Cas no 1167056-36-1 (Ethyl 1H-Pyrrolo3,2-cpyridine-4-carboxylate)

Ethyl 1H-Pyrrolo[3,2-c]pyridine-4-carboxylate is a heterocyclic organic compound featuring a fused pyrrole-pyridine core with an ester functional group. This structure makes it a valuable intermediate in pharmaceutical and agrochemical synthesis, particularly for the development of bioactive molecules. Its ester moiety allows for further derivatization, enabling the introduction of diverse functional groups. The compound exhibits good stability under standard conditions, facilitating handling and storage. Its rigid bicyclic framework contributes to its utility in designing compounds with targeted binding properties. Researchers value this scaffold for its potential in medicinal chemistry, including applications in kinase inhibitors and other therapeutic agents. The product is typically supplied with high purity to ensure consistent performance in synthetic applications.
Ethyl 1H-Pyrrolo3,2-cpyridine-4-carboxylate structure
1167056-36-1 structure
Product Name:Ethyl 1H-Pyrrolo3,2-cpyridine-4-carboxylate
CAS No:1167056-36-1
MF:C10H10N2O2
MW:190.198602199554
MDL:MFCD11845588
CID:841003
PubChem ID:46856431
Update Time:2025-11-02

Ethyl 1H-Pyrrolo3,2-cpyridine-4-carboxylate Chemical and Physical Properties

Names and Identifiers

    • Ethyl 1H-pyrrolo[3,2-c]pyridine-4-carboxylate
    • 1H-Pyrrolo[3,2-c]pyridine-4-carboxylic acid ethyl ester
    • 5-Azaindole-4-carboxylic acid ethyl ester
    • 1H-Pyrrolo[3,2-c]pyridine-4-carboxylic acid, ethyl ester
    • AKOS016010953
    • DS-5738
    • DTXSID20676827
    • CS-0131030
    • MFCD11845588
    • 1167056-36-1
    • Ethyl1H-pyrrolo[3,2-c]pyridine-4-carboxylate
    • DB-060911
    • Ethyl 1H-Pyrrolo3,2-cpyridine-4-carboxylate
    • MDL: MFCD11845588
    • Inchi: 1S/C10H10N2O2/c1-2-14-10(13)9-7-3-5-11-8(7)4-6-12-9/h3-6,11H,2H2,1H3
    • InChI Key: IWRBCFHIOKZTJY-UHFFFAOYSA-N
    • SMILES: O(CC)C(C1C2C=CNC=2C=CN=1)=O

Computed Properties

  • Exact Mass: 190.074227566g/mol
  • Monoisotopic Mass: 190.074227566g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 3
  • 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: 1.5
  • Topological Polar Surface Area: 55?2

Experimental Properties

  • Density: 1.272±0.06 g/cm3 (20 oC 760 Torr),
  • Boiling Point: 388°C at 760 mmHg
  • Solubility: Slightly soluble (6.3 g/l) (25 o C),

Ethyl 1H-Pyrrolo3,2-cpyridine-4-carboxylate Security Information

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Additional information on Ethyl 1H-Pyrrolo3,2-cpyridine-4-carboxylate

Recent Advances in the Study of Ethyl 1H-Pyrrolo[3,2-c]pyridine-4-carboxylate (CAS: 1167056-36-1) and Its Applications in Chemical Biology and Medicine

Ethyl 1H-Pyrrolo[3,2-c]pyridine-4-carboxylate (CAS: 1167056-36-1) is a heterocyclic compound that has garnered significant attention in recent years due to its potential applications in medicinal chemistry and drug discovery. This compound, characterized by its pyrrolopyridine core, serves as a versatile scaffold for the synthesis of biologically active molecules. Recent studies have explored its utility in the development of kinase inhibitors, antimicrobial agents, and other therapeutic candidates. This research brief aims to summarize the latest findings related to this compound, highlighting its synthetic routes, biological activities, and potential clinical applications.

The synthesis of Ethyl 1H-Pyrrolo[3,2-c]pyridine-4-carboxylate has been optimized in several recent studies, with a focus on improving yield and scalability. One notable approach involves a multi-step reaction sequence starting from commercially available pyridine derivatives, followed by cyclization and esterification. Advanced catalytic methods, such as palladium-catalyzed cross-coupling reactions, have also been employed to introduce diverse functional groups onto the pyrrolopyridine core, enhancing its pharmacological properties. These synthetic advancements have facilitated the exploration of its structure-activity relationships (SAR) in drug design.

In the realm of biological activity, Ethyl 1H-Pyrrolo[3,2-c]pyridine-4-carboxylate has demonstrated promising results as a precursor for kinase inhibitors. Kinases play a critical role in cellular signaling pathways, and their dysregulation is implicated in various diseases, including cancer and inflammatory disorders. Derivatives of this compound have shown selective inhibition against specific kinase targets, such as JAK2 and EGFR, with nanomolar potency. Computational modeling and X-ray crystallography studies have provided insights into the binding modes of these inhibitors, aiding in the rational design of next-generation therapeutics.

Beyond its role in kinase inhibition, this compound has also been investigated for its antimicrobial properties. Recent in vitro studies have reported that certain derivatives exhibit broad-spectrum activity against Gram-positive and Gram-negative bacteria, as well as fungal pathogens. The mechanism of action appears to involve disruption of microbial cell wall synthesis, although further mechanistic studies are warranted. These findings suggest potential applications in addressing antibiotic resistance, a growing global health concern.

In conclusion, Ethyl 1H-Pyrrolo[3,2-c]pyridine-4-carboxylate (CAS: 1167056-36-1) represents a valuable scaffold in chemical biology and medicinal chemistry. Its synthetic versatility, combined with its diverse biological activities, positions it as a promising candidate for the development of novel therapeutics. Future research should focus on optimizing its pharmacokinetic properties and evaluating its efficacy in preclinical models to advance its translation into clinical applications.

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