824-51-1

Basic information

• Product Name: 6-METHYL-1H-PYRROLO[2,3-B]PYRIDINE
• Synonyms: 6-METHYL-7-AZAINDOLE;6-METHYL-1H-PYRROLO[2,3-B]PYRIDINE;1H-Pyrrolo[2,3-b]pyridine, 6-methyl-
• CAS NO: 824-51-1
• Molecular Formula: C₈H₈N₂
• Molecular Weight: 132.16
• EINECS: 200-258-5
• Mol File: 824-51-1.mol
• Article Data: 11

Chemical Properties

• Melting Point: 140℃
• Boiling Point: 259.634°C at 760 mmHg
• Flash Point: 112.803°C
• Appearance: /
• Density: 1.17
• Vapor Pressure: 0.021mmHg at 25°C
• Refractive Index: 1.667
• Storage Temp.: 2-8°C
• PKA: 7.71±0.40(Predicted)
• CAS DataBase Reference: 6-METHYL-1H-PYRROLO[2,3-B]PYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 6-METHYL-1H-PYRROLO[2,3-B]PYRIDINE(824-51-1)
• EPA Substance Registry System: 6-METHYL-1H-PYRROLO[2,3-B]PYRIDINE(824-51-1)

Safety Data

• Hazardous Substances Data: 824-51-1(Hazardous Substances Data)

Usage

General Description

6-Methyl-1H-pyrrolo[2,3-b]pyridine is a chemical compound with a molecular formula C10H8N2. It is a heterocyclic aromatic compound with a pyrrolopyridine core structure. 6-METHYL-1H-PYRROLO[2,3-B]PYRIDINE is often used as a building block in the synthesis of pharmaceuticals, agrochemicals, and other functional organic materials. Its unique structure and reactivity make it useful in the development of new drugs and materials with potential medical and industrial applications. Additionally, it is also used as a research tool in the study of organic chemistry and chemical biology.

InChI:InChI=1/C8H8N2/c1-6-2-3-7-4-5-9-8(7)10-6/h2-5H,1H3,(H,9,10)

Upstream product

• 178268-95-6 N'-(3,6-Dimethyl-pyridin-2-yl)-N-methyl-N-phenyl-formamidine 
• 823-61-0 2-amino-3,6-dimethylpyridine 
• 65258-08-4 ethyl N-(3,6-dimethyl-2-pyridyl)formamidate 
• 896722-51-3 1-benzenesulfonyl-6-methyl-1H-pyrrolo[2,3-b]pyridine 
• 825-59-2 N-(3,6-dimethyl-pyridin-2-yl)-formamide 
• 271-63-6 7-Azaindole 
• 896722-50-2 1-benzenesulfonyl-6-chloro-1H-pyrrolo[2,3-b]pyridine 
• 143468-07-9 6-Chloro-1-methoxycarbonyl-1H-pyrrolo<2,3-b>pyridine 
• 55052-24-9 1H-Pyrrolo[2,3-b]pyridine-7-oxide 
• 55052-27-2 6-chloro-7-azaindole 
• 1332605-39-6 6-chloro-1-(p-tolylsulfonyl)pyrrolo[2,3-b]pyridine 
• 1346151-47-0 6-methyl-1-[(4-methylphenyl)sulfonyl]-1H-pyrrolo[2,3-b]pyridine 
• 849068-50-4 ethyl 6-chloro-1H-pyrrolo[2,3-b]pyridine-1-carboxylate 
• 823-96-1 Trimethylboroxine 

Downstream Products

• 178268-96-7 6-methyl-1H-pyrrolo[2,3-b]pyridine 7-oxide 
• 300545-98-6 C₂₉H₂₈N₂O₅ 
• 1000340-28-2 3-bromo-6-methyl-1H-pyrrolo[2,3-b]pyridine 
• 1420532-46-2 tert-butyl 2-(1-(2-(acetamidomethyl)-4-methylphenyl)-6-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)acetate 
• 1420532-47-3 tert-butyl 2-(1-(2-(ethanethioamidomethyl)-4-methylphenyl)-6-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)acetate 
• 1420532-48-4 ?tert-butyl 2-(1-(2-((3,5-dimethyl-4H-1,2,4-triazol-4-yl)methyl)-4-methylphenyl)-6-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)acetate 
• 1420532-35-9 1-(2-((1,4-dimethyl-1H-pyrazol-5-yl)methyl)-4-fluorophenyl)-6-methyl-1H-pyrrolo[2,3-b]pyridine 
• 1420532-28-0 5-bromo-2-(6-methyl-1H-pyrrolo[2,3-b]pyridin-1-yl)benzonitrile 
• 171879-99-5 4-chloro-6-methyl-1H-pyrrolo[2,3-b]pyridine 
• 1420532-29-1 (5-bromo-2-(6-methyl-1H-pyrrolo[2,3-b]pyridin-1-yl)phenyl)methanamine 
• 1346151-47-0 6-methyl-1-[(4-methylphenyl)sulfonyl]-1H-pyrrolo[2,3-b]pyridine 
• 1255099-47-8 2,6-dimethyl-1H-pyrrolo[2,3-b]pyridine 
• 1420070-52-5 N-ethyl-N-[2-(6-methyl-1H-pyrrolo[2,3-b]pyridin-1-yl)-5-(trifluoromethyl)benzyl]cyclopropanecarboxamide 

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.

Structure-activity relationships (SAR) and structure-kinetic relationships (SKR) of bicyclic heteroaromatic acetic acids as potent CRTh2 antagonists II: Lead optimization

Extensive structure-activity relationship (SAR) and structure-kinetic relationship (SKR) studies in the bicyclic heteroaromatic series of CRTh2 antagonists led to the identification of several molecules that possessed both excellent binding and cellular potencies along with long receptor residence times. A small substituent in the bicyclic core provided an order of magnitude jump in dissociation half-lives. Selected optimized compounds demonstrated suitable pharmacokinetic profiles.

New CRTh2 antagonists

The present invention relates to compounds of formula (I), to the process for preparing such compounds and to their use in the treatment of a pathological condition or disease susceptible to amelioration by CRTh2 antagonist activity.