Cas no 1211531-25-7 (6-Chloro-3-methyl-1H-pyrrolo[2,3-b]pyridine)

6-Chloro-3-methyl-1H-pyrrolo[2,3-b]pyridine is a heterocyclic organic compound featuring a pyrrolopyridine core with chloro and methyl substituents. This structure serves as a versatile intermediate in pharmaceutical and agrochemical synthesis, particularly in the development of biologically active molecules. Its chloro group enhances reactivity for further functionalization, while the methyl group contributes to stability and lipophilicity, influencing pharmacokinetic properties. The compound is commonly utilized in medicinal chemistry for constructing kinase inhibitors and other therapeutic agents. High purity grades are available to ensure reproducibility in research and industrial applications. Proper handling under controlled conditions is recommended due to its sensitivity.
6-Chloro-3-methyl-1H-pyrrolo[2,3-b]pyridine structure
1211531-25-7 structure
Product Name:6-Chloro-3-methyl-1H-pyrrolo[2,3-b]pyridine
CAS No:1211531-25-7
MF:C8H7ClN2
MW:166.607580423355
MDL:MFCD18255014
CID:2094417
PubChem ID:72207346
Update Time:2025-05-20

6-Chloro-3-methyl-1H-pyrrolo[2,3-b]pyridine Chemical and Physical Properties

Names and Identifiers

    • 6-Chloro-3-methyl-1H-pyrrolo[2,3-b]pyridine
    • 6-Chloro-3-methyl-7-azaindole
    • AKOS025291072
    • PB16760
    • DB-399469
    • SY098345
    • 6-Chloro-3-methyl-7-azaindole, AldrichCPR
    • MFCD18255014
    • 1211531-25-7
    • SCHEMBL21589019
    • DTXSID901263402
    • AS-34196
    • CS-0050227
    • MDL: MFCD18255014
    • Inchi: 1S/C8H7ClN2/c1-5-4-10-8-6(5)2-3-7(9)11-8/h2-4H,1H3,(H,10,11)
    • InChI Key: RIHKOAJIJRLNRS-UHFFFAOYSA-N
    • SMILES: ClC1=CC=C2C(=N1)NC=C2C

Computed Properties

  • Exact Mass: 166.0297759g/mol
  • Monoisotopic Mass: 166.0297759g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 0
  • Complexity: 151
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 2.6
  • Topological Polar Surface Area: 28.7?2

6-Chloro-3-methyl-1H-pyrrolo[2,3-b]pyridine Pricemore >>

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Additional information on 6-Chloro-3-methyl-1H-pyrrolo[2,3-b]pyridine

6-Chloro-3-methyl-1H-pyrrolo[2,3-b]pyridine: A Comprehensive Overview

6-Chloro-3-methyl-1H-pyrrolo[2,3-b]pyridine, also known by its CAS number 1211531-25-7, is a heterocyclic aromatic compound that has garnered significant attention in the fields of organic chemistry and pharmacology. This compound belongs to the class of pyrrolopyridines, which are fused bicyclic structures consisting of a pyrrole ring and a pyridine ring. The presence of a chlorine atom at the 6-position and a methyl group at the 3-position introduces unique electronic and steric properties, making it a valuable molecule for various applications.

The synthesis of 6-Chloro-3-methyl-1H-pyrrolo[2,3-b]pyridine typically involves multi-step organic reactions, including nucleophilic substitutions, cyclizations, and oxidations. Recent advancements in catalytic methods have enabled more efficient and selective pathways for its preparation. For instance, researchers have employed transition metal catalysts to facilitate the formation of the pyrrolopyridine core with high yields and excellent regioselectivity. These methods not only enhance the scalability of the synthesis but also pave the way for further functionalization of the molecule.

In terms of applications, 6-Chloro-3-methyl-1H-pyrrolo[2,3-b]pyridine has shown promise in drug discovery programs targeting various diseases. Its structural features make it an attractive scaffold for designing bioactive molecules. For example, studies have demonstrated that this compound exhibits potent anti-inflammatory and antioxidant activities, suggesting its potential use in treating conditions such as neurodegenerative diseases and cardiovascular disorders.

Recent research has also explored the use of 6-Chloro-3-methyl-1H-pyrrolo[2,3-b]pyridine as a building block in materials science. Its ability to form stable coordination complexes with metal ions has led to its application in designing novel materials for energy storage and sensing technologies. For instance, researchers have reported the synthesis of metal-organic frameworks (MOFs) incorporating this compound, which exhibit high porosity and selectivity for gas adsorption.

The pharmacokinetic properties of 6-Chloro-3-methyl-1H-pyrrolo[2,3-b]pyridine have been extensively studied to evaluate its suitability as a drug candidate. Preclinical studies indicate that it possesses favorable absorption and distribution characteristics, making it a promising lead compound for further development. However, additional research is required to fully understand its metabolism and toxicity profiles.

In conclusion, 6-Chloro-3-methyl-1H-pyrrolo[2,3-b]pyridine, with its unique chemical structure and versatile properties, continues to be a focal point in both academic and industrial research. Its potential applications span across drug discovery, materials science, and beyond. As ongoing studies uncover new insights into its biological and chemical behaviors, this compound is expected to play an increasingly important role in advancing scientific innovation.

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