure and reactivity

InChI:InChI=1/C14H12N2O3S/c1-19-13-7-9-15-14-12(13)8-10-16(14)20(17,18)11-5-3-2-4-6-11/h2-10H,1H3

Upstream product

• 122379-63-9 4-methoxy-1H-pyrrolo<2,3-b>pyridine 
• 98-09-9 benzenesulfonyl chloride 

Downstream Products

• 1085278-87-0 4-methoxy-2-methyl-1-(phenylsulfonyl)pyrrolo[2,3-b]pyridine 

Relevant articles and documents

Painting argyrins blue: Negishi cross-coupling for synthesis of deep-blue tryptophan analogue β-(1-azulenyl)-L alanine and its incorporation into argyrin C

The argyrins are a family of non-ribosomal peptides that exhibits different biological activities through only small structural changes. Ideally, a biologically active molecule can be tracked and observed in a variety of biological and clinical settings in a non-invasive manner. As a step towards this goal, we report here a chemical synthesis of unnatural deep blue amino acid β-(1-azulenyl)-L alanine with different fluorescence and photophysical properties, which allows a spectral separation from the native tryptophan signal. This might be especially useful for cell localization studies and visualizing the targeted proteins. In particular, the synthesis of β-(1-azulenyl)-L alanine was achieved through a Negishi coupling which proved to be a powerful tool for the synthesis of unnatural tryptophan analogs. Upon β-(1-azulenyl)-L alanine incorporation into argyrin C, deep blue octapeptide variant was spectrally and structurally characterized.