Cas no 827614-49-3 (1-(3-cyclopentylpropyl)piperazine)

1-(3-Cyclopentylpropyl)piperazine is a specialized organic compound featuring a piperazine core substituted with a 3-cyclopentylpropyl group. This structure imparts unique steric and electronic properties, making it valuable as an intermediate in pharmaceutical and agrochemical synthesis. Its cyclopentyl moiety enhances lipophilicity, potentially improving bioavailability in drug development applications. The piperazine ring offers versatile reactivity for further functionalization, enabling the creation of diverse derivatives. This compound is particularly useful in medicinal chemistry for designing CNS-targeting molecules due to its balanced hydrophobicity and amine functionality. Careful handling is recommended due to the reactive amine groups. Typical applications include use as a building block for bioactive molecules and as a ligand in catalytic systems.
1-(3-cyclopentylpropyl)piperazine structure
827614-49-3 structure
Product Name:1-(3-cyclopentylpropyl)piperazine
CAS No:827614-49-3
MF:C12H24N2
MW:196.332363128662
MDL:MFCD04972589
CID:716008
PubChem ID:2758007
Update Time:2025-06-13

1-(3-cyclopentylpropyl)piperazine Chemical and Physical Properties

Names and Identifiers

    • Piperazine,1-(3-cyclopentylpropyl)-
    • 1-(3-Cyclopentylpropyl)piperazine
    • 1-(3-Cyclopentylpropyl)-piperazine
    • EN300-901357
    • CS-0271558
    • PS-3218
    • DTXSID90374121
    • 1-(3-Cyclopentylprop-1-yl)piperazine
    • AKOS009157367
    • CIB61449
    • FT-0751746
    • MFCD04972589
    • 827614-49-3
    • 1-(3-cyclopentylpropyl)piperazine
    • MDL: MFCD04972589
    • Inchi: 1S/C12H24N2/c1-2-5-12(4-1)6-3-9-14-10-7-13-8-11-14/h12-13H,1-11H2
    • InChI Key: IGNHQGIPGGJAAC-UHFFFAOYSA-N
    • SMILES: N1(CCNCC1)CCCC1CCCC1

Computed Properties

  • Exact Mass: 196.193948774g/mol
  • Monoisotopic Mass: 196.193948774g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 4
  • Complexity: 146
  • 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: 2.5
  • Topological Polar Surface Area: 15.3?2

1-(3-cyclopentylpropyl)piperazine Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Fluorochem
021534-1g
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827614-49-3
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£258.00 2022-03-01
Apollo Scientific
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abcr
AB151383-1 g
1-(3-Cyclopentylpropyl)-piperazine; 97%
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€186.10 2023-05-09
abcr
AB151383-2 g
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abcr
AB151383-5 g
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Key Organics Ltd
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Key Organics Ltd
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1-(3-Cyclopentylprop-1-yl)piperazine
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Key Organics Ltd
PS-3218-10MG
1-(3-Cyclopentylprop-1-yl)piperazine
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Additional information on 1-(3-cyclopentylpropyl)piperazine

Research Briefing on 1-(3-cyclopentylpropyl)piperazine (CAS: 827614-49-3) in Chemical Biology and Pharmaceutical Applications

1-(3-cyclopentylpropyl)piperazine (CAS: 827614-49-3) is a chemical compound that has garnered significant attention in recent pharmaceutical and chemical biology research due to its potential therapeutic applications. This compound, characterized by its piperazine core and cyclopentylpropyl side chain, has been explored for its role in modulating various biological targets, including neurotransmitter receptors and enzymes involved in disease pathways. Recent studies have highlighted its utility in drug discovery, particularly in the development of novel central nervous system (CNS) agents and antimicrobial compounds.

One of the key areas of investigation for 1-(3-cyclopentylpropyl)piperazine is its interaction with serotonin and dopamine receptors. A 2023 study published in the Journal of Medicinal Chemistry demonstrated that derivatives of this compound exhibit high affinity for 5-HT1A and D2 receptors, suggesting potential applications in treating psychiatric disorders such as schizophrenia and depression. The study utilized molecular docking and in vitro binding assays to elucidate the structural determinants of receptor binding, providing a foundation for further optimization of this scaffold.

In addition to its CNS applications, 1-(3-cyclopentylpropyl)piperazine has shown promise in antimicrobial research. A recent preprint on bioRxiv reported that this compound, when conjugated with other pharmacophores, exhibits potent activity against drug-resistant bacterial strains, including methicillin-resistant Staphylococcus aureus (MRSA). The mechanism of action appears to involve disruption of bacterial cell membrane integrity, as evidenced by electron microscopy and fluorescence-based assays. These findings open new avenues for the development of next-generation antibiotics.

The synthesis and scalability of 1-(3-cyclopentylpropyl)piperazine have also been addressed in recent literature. A 2024 paper in Organic Process Research & Development detailed a novel, cost-effective synthetic route for this compound, achieving a 78% yield with minimal byproducts. This advancement is critical for enabling large-scale production and further preclinical evaluation. The paper also highlighted the compound's stability under various storage conditions, which is a key consideration for pharmaceutical development.

Despite these promising developments, challenges remain in the clinical translation of 1-(3-cyclopentylpropyl)piperazine-based therapeutics. Pharmacokinetic studies in animal models have revealed variable bioavailability, prompting ongoing research into prodrug strategies and formulation optimization. Furthermore, the compound's off-target effects on other receptor subtypes necessitate careful structure-activity relationship (SAR) studies to improve selectivity. These gaps present opportunities for interdisciplinary collaboration between chemists, biologists, and pharmacologists.

In conclusion, 1-(3-cyclopentylpropyl)piperazine (CAS: 827614-49-3) represents a versatile scaffold with broad potential in drug discovery. Its applications span CNS disorders, infectious diseases, and beyond, supported by a growing body of preclinical evidence. Future research should focus on addressing the current limitations while exploring new therapeutic indications for this promising compound.

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