23612-48-8

Usage

Uses

Used in Tobacco Industry:
1H-PYRROLO[2,3-B]PYRIDINE, 2-METHYLis used as a chemical marker for fingerprinting the volatile profile of traditional tobacco and e-cigarettes. This application helps in identifying and analyzing the composition of these products, which is crucial for quality control, safety, and regulatory purposes.
Chemical Properties:
The compound is a white powder, which indicates its solid state and potential for easy handling and storage. Its chemical properties, such as stability and reactivity, may also play a role in its suitability for specific applications.

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

Upstream product

• 113975-31-8 N-(3-iodopyridin-2-yl)-2,2-dimethylpropionamide 
• 39620-04-7 2-amino-3-chloropyridine 
• 74-99-7 prop-1-yne 
• 504-29-0 2-aminopyridine 
• 348640-02-8 1-[(4-methylphenyl)sulfonyl]-1H-pyrrolo[2,3-b]pyridine 
• 6302-03-0 1-(pyridin-3-yl)-2-propanone 
• 1019436-10-2 2-methyl-1-tosyl-1H-pyrrolo[2,3-b]pyridine 
• 78191-00-1 N-Methoxy-N-methylacetamide 
• 138343-75-6 tert-butyl (3-methylpyridin-2-yl)carbamate 
• 1437769-26-0 (E)-3-(2-nitroprop-1-enyl)pyridine 
• 13534-99-1 2-Amino-3-bromopyridine 
• 203635-54-5 3-(prop-1-yn-1-yl)pyridin-2-amine 
• 67-64-1 acetone 
• 143141-23-5 1-benzenesulfonyl-1H-pyrrolo[2,3-b]pyridine 

Downstream Products

• 189089-83-6 1-benzenesulfonyl-2-methyl-1H-pyrrolo[2,3-b]pyridine 
• 858275-30-6 2-methyl-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde 
• 7546-48-7 N,N-dimethyl-1-(2-methyl-1H-pyrrolo[2,3-b] pyridin-3-yl)methanamine 
• 7546-52-3 (2-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)acetic acid methyl ester 

Relevant academic research and scientific papers

A 2 - methyl -7 - aza indole synthesis method (by machine translation)

The invention discloses a 2 - methyl - 7 - aza indole synthesis method, comprises the following steps: the 2 - amino - 3 - chloro pyridine added in DMF, heating to 150 - 220 °C, adding Cp2 ZrCl2 And catalyst, under stirring conditions, adding methylacetylene, reflux reaction 4 - 6 h, after the reaction, filtration, the filtrate is distilled under reduced pressure to remove the DMF, ethyl acetate extraction, recrystallization, extraction, drying, to obtain 2 - methyl - 7 - azaindole. The application of the synthesis method adopts the one-pot synthesis, the operation is simple, without intermediate purification step, high conversion rate of raw materials, and has high economic benefits. (by machine translation)

PREPARATION OF 2-[2-METHYL-1-[[4-METHYLSULFONYL-2-(TRIFLUORO METHYL)PHENYL]METHYL] PYRROLO[2,3-B]PYRIDIN-3-YL]ACETIC ACID

The present invention relates to a novel compound of Formula IV and use of said compound for the preparation of 2-[2-methyl-1-[[4-methylsulfonyl-2-(trifluoromethyl)phenyl] methyl]pyrrolo[2,3-b]pyridine-3-yl]acetic acid [fevipiprant], Formula IV wherein A is SO2Me, halogen or a leaving group. The present invention further relates to a process of preparation of pharmaceutical acceptable salts of fevipiprant and composition thereof.

Transition-metal-free access to 7-azaindoles

A novel method for transition-metal-free synthesis of 7-azaindoles is developed through a one-pot synthesis involving amination of pyridine N-oxides and intramolecular enamine formation. Remarkable features of the method include simple operation, mild reaction conditions, wide substrate scope, and easily accessible starting materials.

Depsipeptides Featuring a Neutral P1 Are Potent Inhibitors of Kallikrein-Related Peptidase 6 with On-Target Cellular Activity

Kallikrein-related peptidase 6 (KLK6) is a secreted serine protease that belongs to the family of tissue kallikreins (KLKs). Many KLKs are investigated as potential biomarkers for cancer as well as therapeutic drug targets for a number of pathologies. KLK6, in particular, has been implicated in neurodegenerative diseases and cancer, but target validation has been hampered by a lack of selective inhibitors. This work introduces a class of depsipeptidic KLK6 inhibitors, discovered via high-throughput screening, which were found to function as substrate mimics that transiently acylate the catalytic serine of KLK6. Detailed structure-activity relationship studies, aided by in silico modeling, uncovered strict structural requirements for potency, stability, and acyl-enzyme complex half-life. An optimized scaffold, DKFZ-251, demonstrated good selectivity for KLK6 compared to other KLKs, and on-target activity in a cellular assay. Moreover, DKFZ-633, an inhibitor-derived activity-based probe, could be used to pull down active endogenous KLK6.

Asymmetric Hydrogenation of Azaindoles: Chemo- and Enantioselective Reduction of Fused Aromatic Ring Systems Consisting of Two Heteroarenes

High enantioselectivity was achieved for the hydrogenation of azaindoles by using the chiral catalyst, which was prepared from [Ru(η3-methallyl)2(cod)] and a trans-chelating bis(phosphine) ligand (PhTRAP). The dearomative reaction exclusively occurred on the five-membered ring, thus giving the corresponding azaindolines with up to 97:3 enantiomer ratio.

Structure-activity relationships (SAR) and structure-kinetic relationships (SKR) of sulphone-based CRTh2 antagonists

Monocyclic and bicyclic ring systems were investigated as the "core" section of a series of diphenylsulphone-containing acetic acid CRTh2 receptor antagonists. A range of potencies were observed and single-digit nanomolar potencies were obtained in both the monocyclic and bicyclic cores. Residence times for the monocyclic compounds were very short. Some of the bicyclic cores displayed better residence times. A methyl group in the northern part of the core, between the head and tail was a necessary requirement for the beginnings of long residence times. Variations of the tail substitution maximised potencies and residence times.

Synthesis of Indoles by Palladium-Catalyzed Reductive Cyclization of β-Nitrostyrenes with Carbon Monoxide as the Reductant

An efficient catalytic cyclization of β-nitrostyrenes to indoles was developed. The reaction was applied to the synthesis of 3-arylindoles and 2-alkylindoles. Given that in the latter case the starting β-nitrostyrenes can be easily obtained by a Henry reaction, the present method allows indoles to be obtained in a two-step sequence starting from cheap reactants.

A convenient palladium-catalyzed azaindole synthesis

A one-pot protocol is described which allows direct access to azaindoles from amino-halopyridines and ketones.

PROTEASOME ACTIVITY ENHANCING COMPOUNDS

The present invention is directed to compounds having the Formula (I), (II), (III), (IV), and (V), compositions thereof, the methods of synthesis of the compouds of interest, and to methods for the treatment of a condition associated with a dysfunction in proteostasis, such as cancer, inflammatory conditions, neurodegeneration, metabolic conditions, comprising administering an effective amount of a compound of the invention.

A convenient palladium-catalyzed azaindole synthesis

A one-pot protocol is described which allows direct access to azaindoles from amino-halopyridines and ketones.