Cas no 54152-06-6 (2-chloro-1-(2,6-dimethylpiperidin-1-yl)propan-1-one)

2-Chloro-1-(2,6-dimethylpiperidin-1-yl)propan-1-one is a specialized organic compound featuring a chloro-substituted propanone backbone and a 2,6-dimethylpiperidine moiety. This structure imparts unique reactivity, making it valuable as an intermediate in pharmaceutical and agrochemical synthesis. The presence of the chloro group enhances electrophilic character, facilitating nucleophilic substitution reactions, while the sterically hindered piperidine ring contributes to controlled stereoselectivity. Its well-defined molecular architecture ensures consistent performance in complex transformations, such as the synthesis of bioactive molecules or fine chemicals. The compound is typically handled under inert conditions due to its sensitivity to moisture and air. Suitable for research-scale applications, it offers a balance of stability and reactivity for advanced synthetic workflows.
2-chloro-1-(2,6-dimethylpiperidin-1-yl)propan-1-one structure
54152-06-6 structure
Product Name:2-chloro-1-(2,6-dimethylpiperidin-1-yl)propan-1-one
CAS No:54152-06-6
MF:C10H18ClNO
MW:203.709022045135
CID:843669
PubChem ID:3725604
Update Time:2026-04-29

2-chloro-1-(2,6-dimethylpiperidin-1-yl)propan-1-one Chemical and Physical Properties

Names and Identifiers

    • 1-(2-CHLOROPROPANOYL)-2,6-DIMETHYLPIPERIDINE
    • 2-CHLORO-1-(2,6-DIMETHYL-PIPERIDIN-1-YL)-PROPAN-1-ONE
    • 2-chloro-1-(2,6-dimethylpiperidin-1-yl)propan-1-one
    • Inchi: InChI=1S/C10H18ClNO/c1-7-5-4-6-8(2)12(7)10(13)9(3)11/h7-9H,4-6H2,1-3H3
    • InChI Key: GYINOGHSYTZVDH-UHFFFAOYSA-N
    • SMILES: CC1CCCC(C)N1C(=O)C(C)Cl

Computed Properties

  • Exact Mass: 203.10784
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 2

Experimental Properties

  • PSA: 20.31

2-chloro-1-(2,6-dimethylpiperidin-1-yl)propan-1-one Security Information

  • Hazardous Material Identification: Xi
  • HazardClass:IRRITANT

2-chloro-1-(2,6-dimethylpiperidin-1-yl)propan-1-one Pricemore >>

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2-chloro-1-(2,6-dimethylpiperidin-1-yl)propan-1-one Related Literature

Additional information on 2-chloro-1-(2,6-dimethylpiperidin-1-yl)propan-1-one

Professional Introduction to Compound with CAS No. 54152-06-6 and Product Name: 2-chloro-1-(2,6-dimethylpiperidin-1-yl)propan-1-one

Compound with the CAS number 54152-06-6, specifically identified as 2-chloro-1-(2,6-dimethylpiperidin-1-yl)propan-1-one, represents a significant advancement in the field of pharmaceutical chemistry and medicinal research. This compound has garnered considerable attention due to its unique structural properties and potential applications in the development of novel therapeutic agents. The molecular structure, characterized by a chloro-substituted propanone backbone linked to a dimethylpiperidine ring, presents an intriguing framework for further chemical manipulation and biological evaluation.

The 2-chloro-1-(2,6-dimethylpiperidin-1-yl)propan-1-one molecule exhibits a high degree of versatility, making it a valuable intermediate in synthetic chemistry. Its reactivity is primarily influenced by the chloro group and the piperidine moiety, which can participate in various nucleophilic substitution reactions. These characteristics have positioned this compound as a key building block in the synthesis of more complex molecules, particularly in the realm of drug discovery.

Recent advancements in medicinal chemistry have highlighted the importance of heterocyclic compounds in drug design. The dimethylpiperidine component of 2-chloro-1-(2,6-dimethylpiperidin-1-yl)propan-1-one is particularly noteworthy, as piperidine derivatives are known for their broad spectrum of biological activities. These activities include analgesic, antipsychotic, and anti-inflammatory effects, making them attractive candidates for further exploration. The presence of two methyl groups at the 2 and 6 positions enhances the stability and bioavailability of the piperidine ring, thereby improving its pharmacological profile.

In the context of contemporary research, 2-chloro-1-(2,6-dimethylpiperidin-1-yl)propan-1-one has been investigated for its potential role in modulating enzyme activity and receptor binding. Studies have demonstrated that modifications at the chloro-substituted carbon can significantly alter the compound's interactions with biological targets. This flexibility allows researchers to fine-tune the molecule's properties to achieve desired pharmacological outcomes. For instance, variations in electronic distribution induced by different substituents can enhance binding affinity or selectivity.

The synthesis of 2-chloro-1-(2,6-dimethylpiperidin-1-yl)propan-1-one involves a multi-step process that requires precise control over reaction conditions. The chlorination step is particularly critical, as it determines the reactivity of the molecule in subsequent transformations. Advanced synthetic methodologies, such as transition metal-catalyzed cross-coupling reactions, have been employed to improve yield and purity. These techniques not only streamline the synthetic pathway but also enable the introduction of additional functional groups for further derivatization.

From a computational chemistry perspective, molecular modeling studies have provided valuable insights into the binding interactions of 2-chloro-1-(2,6-dimethylpiperidin-1-yl)propan-1-one with biological targets. These studies have helped elucidate key structural features that contribute to its potency and selectivity. For example, hydrophobic interactions between the dimethylpiperidine ring and aromatic residues in protein binding pockets have been identified as critical for stabilizing the compound's binding affinity. Such findings are instrumental in guiding rational drug design efforts.

The pharmacokinetic properties of 2-chloro-1-(2,6-dimethylpiperidin-1-yl)propan-1-one are another area of active investigation. Metabolic stability studies have revealed that this compound undergoes predictable biotransformations in vivo, primarily involving oxidative and reductive pathways. Understanding these metabolic routes is essential for predicting drug efficacy and minimizing potential side effects. Additionally, formulation studies have explored methods to enhance the solubility and bioavailability of this compound, which is crucial for developing effective therapeutic agents.

In conclusion,54152-06 is a compound with significant potential in pharmaceutical research due to its versatile structure and functional properties. The combination of a chloro-substituted propanone moiety with a dimethylpiperidine ring offers numerous opportunities for synthetic innovation and biological exploration. As research continues to uncover new applications for this molecule,54152 will undoubtedly play a pivotal role in advancing our understanding of drug design and development.

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