Cas no 70071-92-0 (cis-2-Benzoylcyclopentane-1-carboxylic acid)

Technical Introduction: cis-2-Benzoylcyclopentane-1-carboxylic acid is a cyclic keto-carboxylic acid derivative characterized by its cis-configured benzoyl and carboxyl functional groups on a cyclopentane backbone. This structure imparts reactivity suitable for applications in organic synthesis, particularly as a chiral building block or intermediate in pharmaceuticals and fine chemicals. The compound's rigid cyclopentane framework and polar functional groups enhance its utility in stereoselective reactions, while the benzoyl moiety offers potential for further derivatization. Its well-defined stereochemistry and synthetic versatility make it valuable for research in asymmetric synthesis and medicinal chemistry. Typical purity levels ensure consistency in experimental outcomes.
cis-2-Benzoylcyclopentane-1-carboxylic acid structure
70071-92-0 structure
Product Name:cis-2-Benzoylcyclopentane-1-carboxylic acid
CAS No:70071-92-0
MF:C13H14O3
MW:218.248464107513
CID:880948
PubChem ID:24722311
Update Time:2025-06-10

cis-2-Benzoylcyclopentane-1-carboxylic acid Chemical and Physical Properties

Names and Identifiers

    • cis-2-Benzoylcyclopentane-1-carboxylic acid
    • (1R*,2S*)-2-benzoylcyclopentanecarboxylic acid
    • AG-G-73462
    • CTK5D1779
    • SureCN1252455
    • (1R,2S)-2-Benzoylcyclopentane-1-carboxylic acid
    • starbld0000767
    • TRANS-2-BENZOYLCYCLOPENTANE-1-CARBOXYLIC ACID
    • 8386AE
    • Cyclopentanecarboxylic acid, 2-benzoyl-, cis-
    • D72141
    • CS-WAA0233
    • MFCD01311186
    • SCHEMBL1252455
    • DTXSID70641303
    • 590409-31-7
    • AKOS016017512
    • 70071-92-0
    • CIS-2-BENZOYLCYCLOPENTANE-1-CARBOXYLICACID
    • DB-208398
    • MDL: MFCD01311186
    • Inchi: 1S/C13H14O3/c14-12(9-5-2-1-3-6-9)10-7-4-8-11(10)13(15)16/h1-3,5-6,10-11H,4,7-8H2,(H,15,16)/t10-,11+/m0/s1
    • InChI Key: SPRHBCOBGFZPAI-WDEREUQCSA-N
    • SMILES: O=C(C1C=CC=CC=1)[C@H]1CCC[C@H]1C(=O)O

Computed Properties

  • Exact Mass: 218.09432
  • Monoisotopic Mass: 218.094294304g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 3
  • Complexity: 279
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 2
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 2.1
  • Topological Polar Surface Area: 54.4

Experimental Properties

  • Density: 1.2±0.1 g/cm3
  • Boiling Point: 393.7±35.0 °C at 760 mmHg
  • Flash Point: 206.1±22.4 °C
  • PSA: 54.37
  • Vapor Pressure: 0.0±1.0 mmHg at 25°C

cis-2-Benzoylcyclopentane-1-carboxylic acid Security Information

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Additional information on cis-2-Benzoylcyclopentane-1-carboxylic acid

Introduction to cis-2-Benzoylcyclopentane-1-carboxylic acid (CAS No. 70071-92-0)

cis-2-Benzoylcyclopentane-1-carboxylic acid, with the chemical formula C??H??O?, is a significant compound in the field of organic chemistry and pharmaceutical research. This molecule, identified by its CAS number 70071-92-0, has garnered attention due to its structural uniqueness and potential applications in medicinal chemistry. The presence of a cyclopentane ring substituted with a benzoyl group at the 2-position and a carboxylic acid moiety at the 1-position imparts distinct chemical properties that make it a valuable intermediate in synthetic chemistry.

The structure of cis-2-Benzoylcyclopentane-1-carboxylic acid features a non-planar cyclopentane ring, which influences its electronic and steric properties. This conformational flexibility is crucial for its interaction with biological targets, making it a promising candidate for drug design. The benzoyl group not only enhances the lipophilicity of the molecule but also serves as a handle for further functionalization, enabling the synthesis of more complex derivatives.

In recent years, there has been growing interest in the development of novel pharmacophores that can modulate biological pathways effectively. cis-2-Benzoylcyclopentane-1-carboxylic acid has been explored as a building block in the synthesis of potential therapeutic agents. Its unique scaffold allows for the creation of molecules with tailored properties, such as improved solubility and bioavailability. Researchers have leveraged its structure to develop compounds that exhibit activity against various diseases, including neurological disorders and inflammatory conditions.

One of the most compelling aspects of cis-2-Benzoylcyclopentane-1-carboxylic acid is its role in the development of peptidomimetics. Peptidomimetics are designed to mimic the biological activity of peptides without their drawbacks, such as poor stability or immunogenicity. The cyclopentane ring in this compound can serve as a rigid scaffold, mimicking the backbone conformation of natural peptides. This approach has led to the discovery of several lead compounds that are currently undergoing preclinical evaluation.

The synthesis of cis-2-Benzoylcyclopentane-1-carboxylic acid typically involves multi-step organic reactions, starting from commercially available precursors. One common synthetic route includes the Friedel-Crafts acylation of cyclopentanone followed by hydrolysis and decarboxylation. Advances in catalytic methods have enabled more efficient and scalable production processes, making this compound more accessible for research purposes. These synthetic strategies highlight the importance of cis-2-Benzoylcyclopentane-1-carboxylic acid as a versatile intermediate in pharmaceutical chemistry.

Recent studies have also explored the pharmacological properties of derivatives of cis-2-Benzoylcyclopentane-1-carboxylic acid. For instance, modifications at the benzoyl group have led to compounds with enhanced binding affinity to specific receptors. Additionally, computational studies have predicted new analogs with improved pharmacokinetic profiles. These findings underscore the compound's potential as a scaffold for drug discovery.

The biological activity of cis-2-Benzoylcyclopentane-1-carboxylic acid and its derivatives has been investigated across various therapeutic areas. Notably, researchers have found that certain analogs exhibit anti-inflammatory effects by modulating cytokine production. Furthermore, preliminary data suggest that these compounds may have neuroprotective properties, making them relevant for treating neurodegenerative diseases. These findings are particularly exciting given the unmet medical needs in these areas.

From a chemical biology perspective, cis-2-Benzoylcyclopentane-1-carboxylic acid serves as an excellent tool for understanding enzyme-substrate interactions. Its rigid framework allows for precise control over steric and electronic factors, which are critical for enzyme recognition. By studying how different derivatives interact with enzymes, researchers can gain insights into molecular recognition mechanisms and develop more effective inhibitors.

The future directions for research on cis-2-Benzoylcyclopentane-1-carboxylic acid are multifaceted. One area of interest is the exploration of its role in developing targeted therapies for cancer. By designing analogs that selectively inhibit specific enzymes involved in tumor growth, scientists hope to create more effective treatments with fewer side effects. Additionally, there is potential for using this compound in regenerative medicine, where it could be used to develop scaffolds that promote tissue repair.

In conclusion, cis-2-Benzoylcyclopentane-1-carboxylic acid (CAS No. 70071-92-0) is a multifaceted compound with significant potential in pharmaceutical research. Its unique structural features make it an invaluable building block for drug discovery, while its diverse biological activities open up new avenues for therapeutic intervention. As research continues to uncover new applications and synthetic strategies, this compound is poised to play an increasingly important role in advancing medical science.

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