Cas no 123405-97-0 (methyl 9-oxobicyclo3.3.1nonane-3-carboxylate)

Methyl 9-oxobicyclo[3.3.1]nonane-3-carboxylate is a bicyclic keto ester with a rigid molecular framework, making it a valuable intermediate in organic synthesis. Its structure combines a reactive carbonyl group with an ester functionality, enabling versatile transformations such as condensation, reduction, and cyclization reactions. The bicyclo[3.3.1]nonane scaffold provides steric constraints that can influence stereoselectivity in synthetic applications. This compound is particularly useful in the preparation of complex molecules, including pharmaceuticals and fine chemicals, where its stability and reactivity balance is advantageous. High purity grades are available to ensure consistent performance in demanding synthetic workflows.
methyl 9-oxobicyclo3.3.1nonane-3-carboxylate structure
123405-97-0 structure
Product Name:methyl 9-oxobicyclo3.3.1nonane-3-carboxylate
CAS No:123405-97-0
MF:C11H16O3
MW:196.242943763733
MDL:MFCD08836239
CID:1215132
PubChem ID:19245419
Update Time:2025-05-23

methyl 9-oxobicyclo3.3.1nonane-3-carboxylate Chemical and Physical Properties

Names and Identifiers

    • Bicyclo[3.3.1]nonane-3-carboxylic acid, 9-oxo-, methyl ester
    • methyl 9-oxobicyclo[3.3.1]nonane-3-carboxylate
    • methyl 9-oxobicyclo3.3.1nonane-3-carboxylate
    • 123405-97-0
    • DTXSID00598210
    • 9-Oxo-bicyclo[3.3.1]nonane-3-carboxylic acid methyl ester
    • AKOS000319985
    • LPOQWKGXUZCSIW-UHFFFAOYSA-N
    • CS-0238728
    • SCHEMBL328849
    • EN300-200176
    • starbld0005178
    • MDL: MFCD08836239
    • Inchi: 1S/C11H16O3/c1-14-11(13)9-5-7-3-2-4-8(6-9)10(7)12/h7-9H,2-6H2,1H3
    • InChI Key: LPOQWKGXUZCSIW-UHFFFAOYSA-N
    • SMILES: O=C1C2CCCC1CC(C(=O)OC)C2

Computed Properties

  • Exact Mass: 196.10998
  • Monoisotopic Mass: 196.109944368g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 2
  • Complexity: 243
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 2
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 1.4
  • Topological Polar Surface Area: 43.4?2

Experimental Properties

  • PSA: 43.37

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Additional information on methyl 9-oxobicyclo3.3.1nonane-3-carboxylate

Introduction to Methyl 9-Oxobicyclo[3.3.1]nonane-3-Carboxylate (CAS No: 123405-97-0)

Methyl 9-oxobicyclo[3.3.1]nonane-3-carboxylate (CAS No: 123405-97-0) is a highly specialized organic compound that has garnered significant attention in the field of pharmaceutical chemistry and medicinal research. This compound, characterized by its intricate bicyclic structure and functionalized carboxylate group, presents a unique set of chemical properties that make it a valuable candidate for various synthetic applications and biological studies.

The molecular structure of methyl 9-oxobicyclo[3.3.1]nonane-3-carboxylate consists of a bicyclic framework with an oxygen-containing heteroatom, which contributes to its reactivity and potential biological activity. The presence of the carboxylate ester group at the 3-position further enhances its versatility, allowing for further derivatization and functionalization in synthetic pathways.

In recent years, there has been a growing interest in the development of novel heterocyclic compounds due to their broad spectrum of biological activities. The bicyclic core structure of methyl 9-oxobicyclo[3.3.1]nonane-3-carboxylate is particularly noteworthy, as it mimics the scaffold found in many bioactive natural products and pharmaceuticals. This structural motif has been extensively studied for its potential in drug discovery, particularly in the design of molecules targeting neurological disorders, infectious diseases, and cancer.

One of the most compelling aspects of methyl 9-oxobicyclo[3.3.1]nonane-3-carboxylate is its role as a key intermediate in the synthesis of more complex molecules. Researchers have leveraged its structural features to develop novel therapeutic agents with improved pharmacokinetic properties and enhanced efficacy. For instance, derivatives of this compound have been investigated for their potential as kinase inhibitors, which are critical in the treatment of various cancers.

The synthesis of methyl 9-oxobicyclo[3.3.1]nonane-3-carboxylate involves multi-step organic reactions that highlight the compound's synthetic utility. The process typically begins with the formation of the bicyclic core through cyclization reactions, followed by functional group transformations to introduce the carboxylate ester moiety. These synthetic strategies not only showcase the compound's versatility but also demonstrate the advanced capabilities of modern organic synthesis techniques.

Recent advancements in computational chemistry have further enhanced our understanding of the reactivity and properties of methyl 9-oxobicyclo[3.3.1]nonane-3-carboxylate. Molecular modeling studies have provided insights into how this compound interacts with biological targets, which is crucial for rational drug design. These computational approaches have enabled researchers to predict and optimize the biological activity of derivatives before conducting expensive wet-lab experiments.

The pharmacological profile of methyl 9-oxobicyclo[3.3.1]nonane-3-carboxylate has been explored through both in vitro and in vivo studies. Initial findings suggest that this compound exhibits promising activity against certain disease models, although further research is needed to fully elucidate its mechanism of action and therapeutic potential. The carboxylate ester group plays a pivotal role in modulating its interactions with biological targets, making it a fascinating subject for medicinal chemists.

In conclusion, methyl 9-oxobicyclo[3.3.1]nonane-3-carboxylate (CAS No: 123405-97-0) represents a significant advancement in pharmaceutical chemistry due to its unique structural features and synthetic utility. Its potential applications in drug discovery and development are vast, ranging from treating neurological disorders to combating infectious diseases and cancer. As research continues to uncover new insights into its properties and applications, this compound is poised to play a pivotal role in shaping the future of medicinal chemistry.

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