Cas no 1000342-75-5 (4-Methyl-1H-pyrrolo[3,2-c]pyridine-3-carboxylic acid)

4-Methyl-1H-pyrrolo[3,2-c]pyridine-3-carboxylic acid is a heterocyclic compound featuring a fused pyrrole-pyridine core with a carboxylic acid functional group at the 3-position and a methyl substituent at the 4-position. This structure imparts versatility in synthetic applications, particularly as a building block for pharmaceuticals and agrochemicals. The carboxylic acid moiety allows for further derivatization, enabling the formation of amides, esters, or other functionalized derivatives. Its rigid bicyclic framework may enhance binding affinity in medicinal chemistry contexts, making it valuable for drug discovery. The compound's stability and well-defined reactivity profile facilitate its use in targeted organic synthesis. Proper handling under standard laboratory conditions is recommended due to its potential sensitivity.
4-Methyl-1H-pyrrolo[3,2-c]pyridine-3-carboxylic acid structure
1000342-75-5 structure
Product Name:4-Methyl-1H-pyrrolo[3,2-c]pyridine-3-carboxylic acid
CAS No:1000342-75-5
MF:C9H8N2O2
MW:176.172021865845
MDL:MFCD09749965
CID:1089417
PubChem ID:24729409
Update Time:2025-10-28

4-Methyl-1H-pyrrolo[3,2-c]pyridine-3-carboxylic acid Chemical and Physical Properties

Names and Identifiers

    • 4-Methyl-1H-pyrrolo[3,2-c]pyridine-3-carboxylic acid
    • 1H-Pyrrolo[3,2-c]pyridine-3-carboxylic acid, 4-methyl-
    • 4-METHYL-5-AZAINDOLE-3-CARBOXYLIC ACID
    • CS-0340030
    • 1000342-75-5
    • DTXSID70646752
    • 4-Methyl-1H-pyrrolo[3,2-c]pyridine-3-carboxylicacid
    • AKOS006326472
    • A897686
    • MDL: MFCD09749965
    • Inchi: 1S/C9H8N2O2/c1-5-8-6(9(12)13)4-11-7(8)2-3-10-5/h2-4,11H,1H3,(H,12,13)
    • InChI Key: WWCLXULQDPMSPV-UHFFFAOYSA-N
    • SMILES: N1C2=C(C(C)=NC=C2)C(C(O)=O)=C1

Computed Properties

  • Exact Mass: 176.058577502g/mol
  • Monoisotopic Mass: 176.058577502g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 1
  • Complexity: 220
  • 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: 66?2

Experimental Properties

  • Density: 1.421±0.06 g/cm3 (20 oC 760 Torr),
  • Boiling Point: 445.8±40.0 °C at 760 mmHg
  • Flash Point: 223.4±27.3 °C
  • Solubility: Slightly soluble (12 g/l) (25 o C),
  • Vapor Pressure: 0.0±1.1 mmHg at 25°C

4-Methyl-1H-pyrrolo[3,2-c]pyridine-3-carboxylic acid Security Information

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Additional information on 4-Methyl-1H-pyrrolo[3,2-c]pyridine-3-carboxylic acid

Recent Advances in the Study of 4-Methyl-1H-pyrrolo[3,2-c]pyridine-3-carboxylic Acid (CAS: 1000342-75-5)

The compound 4-Methyl-1H-pyrrolo[3,2-c]pyridine-3-carboxylic acid (CAS: 1000342-75-5) has recently garnered significant attention in the field of chemical biology and medicinal chemistry due to its potential applications in drug discovery and development. This heterocyclic scaffold is particularly notable for its structural similarity to biologically active molecules, making it a promising candidate for the design of novel therapeutics. Recent studies have explored its synthesis, pharmacological properties, and potential mechanisms of action, shedding light on its versatility in targeting various disease pathways.

One of the key areas of research involving 4-Methyl-1H-pyrrolo[3,2-c]pyridine-3-carboxylic acid is its role as a building block for kinase inhibitors. Kinases are critical regulators of cellular signaling pathways, and their dysregulation is implicated in numerous diseases, including cancer and inflammatory disorders. Recent publications have demonstrated that derivatives of this compound exhibit potent inhibitory activity against specific kinases, such as JAK2 and EGFR, which are well-known targets in oncology. These findings highlight the compound's potential as a lead structure for the development of next-generation kinase inhibitors.

In addition to its kinase inhibitory properties, 4-Methyl-1H-pyrrolo[3,2-c]pyridine-3-carboxylic acid has been investigated for its ability to modulate other biological targets. For instance, a 2023 study published in the Journal of Medicinal Chemistry reported that this compound and its analogs interact with G-protein-coupled receptors (GPCRs), a large family of membrane proteins involved in various physiological processes. The study revealed that subtle modifications to the pyrrolopyridine core could significantly alter receptor binding affinity and selectivity, offering new avenues for drug design.

The synthetic accessibility of 4-Methyl-1H-pyrrolo[3,2-c]pyridine-3-carboxylic acid has also been a focus of recent research. Advances in catalytic methods, such as transition metal-catalyzed C-H activation, have enabled more efficient and scalable routes to this scaffold. These developments are critical for facilitating structure-activity relationship (SAR) studies and accelerating the optimization of drug candidates. Furthermore, computational modeling and molecular docking studies have provided insights into the binding modes of this compound, aiding in the rational design of derivatives with improved pharmacological profiles.

Despite these promising advancements, challenges remain in the clinical translation of 4-Methyl-1H-pyrrolo[3,2-c]pyridine-3-carboxylic acid-based therapeutics. Issues such as metabolic stability, bioavailability, and off-target effects need to be addressed through further preclinical studies. However, the growing body of research underscores the compound's potential as a versatile pharmacophore in medicinal chemistry. Future directions may include exploring its applications in combination therapies and expanding its use beyond oncology to other therapeutic areas, such as neurodegenerative and infectious diseases.

In conclusion, 4-Methyl-1H-pyrrolo[3,2-c]pyridine-3-carboxylic acid (CAS: 1000342-75-5) represents a compelling case study in the intersection of chemical biology and drug discovery. Its unique structural features, combined with its diverse biological activities, make it a valuable tool for researchers aiming to develop innovative therapeutics. As the field continues to evolve, ongoing investigations into this compound are expected to yield further breakthroughs, solidifying its place in the pharmaceutical landscape.

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