Cas no 1446791-69-0 (1-Methyl-1H-pyrrolo[2,3-b]pyridin-6-amine)

1-Methyl-1H-pyrrolo[2,3-b]pyridin-6-amine is a heterocyclic organic compound featuring a fused pyrrolopyridine core with an amine functional group at the 6-position and a methyl substituent on the nitrogen at the 1-position. This structure imparts significant versatility in pharmaceutical and agrochemical applications, particularly as a key intermediate in the synthesis of biologically active molecules. Its rigid bicyclic framework enhances binding affinity in medicinal chemistry, while the amine group allows for further derivatization. The compound exhibits favorable stability and solubility properties, making it suitable for diverse synthetic pathways. Its utility in drug discovery, especially for kinase inhibitors and receptor modulators, underscores its importance in research and development.
1-Methyl-1H-pyrrolo[2,3-b]pyridin-6-amine structure
1446791-69-0 structure
Product Name:1-Methyl-1H-pyrrolo[2,3-b]pyridin-6-amine
CAS No:1446791-69-0
MF:C8H9N3
MW:147.177160978317
MDL:MFCD22394562
CID:2094446
PubChem ID:86689728
Update Time:2025-10-29

1-Methyl-1H-pyrrolo[2,3-b]pyridin-6-amine Chemical and Physical Properties

Names and Identifiers

    • 1-Methyl-1H-pyrrolo[2,3-b]pyridin-6-amine
    • 1-Methyl-7-azaindole-6-amine
    • 1446791-69-0
    • 1-methyl-1H-pyrrolo[2,3-b]pyridin-6-ylamine
    • AKOS025291089
    • SB14225
    • DA-29228
    • P13151
    • 1-METHYLPYRROLO[2,3-B]PYRIDIN-6-AMINE
    • CS-0029660
    • MFCD22394562
    • 2,3-Dihydro-2-oxo-7-azaindole-2-one
    • WHC79169
    • AS-51635
    • SCHEMBL15091312
    • KWZMJNRMOMFWHW-UHFFFAOYSA-N
    • 1H-Pyrrolo[2,3-b]pyridin-6-amine, 1-methyl-
    • MDL: MFCD22394562
    • Inchi: 1S/C8H9N3/c1-11-5-4-6-2-3-7(9)10-8(6)11/h2-5H,1H3,(H2,9,10)
    • InChI Key: KWZMJNRMOMFWHW-UHFFFAOYSA-N
    • SMILES: N1(C)C=CC2=CC=C(N)N=C12

Computed Properties

  • Exact Mass: 147.079647300g/mol
  • Monoisotopic Mass: 147.079647300g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 0
  • Complexity: 148
  • 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: 0.9
  • Topological Polar Surface Area: 43.8?2

Experimental Properties

  • Density: 1.3±0.1 g/cm3
  • Boiling Point: 326.1±22.0 °C at 760 mmHg
  • Flash Point: 151.0±22.3 °C
  • Vapor Pressure: 0.0±0.7 mmHg at 25°C

1-Methyl-1H-pyrrolo[2,3-b]pyridin-6-amine Security Information

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Additional information on 1-Methyl-1H-pyrrolo[2,3-b]pyridin-6-amine

Introduction to 1-Methyl-1H-pyrrolo[2,3-b]pyridin-6-amine (CAS No. 1446791-69-0)

1-Methyl-1H-pyrrolo[2,3-b]pyridin-6-amine, also known by its CAS registry number CAS No. 1446791-69-0, is a structurally unique compound that has garnered significant attention in the fields of organic chemistry and pharmacology. This compound belongs to the class of pyrrolopyridines, which are bicyclic structures combining a pyrrole and a pyridine ring. The presence of the methyl group at the 1-position and the amine group at the 6-position introduces unique electronic and steric properties, making it a promising candidate for various applications.

The synthesis of CAS No. 1446791-69-0 involves a multi-step process that typically begins with the preparation of the pyrrolopyridine core. Recent advancements in synthetic methodologies have enabled chemists to achieve higher yields and better purity levels. For instance, researchers have employed cross-coupling reactions and direct arylation techniques to construct the bicyclic framework efficiently. These methods not only simplify the synthesis but also reduce the environmental footprint compared to traditional approaches.

One of the most intriguing aspects of 1-Methyl-1H-pyrrolo[2,3-b]pyridin-6-amine is its pharmacological activity. Studies have shown that this compound exhibits potent antimicrobial properties, particularly against gram-positive bacteria. This makes it a potential candidate for developing new antibiotics in an era where antibiotic resistance is a growing concern. Furthermore, preliminary tests indicate that it may also possess anti-inflammatory effects, which could be harnessed for treating conditions such as arthritis and other inflammatory disorders.

In addition to its therapeutic potential, CAS No. 1446791-69-0 has shown promise in materials science applications. Its rigid bicyclic structure and conjugated π-system make it an ideal candidate for use in organic electronics. Researchers are exploring its potential as a component in organic light-emitting diodes (OLEDs) and field-effect transistors (FETs) due to its excellent charge transport properties. The methyl group at the 1-position plays a crucial role in modulating these electronic characteristics, further enhancing its versatility.

Recent studies have also delved into the biodegradation pathways of CAS No. 1446791-69-0, shedding light on its environmental impact. Findings suggest that under aerobic conditions, the compound undergoes rapid degradation, minimizing its persistence in natural ecosystems. This is particularly important for industries seeking eco-friendly alternatives for their chemical formulations.

Looking ahead, the development of novel derivatives of CAS No. 1446791-69

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