Cas no 68634-03-7 (Methyl 1-Oxoindan-6-carboxylate)

Methyl 1-Oxoindan-6-carboxylate is a synthetic organic compound featuring a carbonyl group at the 1-position and a methyl ester moiety at the 6-position of the indane scaffold. This structure makes it a versatile intermediate in pharmaceutical and fine chemical synthesis, particularly for constructing indane-based frameworks. Its ester functionality allows for further derivatization, while the ketone group offers reactivity for nucleophilic additions or reductions. The compound is valued for its stability and compatibility with a range of reaction conditions, facilitating its use in multi-step synthetic routes. It is commonly employed in the development of bioactive molecules and functional materials.
Methyl 1-Oxoindan-6-carboxylate structure
68634-03-7 structure
Product Name:Methyl 1-Oxoindan-6-carboxylate
CAS No:68634-03-7
MF:C11H10O3
MW:190.195303440094
MDL:MFCD12761546
CID:392792
PubChem ID:10081226
Update Time:2025-05-24

Methyl 1-Oxoindan-6-carboxylate Chemical and Physical Properties

Names and Identifiers

    • Methyl 3-oxo-2,3-dihydro-1H-indene-5-carboxylate
    • 1H-Indene-5-carboxylic acid, 2,3-dihydro-3-oxo-, methyl ester
    • methyl 3-oxo-1,2-dihydroindene-5-carboxylate
    • 6-METHOXYCARBONYL-1-INDANONE
    • Methyl 1-oxoindan-6-carboxylate
    • AMOT0809
    • methyl 3-oxo-5-indanecarboxylate
    • YDOOCAKREHMAEB-UHFFFAOYSA-N
    • BCP15210
    • EBD590377
    • 0597AC
    • FCH1185368
    • AK120681
    • 3-Oxo-indan-5-carboxylic
    • SCHEMBL484748
    • AM9413
    • FT-0742454
    • A867008
    • SY242992
    • AS-42154
    • Methyl3-oxo-2,3-dihydro-1H-indene-5-carboxylate
    • DTXSID70435269
    • CS-D0130
    • 68634-03-7
    • AC-31627
    • AKOS016011467
    • MFCD12761546
    • Methyl 3-Oxo-2,3-dihydro-1H-indene-5-carboxylate; Methyl 1-Indanone-6-carboxylate
    • DA-03604
    • Methyl 1-Oxoindan-6-carboxylate
    • MDL: MFCD12761546
    • Inchi: 1S/C11H10O3/c1-14-11(13)8-3-2-7-4-5-10(12)9(7)6-8/h2-3,6H,4-5H2,1H3
    • InChI Key: YDOOCAKREHMAEB-UHFFFAOYSA-N
    • SMILES: O=C1C2C=C(C(=O)OC)C=CC=2CC1

Computed Properties

  • Exact Mass: 190.062994177g/mol
  • Monoisotopic Mass: 190.062994177g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 2
  • Complexity: 259
  • 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: 43.4

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Additional information on Methyl 1-Oxoindan-6-carboxylate

Methyl 1-Oxoindan-6-carboxylate (CAS No. 68634-03-7): A Comprehensive Overview in Modern Chemical Biology

Methyl 1-Oxoindan-6-carboxylate, identified by its Chemical Abstracts Service (CAS) number 68634-03-7, is a significant compound in the realm of chemical biology and pharmaceutical research. This molecule, characterized by its indanone core structure, has garnered considerable attention due to its versatile applications in synthetic chemistry and drug development. The Methyl 1-Oxoindan-6-carboxylate derivative serves as a crucial intermediate in the synthesis of various bioactive molecules, making it an indispensable tool for researchers exploring novel therapeutic avenues.

The structural integrity of Methyl 1-Oxoindan-6-carboxylate lies in its oxoindan framework, which provides a stable scaffold for further functionalization. This feature makes it an attractive candidate for medicinal chemists aiming to design complex molecular architectures. The compound's ability to undergo selective reactions at multiple sites allows for the creation of diverse derivatives with tailored biological activities. Such flexibility is particularly valuable in the context of developing small-molecule inhibitors targeting specific enzymatic pathways.

In recent years, the pharmaceutical industry has witnessed a surge in interest towards indanone derivatives due to their demonstrated efficacy in modulating various biological processes. Research studies have highlighted the potential of Methyl 1-Oxoindan-6-carboxylate as a precursor in the synthesis of molecules with anti-inflammatory, anticancer, and antimicrobial properties. For instance, modifications of its oxo group have been explored to enhance binding affinity to biological targets, leading to more potent and selective drug candidates.

The synthesis of Methyl 1-Oxoindan-6-carboxylate typically involves multi-step organic transformations, starting from readily available aromatic precursors. Advanced synthetic methodologies, such as palladium-catalyzed cross-coupling reactions and asymmetric hydrogenation, have been employed to achieve high yields and enantioselectivity. These techniques not only improve the efficiency of production but also allow for greater control over the stereochemistry of the final product, which is critical for pharmacological activity.

One of the most compelling aspects of Methyl 1-Oxoindan-6-carboxylate is its role in medicinal chemistry as a building block for more complex entities. Researchers have leveraged its structural features to develop novel scaffolds that mimic natural products or known drug molecules. This approach has led to the discovery of several lead compounds with promising preclinical profiles. The compound's compatibility with various functional groups makes it an ideal candidate for structure-activity relationship (SAR) studies, enabling scientists to fine-tune molecular properties for optimal therapeutic effects.

The growing body of literature on Methyl 1-Oxoindan-6-carboxylate underscores its importance in contemporary chemical biology. Recent studies have demonstrated its utility in designing molecules that interact with protein targets involved in neurodegenerative diseases, such as Alzheimer's and Parkinson's. By modulating key signaling pathways, these derivatives offer potential therapeutic benefits that are being actively investigated in clinical trials. The compound's versatility ensures that it remains at the forefront of drug discovery efforts across multiple therapeutic domains.

The chemical properties of Methyl 1-Oxoindan-6-carboxylate also make it a valuable asset in material science applications beyond pharmaceuticals. Its ability to form stable complexes with other molecules has been exploited in the development of novel catalysts and sensors. These applications highlight the broad utility of indanone derivatives and underscore their significance in advancing both academic research and industrial innovation.

In conclusion, Methyl 1-Oxoindan-6-carboxylate (CAS No. 68634-03-7) represents a cornerstone compound in modern chemical biology and pharmaceutical research. Its structural features, synthetic accessibility, and biological relevance make it an indispensable tool for scientists striving to develop innovative therapeutics. As research continues to uncover new applications and refine synthetic methodologies, this compound is poised to remain a pivotal player in the ongoing quest to address global health challenges through advanced chemical solutions.

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