143468-11-5

Basic information

• Product Name: (6-chloro-1H-pyrrolo[2,3-b]pyridin-1-yl)(phenyl)Methanone
• Synonyms: (6-chloro-1H-pyrrolo[2,3-b]pyridin-1-yl)(phenyl)Methanone
• CAS NO: 143468-11-5
• Molecular Formula: C₁₄H₉ClN₂O
• Molecular Weight: 256.68706
• Mol File: 143468-11-5.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: (6-chloro-1H-pyrrolo[2,3-b]pyridin-1-yl)(phenyl)Methanone(CAS DataBase Reference)
• NIST Chemistry Reference: (6-chloro-1H-pyrrolo[2,3-b]pyridin-1-yl)(phenyl)Methanone(143468-11-5)
• EPA Substance Registry System: (6-chloro-1H-pyrrolo[2,3-b]pyridin-1-yl)(phenyl)Methanone(143468-11-5)

Safety Data

• Hazardous Substances Data: 143468-11-5(Hazardous Substances Data)

Usage

General Description

(6-chloro-1H-pyrrolo[2,3-b]pyridin-1-yl)(phenyl)Methanone is a chemical compound with the molecular formula C15H9ClN2O. It is a pyrrolopyridine derivative that contains a chlorine atom, a phenyl group, and a methanone functional group. (6-chloro-1H-pyrrolo[2,3-b]pyridin-1-yl)(phenyl)Methanone has potential applications in the fields of pharmaceuticals and agrochemicals, as it may have biological activity. Its specific chemical properties and potential uses would depend on further research and testing.

Upstream product

• 7677-24-9 trimethylsilyl cyanide 
• 98-88-4 benzoyl chloride 
• 55052-24-9 1H-Pyrrolo[2,3-b]pyridine-7-oxide 
• 271-63-6 7-Azaindole 

Downstream Products

• 55052-27-2 6-chloro-7-azaindole 
• 824-51-1 6-methyl-1H-pyrrolo<2,3-b>pyridine 
• 1399849-64-9 1-(6-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)ethanone 

Relevant articles and documents

Synthesis of novel 7-azaindole derivatives containing pyridin-3-ylmethyl dithiocarbamate moiety as potent PKM2 activators and PKM2 nucleus translocation inhibitors

Multiple lines of evidence have indicated that pyruvate kinase M2 (PKM2) is upregulated in most cancer cells and it is increasingly recognized as a potential therapeutic target in oncology. In a continuation of our discovery of lead compound 5 and SAR study, the 7-azaindole moiety in compound 5 was systematically optimized. The results showed that compound 6f, which has a difluoroethyl substitution on the 7-azaindole ring, exhibited high PKM2 activation potency and anti-proliferation activities on A375 cell lines. In a xenograft mouse model, oral administration of compound 6f led to significant tumor regression without obvious toxicity. Further mechanistic studies revealed that 6f could influence the translocation of PKM2 into nucleus, as well as induction of apoptosis and autophagy of A375 cells. More importantly, compound 6f significantly inhibited migration of A375 cells in a concentration-dependent manner. Collectively, 6f may serve as a lead compound in the development of potent PKM2 activators for cancer therapy.

Regioselective functionalization of 1H-pyrrolo[2,3-b]pyridine via its N-oxide

Selective functionalization of 1H-pyrrolo[2,3-b]pyridine (7-azaindole) at the 6-position was achieved by Reissert-Henze type reaction. Thus, halogeno (Cl, Br, I), cyano and thiocyanato groups were directly introduced to the pyridine ring of 7-azaindole.