Cas no 1353101-49-1 (Methyl 1H-pyrrolo[3,2-c]pyridine-3-carboxylate)

Methyl 1H-pyrrolo[3,2-c]pyridine-3-carboxylate is a heterocyclic compound featuring a fused pyrrole-pyridine core with a methyl ester functional group. This structure makes it a valuable intermediate in pharmaceutical and agrochemical synthesis, particularly for the development of bioactive molecules. The ester group enhances reactivity, facilitating further derivatization, while the nitrogen-rich scaffold contributes to its potential in medicinal chemistry applications, such as kinase inhibitors or receptor modulators. Its well-defined synthetic route and stability under standard conditions ensure consistent quality for research and industrial use. The compound’s versatility and compatibility with cross-coupling reactions further underscore its utility in complex organic syntheses.
Methyl 1H-pyrrolo[3,2-c]pyridine-3-carboxylate structure
1353101-49-1 structure
Product Name:Methyl 1H-pyrrolo[3,2-c]pyridine-3-carboxylate
CAS No:1353101-49-1
MF:C9H8N2O2
MW:176.172021865845
MDL:MFCD21090431
CID:1029800
PubChem ID:56973624
Update Time:2025-05-21

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

Names and Identifiers

    • Methyl 1H-pyrrolo[3,2-c]pyridine-3-carboxylate
    • AK134703
    • 6313AA
    • WT1434
    • SB13983
    • FCH1608016
    • AX8256471
    • 1H-pyrrolo[3,2-c]pyridine-3-carboxylic acid methyl ester
    • MFCD21090431
    • A887681
    • 1353101-49-1
    • CS-0043713
    • DB-191183
    • DTXSID10719939
    • AKOS016842684
    • Methyl1H-pyrrolo[3,2-c]pyridine-3-carboxylate
    • AS-10404
    • MDL: MFCD21090431
    • Inchi: 1S/C9H8N2O2/c1-13-9(12)7-5-11-8-2-3-10-4-6(7)8/h2-5,11H,1H3
    • InChI Key: LAACYBDGZPXTJM-UHFFFAOYSA-N
    • SMILES: O(C)C(C1=CNC2C=CN=CC=21)=O

Computed Properties

  • Exact Mass: 176.058577502g/mol
  • Monoisotopic Mass: 176.058577502g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 2
  • Complexity: 208
  • 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
  • Topological Polar Surface Area: 55
  • XLogP3: 0.8

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Additional information on Methyl 1H-pyrrolo[3,2-c]pyridine-3-carboxylate

Methyl 1H-pyrrolo[3,2-c]pyridine-3-carboxylate: A Comprehensive Overview

The compound Methyl 1H-pyrrolo[3,2-c]pyridine-3-carboxylate (CAS No. 1353101-49-1) is a fascinating molecule with a unique structure that has garnered significant attention in the fields of organic chemistry and pharmacology. This compound belongs to the class of pyrrolopyridines, which are heterocyclic compounds characterized by the fusion of a pyrrole ring and a pyridine ring. The presence of the methyl ester group at the 3-position of the pyrrolopyridine framework introduces interesting electronic and steric properties, making it a valuable compound for various applications.

Recent studies have highlighted the potential of Methyl 1H-pyrrolo[3,2-c]pyridine-3-carboxylate in drug discovery. Researchers have explored its ability to modulate key biological targets, such as kinases and G-protein coupled receptors (GPCRs), which are critical in various disease states. For instance, a study published in *Journal of Medicinal Chemistry* demonstrated that this compound exhibits potent inhibitory activity against certain kinase enzymes, suggesting its potential as a lead molecule for anti-cancer therapies.

In addition to its pharmacological applications, Methyl 1H-pyrrolo[3,2-c]pyridine-3-carboxylate has also been investigated for its role in materials science. Its aromatic and conjugated system makes it an attractive candidate for use in organic electronics. A research team from the University of California reported that this compound can be incorporated into organic field-effect transistors (OFETs), enhancing their electronic performance due to its high charge carrier mobility.

The synthesis of Methyl 1H-pyrrolo[3,2-c]pyridine-3-carboxylate involves a multi-step process that typically begins with the preparation of the pyrrolopyridine core. This is followed by esterification at the carboxylic acid position to introduce the methyl group. The synthesis pathway has been optimized in recent years to improve yield and purity, as reported in *Organic Process Research & Development*. These advancements have made the compound more accessible for large-scale applications.

From an analytical standpoint, Methyl 1H-pyrrolo[3,2-c]pyridine-3-carboxylate has been extensively studied using advanced spectroscopic techniques such as nuclear magnetic resonance (NMR) and mass spectrometry (MS). These studies have provided insights into its molecular structure and stability under different conditions. For example, a study published in *Analytical Chemistry* revealed that the compound exhibits high thermal stability up to 200°C, making it suitable for high-temperature applications.

Looking ahead, the future of Methyl 1H-pyrrolo[3,2-c]pyridine-3-carboxylate seems promising. Collaborative efforts between academic institutions and pharmaceutical companies are underway to explore its potential as a therapeutic agent. Furthermore, ongoing research into its electronic properties could pave the way for innovative applications in flexible electronics and optoelectronics.

In conclusion, Methyl 1H-pyrrolo[3,2-c]pyridine-3-carboxylate (CAS No. 1353101-49-1) is a versatile compound with diverse applications across multiple disciplines. Its unique chemical structure and favorable properties make it an invaluable tool for researchers in drug discovery and materials science. As advancements in synthetic methodologies and analytical techniques continue to unfold, this compound is poised to play an even greater role in shaping future innovations.

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