1227270-73-6

Basic information

• Product Name: 4- Methyl-1 -(phenylsulfonyl)-1 H-pyrrolo[2,3-b]pyridine
• Synonyms: 4- Methyl-1 -(phenylsulfonyl)-1 H-pyrrolo[2,3-b]pyridine;1-(Phenylsulphonyl)-4-Methyl-7-azaindole;1-(phenylsulfonyl)-4-methyl-7-azaindole;1-(benzenesulfonyl)-4-methylpyrrolo[2,3-b]pyridine
• CAS NO: 1227270-73-6
• Molecular Formula: C₁₄H₁₂N₂O₂S
• Molecular Weight: 272.32228
• EINECS: -0
• Mol File: 1227270-73-6.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 4- Methyl-1 -(phenylsulfonyl)-1 H-pyrrolo[2,3-b]pyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 4- Methyl-1 -(phenylsulfonyl)-1 H-pyrrolo[2,3-b]pyridine(1227270-73-6)
• EPA Substance Registry System: 4- Methyl-1 -(phenylsulfonyl)-1 H-pyrrolo[2,3-b]pyridine(1227270-73-6)

Safety Data

• Hazardous Substances Data: 1227270-73-6(Hazardous Substances Data)

Usage

General Description

4-Methyl-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine is a chemical compound with the molecular formula C16H13NOS. It is a pyrrolopyridine derivative and contains a sulfonylphenyl group. 4- Methyl-1 -(phenylsulfonyl)-1 H-pyrrolo[2,3-b]pyridine has been studied for its potential pharmacological properties, particularly in the field of medicinal chemistry. It has been investigated for its potential as a kinase inhibitor, making it a promising candidate for the development of new drugs for the treatment of various diseases. Its chemical structure and properties make it a valuable target for further research and development in the pharmaceutical industry.

Upstream product

• 824-24-8 4-methyl-1H-pyrrolo[2,3-b]pyridine 
• 98-09-9 benzenesulfonyl chloride 
• 55052-28-3 4-chloro-7-azaindole 
• 889939-25-7 1-(benzenesulfonyl)-4-bromo-1H-pyrrolo[2,3-b]pyridine 
• 594-27-4 tetramethylstannane 

Downstream Products

• 1421359-59-2 ethyl 2-((4-methyl-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-5-yl)amino)-4,5-dihydro-1H-imidazole-1-carboxylate 
• 1511867-22-3 4-methyl-5-nitro-1H-pyrrolo[2,3-b]pyridine 
• 1287747-72-1 N-(3,4-dihydro-2H-pyrrol-5-yl)-4-methyl-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-5-amine 
• 1287747-68-5 4-methyl-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-5-amine 
• 1287747-65-2 4-methyl-5-nitro-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine 

Relevant articles and documents

Discovery of 3-Cyano- N-(3-(1-isobutyrylpiperidin-4-yl)-1-methyl-4-(trifluoromethyl)-1 H-pyrrolo[2,3- b]pyridin-5-yl)benzamide: A Potent, Selective, and Orally Bioavailable Retinoic Acid Receptor-Related Orphan Receptor C2 Inverse Agonist

The nuclear hormone receptor retinoic acid receptor-related orphan C2 (RORC2, also known as RORγt) is a promising target for the treatment of autoimmune diseases. A small molecule, inverse agonist of the receptor is anticipated to reduce production of IL-17, a key proinflammatory cytokine. Through a high-throughput screening approach, we identified a molecule displaying promising binding affinity for RORC2, inhibition of IL-17 production in Th17 cells, and selectivity against the related RORA and RORB receptor isoforms. Lead optimization to improve the potency and metabolic stability of this hit focused on two key design strategies, namely, iterative optimization driven by increasing lipophilic efficiency and structure-guided conformational restriction to achieve optimal ground state energetics and maximize receptor residence time. This approach successfully identified 3-cyano-N-(3-(1-isobutyrylpiperidin-4-yl)-1-methyl-4-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridin-5-yl)benzamide as a potent and selective RORC2 inverse agonist, demonstrating good metabolic stability, oral bioavailability, and the ability to reduce IL-17 levels and skin inflammation in a preclinical in vivo animal model upon oral administration.