Cas no 854405-74-6 (5-methyl-1H,4H,5H,6H-cyclopenta[c]pyrazole-3-carboxylic acid)

5-Methyl-1H,4H,5H,6H-cyclopenta[c]pyrazole-3-carboxylic acid is a heterocyclic compound featuring a fused cyclopentapyrazole core with a carboxylic acid functional group at the 3-position. This structure imparts versatility in synthetic applications, particularly as a building block for pharmaceuticals and agrochemicals. The presence of both a pyrazole ring and a carboxyl group allows for further derivatization, enabling the synthesis of targeted bioactive molecules. Its rigid bicyclic framework contributes to enhanced stability and potential selectivity in binding interactions. The compound is typically utilized in medicinal chemistry research for the development of enzyme inhibitors or receptor modulators due to its scaffold’s compatibility with drug-like properties. Proper handling and storage under inert conditions are recommended to preserve its reactivity.
5-methyl-1H,4H,5H,6H-cyclopenta[c]pyrazole-3-carboxylic acid structure
854405-74-6 structure
Product Name:5-methyl-1H,4H,5H,6H-cyclopenta[c]pyrazole-3-carboxylic acid
CAS No:854405-74-6
MF:C8H10N2O2
MW:166.177201747894
CID:1119101
PubChem ID:25033881
Update Time:2025-11-06

5-methyl-1H,4H,5H,6H-cyclopenta[c]pyrazole-3-carboxylic acid Chemical and Physical Properties

Names and Identifiers

    • 1,4,5,6-tetrahydro-5-methyl-3-Cyclopentapyrazolecarboxylic acid
    • 5-methyl-1,4,5,6-tetrahydrocyclopenta[c]pyrazole-3-carboxylic acid
    • 5-methyl-1H,4H,5H,6H-cyclopenta[c]pyrazole-3-carboxylic acid
    • CHEMBL247722
    • CS-0456380
    • W10236
    • SCHEMBL1149481
    • AM806269
    • AKOS006308705
    • 5-METHYL-1,4,5,6-TETRAHYDROCYCLOPENTA[C]PYRAZOLE-3-CARBOXYLICACID
    • 854405-74-6
    • DB-359017
    • MDL: MFCD11109622
    • Inchi: 1S/C8H10N2O2/c1-4-2-5-6(3-4)9-10-7(5)8(11)12/h4H,2-3H2,1H3,(H,9,10)(H,11,12)
    • InChI Key: IHJUDHJDJKMDBS-UHFFFAOYSA-N
    • SMILES: OC(C1C2=C(CC(C)C2)NN=1)=O

Computed Properties

  • Exact Mass: 166.074
  • Monoisotopic Mass: 166.074
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 207
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 66A^2
  • XLogP3: 1.2

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Additional information on 5-methyl-1H,4H,5H,6H-cyclopenta[c]pyrazole-3-carboxylic acid

Introduction to 5-methyl-1H,4H,5H,6H-cyclopenta[c]pyrazole-3-carboxylic acid (CAS No. 854405-74-6)

5-methyl-1H,4H,5H,6H-cyclopenta[c]pyrazole-3-carboxylic acid is a heterocyclic compound that has garnered significant attention in the field of pharmaceutical chemistry due to its unique structural properties and potential biological activities. This compound, identified by the CAS number 854405-74-6, belongs to the pyrazole class of molecules, which are well-known for their broad spectrum of pharmacological applications. The presence of a cyclopentane ring fused with a pyrazole moiety introduces additional complexity and functionality, making it a promising candidate for further investigation in drug discovery.

The molecular structure of 5-methyl-1H,4H,5H,6H-cyclopenta[c]pyrazole-3-carboxylic acid features a carboxylic acid group at the 3-position of the pyrazole ring, which is a key functional moiety that can participate in various chemical reactions and biological interactions. The methyl substituent at the 5-position of the cyclopentane ring further influences the electronic and steric properties of the molecule, potentially modulating its biological activity. This structural arrangement makes it an intriguing subject for synthetic chemists and pharmacologists alike.

In recent years, there has been growing interest in developing novel heterocyclic compounds for therapeutic applications. Pyrazole derivatives, in particular, have been extensively studied due to their ability to interact with biological targets such as enzymes and receptors. The cyclopentane ring in 5-methyl-1H,4H,5H,6H-cyclopenta[c]pyrazole-3-carboxylic acid adds an additional layer of complexity, which can be exploited to design molecules with enhanced selectivity and potency. This compound has shown promise in preliminary studies as a scaffold for developing new drugs targeting various diseases.

One of the most compelling aspects of 5-methyl-1H,4H,5H,6H-cyclopenta[c]pyrazole-3-carboxylic acid is its potential as a building block for more complex molecules. The carboxylic acid group can be easily modified through esterification or amidation reactions to introduce different pharmacophores or improve solubility. Additionally, the pyrazole ring can be further functionalized to enhance binding affinity to biological targets. These characteristics make it a versatile tool for medicinal chemists seeking to develop novel therapeutic agents.

Recent advancements in computational chemistry have also facilitated the study of 5-methyl-1H,4H,5H,6H-cyclopenta[c]pyrazole-3-carboxylic acid by allowing researchers to predict its biological activity and optimize its structure. Molecular docking studies have suggested that this compound may interact with several key enzymes and receptors involved in inflammatory pathways and cancer progression. These findings align with ongoing research efforts aimed at identifying new targets for drug development.

The synthesis of 5-methyl-1H,4H,5H,6H-cyclopenta[c]pyrazole-3-carboxylic acid has been reported by several research groups using multi-step organic synthesis approaches. The key steps typically involve cyclization reactions to form the cyclopentane-pyrazole core followed by functionalization at the desired positions. These synthetic routes highlight the compound's accessibility and feasibility for large-scale production if needed.

In conclusion, 5-methyl-1H,4H,5H,6H-cyclopenta[c]pyrazole-3-carboxylic acid (CAS No. 854405-74-6) represents a fascinating molecule with significant potential in pharmaceutical research. Its unique structural features and preliminary biological activity make it a valuable candidate for further exploration in drug discovery programs. As our understanding of heterocyclic chemistry continues to evolve, 5-methyl-1H,4H,5H,6H-cyclopenta[c]pyrazole-3-carboxylic acid is likely to play an important role in the development of new therapeutic agents targeting various diseases.

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