Cas no 82919-92-4 (1-(cyclopropylmethyl)-3-methylpiperazine)

1-(Cyclopropylmethyl)-3-methylpiperazine is a piperazine derivative featuring a cyclopropylmethyl substituent at the 1-position and a methyl group at the 3-position. This compound serves as a versatile intermediate in organic synthesis, particularly in the development of pharmaceuticals and agrochemicals. Its rigid cyclopropyl ring enhances steric and electronic properties, potentially improving binding affinity in bioactive molecules. The methylpiperazine moiety offers flexibility for further functionalization, making it valuable for structure-activity relationship studies. The compound’s stability and well-defined reactivity profile facilitate its use in selective transformations, such as N-alkylations or ring-opening reactions. It is commonly employed in medicinal chemistry for the synthesis of CNS-targeting agents and receptor modulators.
1-(cyclopropylmethyl)-3-methylpiperazine structure
82919-92-4 structure
Product Name:1-(cyclopropylmethyl)-3-methylpiperazine
CAS No:82919-92-4
MF:C9H18N2
MW:154.252622127533
MDL:MFCD20116980
CID:708637
PubChem ID:13036016
Update Time:2025-10-12

1-(cyclopropylmethyl)-3-methylpiperazine Chemical and Physical Properties

Names and Identifiers

    • Piperazine,1-(cyclopropylmethyl)-3-methyl-
    • 1-(cyclopropylmethyl)-3-methylpiperazine
    • 2-ETHYLOCTAHYDRO-PYRROLO[1,2-A]PYRAZINE
    • Piperazine, 1-(cyclopropylmethyl)-3-methyl- (9CI)
    • DTXSID90515971
    • SCHEMBL7324387
    • AKOS014161410
    • CS-0244779
    • 82919-92-4
    • A1-18047
    • EN300-2935214
    • MDL: MFCD20116980
    • Inchi: 1S/C9H18N2/c1-8-6-11(5-4-10-8)7-9-2-3-9/h8-10H,2-7H2,1H3
    • InChI Key: IWRIBHLFZPQASA-UHFFFAOYSA-N
    • SMILES: N1(CCNC(C)C1)CC1CC1

Computed Properties

  • Exact Mass: 154.146998583g/mol
  • Monoisotopic Mass: 154.146998583g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 2
  • Complexity: 132
  • 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
  • XLogP3: 0.8
  • Topological Polar Surface Area: 15.3?2

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Additional information on 1-(cyclopropylmethyl)-3-methylpiperazine

Professional Introduction to Compound with CAS No. 82919-92-4 and Product Name: 1-(cyclopropylmethyl)-3-methylpiperazine

1-(cyclopropylmethyl)-3-methylpiperazine, identified by its Chemical Abstracts Service (CAS) number 82919-92-4, is a significant compound in the field of pharmaceutical chemistry and medicinal biology. This piperazine derivative has garnered considerable attention due to its unique structural properties and potential applications in drug development. Piperazine derivatives are well-known for their versatility in medicinal chemistry, often serving as key scaffolds in the design of bioactive molecules. The presence of both cyclopropyl and methyl substituents in the 1-(cyclopropylmethyl)-3-methylpiperazine structure introduces specific steric and electronic characteristics that can influence its biological activity, making it a promising candidate for further investigation.

The 1-(cyclopropylmethyl)-3-methylpiperazine molecule exhibits a rigid piperazine core, which is a common motif in pharmacologically active agents. The cyclopropyl group, in particular, is known for its ability to enhance binding affinity and selectivity due to its small size and conformational rigidity. This feature makes it an attractive moiety for designing compounds that interact with biological targets with high precision. Additionally, the methyl group at the 3-position of the piperazine ring can further modulate the electronic properties of the molecule, potentially affecting its solubility, metabolic stability, and overall pharmacokinetic profile.

Recent advancements in computational chemistry and molecular modeling have enabled researchers to gain deeper insights into the interactions between 1-(cyclopropylmethyl)-3-methylpiperazine and biological targets. These studies have highlighted the compound's potential as a scaffold for developing novel therapeutic agents. For instance, virtual screening techniques have been employed to identify derivatives of 1-(cyclopropylmethyl)-3-methylpiperazine that exhibit enhanced activity against specific enzymes or receptors. Such computational approaches are instrumental in accelerating the drug discovery process by predicting binding affinities and optimizing molecular structures before experimental synthesis.

In vitro studies have begun to unravel the pharmacological properties of 1-(cyclopropylmethyl)-3-methylpiperazine. Initial research suggests that this compound may possess agonist or antagonist activity at various neurotransmitter receptors, including those involved in central nervous system (CNS) disorders. The cyclopropyl substituent is particularly noteworthy for its ability to modulate receptor binding affinity, potentially leading to the development of treatments for conditions such as depression, anxiety, and neurodegenerative diseases. Further investigations are needed to fully elucidate its mechanism of action and therapeutic potential.

The synthesis of 1-(cyclopropylmethyl)-3-methylpiperazine presents unique challenges due to the complexity of its structure. However, modern synthetic methodologies have made significant strides in facilitating access to such molecules. Catalytic processes and asymmetric synthesis techniques have been particularly useful in constructing the cyclopropylmethyl moiety with high enantioselectivity. These advances not only improve yield but also enhance the overall efficiency of producing 1-(cyclopropylmethyl)-3-methylpiperazine and its derivatives for further pharmacological evaluation.

The role of 1-(cyclopropylmethyl)-3-methylpiperazine in medicinal chemistry extends beyond its potential as a lead compound. It serves as a valuable building block for generating libraries of analogs with tailored properties. By systematically modifying substituents on the piperazine ring or introducing additional functional groups, researchers can explore a wide spectrum of biological activities. This modular approach allows for rapid optimization and fine-tuning of molecular characteristics to meet specific therapeutic requirements.

Future research directions for 1-(cyclopropylmethyl)-3-methylpiperazine include exploring its interactions with protein targets using biophysical techniques such as nuclear magnetic resonance (NMR) spectroscopy and X-ray crystallography. These methods provide detailed structural information about how the compound binds to biological macromolecules, offering critical insights into its mode of action. Additionally, preclinical studies are planned to assess its safety profile and efficacy in animal models, paving the way for potential clinical trials.

The broader impact of 1-(cyclopropylmethyl)-3-methylpiperazine on drug discovery lies in its ability to inspire innovation across multiple therapeutic areas. Its unique structural features make it a versatile tool for medicinal chemists seeking novel solutions to complex diseases. As research progresses, this compound is expected to contribute significantly to the development of next-generation pharmaceuticals that address unmet medical needs.

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