1374154-99-0

Basic information

• Product Name: 5-((2,3-dihydrobenzo[b][1,4]dioxin-6-yl)sulfonyl)-1-(phenylsulfonyl)indoline
• Synonyms: 5-((2,3-dihydrobenzo[b][1,4]dioxin-6-yl)sulfonyl)-1-(phenylsulfonyl)indoline
• CAS NO: 1374154-99-0
• Molecular Weight: 457.528
• Mol File: 1374154-99-0.mol

Chemical Properties

• CAS DataBase Reference: 5-((2,3-dihydrobenzo[b][1,4]dioxin-6-yl)sulfonyl)-1-(phenylsulfonyl)indoline(CAS DataBase Reference)
• NIST Chemistry Reference: 5-((2,3-dihydrobenzo[b][1,4]dioxin-6-yl)sulfonyl)-1-(phenylsulfonyl)indoline(1374154-99-0)
• EPA Substance Registry System: 5-((2,3-dihydrobenzo[b][1,4]dioxin-6-yl)sulfonyl)-1-(phenylsulfonyl)indoline(1374154-99-0)

Safety Data

• Hazardous Substances Data: 1374154-99-0(Hazardous Substances Data)

Upstream product

• 63758-12-3 6-chlorosulfonyl-1,4-benzodioxane 
• 81114-41-2 1-benzenesulfonyl-2,3-dihydro-1H-indole 
• 496-15-1 1-indoline 
• 98-09-9 benzenesulfonyl chloride 

Relevant articles and documents

Sulfonamides for the Modulation of PKM2

The invention relates to sulfonamide compounds and methods for activating PKM2. The compounds and methods are useful in treating or preventing a disease or disorder selected from cancer, cell proliferative disorder, inflammatory disorder, metabolic disorder, and immune system disorder.

1-(sulfonyl)-5-(arylsulfonyl)indoline as activators of the tumor cell specific M2 isoform of pyruvate kinase

Cancer cells preferentially use glycolysis rather than oxidative phosphorylation for their rapid growth. They consume large amount of glucose to produce lactate even when oxygen is abundant, a phenomenon known as the Warburg effect. This metabolic change originates from a shift in the expression of alternative spliced isoforms of the glycolytic enzyme pyruvate kinase (PK), from PKM1 to PKM2. While PKM1 is constitutively active, PKM2 is switched from an inactive dimer form to an active tetramer form by small molecule activators. The prevalence of PKM2 in cancer cells relative to the prevalence of PKM1 in many normal cells, suggests a therapeutic strategy whereby activation of PKM2 may counter the abnormal cellular metabolism in cancer cells, and consequently decreased cellular proliferation. Herein we describe the discovery and optimization of a series of PKM2 activators derived from the 2-((2,3-dihydrobenzo[b][1,4] dioxin-6-yl)thio)-1-(2-methyl-1-(methylsulfonyl) indolin-5-yl) ethanone scaffold. The synthesis, SAR analysis, enzyme active site docking, enzymatic reaction kinetics, selectivity and pharmaceutical properties are discussed.