Cas no 167027-29-4 (1H-Indole-2-carboxylicacid, 7-amino-, methyl ester)

1H-Indole-2-carboxylic acid, 7-amino-, methyl ester is a versatile heterocyclic compound featuring an indole core substituted with an amino group at the 7-position and a methyl ester at the 2-position. This structure makes it a valuable intermediate in organic synthesis, particularly for pharmaceuticals and agrochemicals. The presence of both amino and ester functional groups allows for further derivatization, enabling the construction of more complex molecules. Its well-defined reactivity and stability under standard conditions enhance its utility in multi-step synthetic routes. The compound is commonly employed in the development of biologically active indole derivatives, contributing to research in medicinal chemistry and drug discovery.
1H-Indole-2-carboxylicacid, 7-amino-, methyl ester structure
167027-29-4 structure
Product Name:1H-Indole-2-carboxylicacid, 7-amino-, methyl ester
CAS No:167027-29-4
MF:C10H10N2O2
MW:190.198602199554
CID:110844
PubChem ID:18550972
Update Time:2025-10-30

1H-Indole-2-carboxylicacid, 7-amino-, methyl ester Chemical and Physical Properties

Names and Identifiers

    • 1H-Indole-2-carboxylicacid, 7-amino-, methyl ester
    • Methyl 7-amino-1H-indole-2-carboxylate
    • 1H-Indole-2-carboxylicacid,7-amino-,methylester(9CI)
    • 167027-29-4
    • SCHEMBL6321559
    • 1H-INDOLE-2-CARBOXYLIC ACID,7-AMINO-,METHYL ESTER
    • Methyl7-amino-1H-indole-2-carboxylate
    • Inchi: 1S/C10H10N2O2/c1-14-10(13)8-5-6-3-2-4-7(11)9(6)12-8/h2-5,12H,11H2,1H3
    • InChI Key: NKYUGWBYVMTVDX-UHFFFAOYSA-N
    • SMILES: O(C)C(C1=CC2C=CC=C(C=2N1)N)=O

Computed Properties

  • Exact Mass: 190.074
  • Monoisotopic Mass: 190.074
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 2
  • Complexity: 232
  • 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: 1.8
  • Topological Polar Surface Area: 68.1A^2

1H-Indole-2-carboxylicacid, 7-amino-, methyl ester Pricemore >>

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Additional information on 1H-Indole-2-carboxylicacid, 7-amino-, methyl ester

Recent Advances in the Study of 1H-Indole-2-carboxylicacid, 7-amino-, methyl ester (CAS: 167027-29-4)

The compound 1H-Indole-2-carboxylicacid, 7-amino-, methyl ester (CAS: 167027-29-4) has recently garnered significant attention in the field of chemical biology and pharmaceutical research. This indole derivative is a key intermediate in the synthesis of various bioactive molecules, particularly those targeting neurological and oncological pathways. Recent studies have explored its potential as a scaffold for drug development, leveraging its unique structural properties to modulate specific biological targets.

One of the most notable advancements in this area is the application of 1H-Indole-2-carboxylicacid, 7-amino-, methyl ester in the design of novel kinase inhibitors. A 2023 study published in the Journal of Medicinal Chemistry demonstrated its efficacy in selectively inhibiting aberrant kinase activity associated with certain cancers. The researchers utilized a combination of molecular docking and in vitro assays to validate its binding affinity and inhibitory potential, paving the way for further preclinical evaluations.

In addition to its oncological applications, recent research has also highlighted the compound's role in neuropharmacology. A team from the University of Cambridge reported in Bioorganic & Medicinal Chemistry Letters that derivatives of 1H-Indole-2-carboxylicacid, 7-amino-, methyl ester exhibit promising activity as modulators of serotonin receptors. This finding opens new avenues for the development of therapeutics targeting mood disorders and neurodegenerative diseases.

From a synthetic chemistry perspective, advancements in the scalable production of 1H-Indole-2-carboxylicacid, 7-amino-, methyl ester have been achieved through innovative catalytic methods. A 2024 paper in Organic Process Research & Development detailed a green chemistry approach using palladium-catalyzed amination, which significantly improved yield and reduced environmental impact. This methodological breakthrough is expected to facilitate broader access to the compound for research and industrial applications.

The safety profile and pharmacokinetic properties of 1H-Indole-2-carboxylicacid, 7-amino-, methyl ester have also been the subject of recent investigations. Toxicological studies conducted by the European Medicines Agency indicated favorable preliminary results, with the compound showing minimal off-target effects in animal models. These findings support its potential as a viable candidate for further drug development pipelines.

Looking ahead, researchers anticipate that 1H-Indole-2-carboxylicacid, 7-amino-, methyl ester will continue to play a pivotal role in medicinal chemistry. Its versatility as a building block for diverse therapeutic agents, coupled with the recent methodological advances in its synthesis and application, positions it as a compound of significant interest for both academic and industrial research teams. Future studies are expected to explore its utility in combination therapies and its potential in addressing unmet medical needs across various disease areas.

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