74420-05-6

Basic information

• Product Name: 4-CHLORO-1-METHYL-1H-PYRROLO[2,3-B]PYRIDINE
• Synonyms: 4-CHLORO-1-METHYL-1H-PYRROLO[2,3-B]PYRIDINE;N-Methyl-4-chloro-7-azaindole;4-Chloro-1-methyl-7-azaindole
• CAS NO: 74420-05-6
• Molecular Formula: C₈H₇ClN₂
• Molecular Weight: 166.61
• Product Categories: Azaindoles
• Mol File: 74420-05-6.mol

Chemical Properties

• Boiling Point: 275℃
• Flash Point: 120℃
• Appearance: /
• Density: 1.30
• Vapor Pressure: 0.009mmHg at 25°C
• Refractive Index: 1.633
• Storage Temp.: 2-8°C
• PKA: 4.49±0.30(Predicted)
• CAS DataBase Reference: 4-CHLORO-1-METHYL-1H-PYRROLO[2,3-B]PYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-CHLORO-1-METHYL-1H-PYRROLO[2,3-B]PYRIDINE(74420-05-6)
• EPA Substance Registry System: 4-CHLORO-1-METHYL-1H-PYRROLO[2,3-B]PYRIDINE(74420-05-6)

Safety Data

• Hazardous Substances Data: 74420-05-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
4-Chloro-1-methyl-1H-pyrrolo[2,3-b]pyridine is used as a building block for the synthesis of drug molecules, contributing to the development of new pharmaceuticals with potential applications in various therapeutic areas.
Used in Oncology:
In the field of oncology, 4-Chloro-1-methyl-1H-pyrrolo[2,3-b]pyridine is used as a starting material for the development of new drug candidates that target cancer cells, aiming to provide novel treatment options for various types of cancer.
Used in Central Nervous System Disorders:
4-Chloro-1-methyl-1H-pyrrolo[2,3-b]pyridine is employed as a component in the synthesis of compounds that address central nervous system disorders, potentially leading to the discovery of new therapeutic agents for neurological conditions.
Used in Research Chemicals:
As a research chemical, 4-Chloro-1-methyl-1H-pyrrolo[2,3-b]pyridine is used in the study of chemical reactions and mechanisms, aiding scientists in understanding and advancing the knowledge of chemical processes and their applications in drug development.

InChI:InChI=1/C8H7ClN2/c1-11-5-3-6-7(9)2-4-10-8(6)11/h2-5H,1H3

Upstream product

• 55052-28-3 4-chloro-7-azaindole 
• 74-88-4 methyl iodide 
• 271-63-6 7-Azaindole 
• 55052-24-9 1H-Pyrrolo[2,3-b]pyridine-7-oxide 

Downstream Products

• 1431882-02-8 N-(4-chloro-1-methyl-1H-pyrrolo[2,3-b]pyridin-2-yl)-N-(4-fluoro-2-iodophenyl)-4-methylbenzenesulfonamide 
• 1431882-26-6 C₂₁H₁₅ClFN₃O₂S 
• 1644629-23-1 1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine 

Relevant articles and documents

HETEROCYCLIC COMPOUNDS AND METHODS OF USE

The present invention discloses compounds useful in treatment of conditions associated with excessive activity of transforming growth factor beta (TGF-β), particularly type 1 or activin-like kinase 5 (ALK 5). Specifically the present invention discloses compound of formula (I) which exhibit inhibitory activity against ALK 5. Method of treating conditions associated with excessive activity (ALK 5) with such compound is disclosed. Uses thereof, pharmaceutical composition, and kits are also disclosed.

NOVEL P2X7R ANTAGONISTS AND THEIR USE

The present application is directed to novel P2X7R antagonists that are indol-3-carboxamide or azaindole-3-carboxamide compounds, pharmaceutical compositions comprising the same and their use for the prophylactic or therapeutic treatment of diseases mediated by P2X7R activity.

Synthesis and biological evaluation of 7-azaindole derivatives, synthetic cytokinin analogues

Cytokinins, N6-substituted adenine derivatives, are plant hormones playing important roles in various processes in plant development. Furthermore, cytokinins and their derivatives are able to control mammalian cell apoptosis and differentiation. The aim of our study was the synthesis of 7-azaindole derivatives as cytokinin analogues with the Hartwig-Buchwald coupling reaction in order to evaluate their biological properties on human myeloblastic leukaemia cells (HL-60 cell line). All these compounds presented a cytotoxic activity on HL-60 cells especially the 4-phenylaminopyrrolo[2,3-b]pyridine and the 4-phenethylaminopyrrolo[2,3-b]pyridine.

Synthesis of 4-Amino-1H-pyrrolopyridine (1,7-Dideazaadenine) and 1H-Pyrrolopyridin-4-ol (1,7-Dideazahypoxanthine)

4-Amino-1H-pyrrolopyridine (1,7-dideazaadenine) (5) has been synthesized by the iron and acetic acid reduction of 4-nitro-1H-pyrrolopyridine 7-oxide (13), obtained by nitration of 1H-pyrrolopyridine-3-carboxamide 7-oxide (17).Other nitration reactions in the 1H-pyrrolopyridine 7-oxide series are disclosed.The preparation of 1H-pyrrolopyridin-4-ol (1,7-dideazahypoxanthine) (6) began with the hydrolysis of ethyl 1-benzyl-3-cyano-4-oxo-4,7-dihydro-1H-pyrrolopyridine-5-carboxylate (21) to the 3,5-dicarboxylic acid derivative of 1-benzyl-4-oxo-4,7-dihydro-1H-pyrrolopyridine (22).Decarboxylation of 22 with subsequent debenzylation formed 6.