Cas no 1000340-86-2 (6-Methyl-1H-pyrrolo[2,3-b]pyridine-5-carbonitrile)

6-Methyl-1H-pyrrolo[2,3-b]pyridine-5-carbonitrile is a heterocyclic organic compound featuring a fused pyrrolopyridine core with a methyl substituent at the 6-position and a nitrile group at the 5-position. This structure imparts versatility in pharmaceutical and agrochemical applications, serving as a key intermediate in the synthesis of biologically active molecules. Its rigid bicyclic framework enhances binding affinity in medicinal chemistry, while the nitrile group offers functionalization potential for further derivatization. The compound’s stability and well-defined reactivity make it valuable for research in drug discovery, particularly in the development of kinase inhibitors and other targeted therapeutics. High purity grades ensure consistent performance in synthetic workflows.
6-Methyl-1H-pyrrolo[2,3-b]pyridine-5-carbonitrile structure
1000340-86-2 structure
Product Name:6-Methyl-1H-pyrrolo[2,3-b]pyridine-5-carbonitrile
CAS No:1000340-86-2
MF:C9H7N3
MW:157.171981096268
MDL:MFCD09880162
CID:841012
PubChem ID:24729598
Update Time:2025-05-20

6-Methyl-1H-pyrrolo[2,3-b]pyridine-5-carbonitrile Chemical and Physical Properties

Names and Identifiers

    • 6-Methyl-1H-pyrrolo[2,3-b]pyridine-5-carbonitrile
    • 5-CYANO-6-METHYL-7-AZAINDOLE
    • 1000340-86-2
    • SCHEMBL16246971
    • SB14321
    • DB-091141
    • I10647
    • 1H-Pyrrolo[2,3-b]pyridine-5-carbonitrile, 6-methyl-
    • DTXSID90646916
    • PMZKIGBJJTZXKW-UHFFFAOYSA-N
    • CS-0416129
    • AKOS006314228
    • MDL: MFCD09880162
    • Inchi: 1S/C9H7N3/c1-6-8(5-10)4-7-2-3-11-9(7)12-6/h2-4H,1H3,(H,11,12)
    • InChI Key: PMZKIGBJJTZXKW-UHFFFAOYSA-N
    • SMILES: N1C=CC2=CC(C#N)=C(C)N=C12

Computed Properties

  • Exact Mass: 157.063997236g/mol
  • Monoisotopic Mass: 157.063997236g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 0
  • Complexity: 217
  • 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: 1.4
  • Topological Polar Surface Area: 52.5?2

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6-Methyl-1H-pyrrolo[2,3-b]pyridine-5-carbonitrile Related Literature

Additional information on 6-Methyl-1H-pyrrolo[2,3-b]pyridine-5-carbonitrile

Comprehensive Overview of 6-Methyl-1H-pyrrolo[2,3-b]pyridine-5-carbonitrile (CAS No. 1000340-86-2)

6-Methyl-1H-pyrrolo[2,3-b]pyridine-5-carbonitrile, with the CAS number 1000340-86-2, is a heterocyclic organic compound that has garnered significant attention in pharmaceutical and agrochemical research. This compound belongs to the pyrrolopyridine family, a class of nitrogen-containing heterocycles known for their diverse biological activities. The presence of both a methyl group and a carbonitrile moiety in its structure enhances its reactivity and potential applications in drug discovery and material science.

In recent years, the demand for pyrrolopyridine derivatives has surged due to their role as key intermediates in the synthesis of bioactive molecules. Researchers are particularly interested in 6-Methyl-1H-pyrrolo[2,3-b]pyridine-5-carbonitrile for its potential as a building block in the development of kinase inhibitors, which are crucial in targeted cancer therapies. The compound's unique structure allows it to interact with various enzymatic targets, making it a valuable candidate for medicinal chemistry applications.

The synthesis of 6-Methyl-1H-pyrrolo[2,3-b]pyridine-5-carbonitrile typically involves multi-step reactions, including cyclization and functional group transformations. Advanced techniques such as microwave-assisted synthesis and catalyzed cross-coupling reactions have been employed to improve yield and purity. These methods align with the growing trend toward green chemistry, as researchers seek to minimize waste and reduce the environmental impact of chemical synthesis.

From a commercial perspective, 6-Methyl-1H-pyrrolo[2,3-b]pyridine-5-carbonitrile is available through specialized chemical suppliers, often in high purity grades suitable for research and development. Its CAS registry number 1000340-86-2 ensures accurate identification and procurement, which is critical for laboratories and industries requiring consistent quality. The compound's stability under standard storage conditions further enhances its practicality for long-term use.

One of the most frequently asked questions about 6-Methyl-1H-pyrrolo[2,3-b]pyridine-5-carbonitrile revolves around its solubility and compatibility with common solvents. Studies indicate that it exhibits moderate solubility in polar organic solvents such as dimethyl sulfoxide (DMSO) and methanol, which facilitates its use in various experimental setups. Additionally, its molecular weight and logP value are often discussed in the context of drug-likeness and bioavailability predictions.

The versatility of 6-Methyl-1H-pyrrolo[2,3-b]pyridine-5-carbonitrile extends beyond pharmaceuticals. Recent explorations in material science have highlighted its potential as a precursor for organic semiconductors and light-emitting diodes (OLEDs). Its conjugated system and electron-withdrawing carbonitrile group contribute to desirable electronic properties, aligning with the increasing demand for sustainable materials in electronics.

In summary, 6-Methyl-1H-pyrrolo[2,3-b]pyridine-5-carbonitrile (CAS No. 1000340-86-2) represents a multifaceted compound with broad applications in drug discovery, agrochemicals, and advanced materials. Its structural features and reactivity profile continue to inspire innovative research, addressing some of the most pressing challenges in modern science. As interest in heterocyclic compounds grows, this molecule is poised to remain a focal point in both academic and industrial settings.

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