Cas no 53788-12-8 (4-Ethyl-piperazine-1-carbonyl chloride)

4-Ethyl-piperazine-1-carbonyl chloride is a reactive intermediate commonly utilized in organic synthesis and pharmaceutical applications. Its key advantages include its role as a versatile building block for introducing the 4-ethyl-piperazine moiety into target molecules, enabling the modification of pharmacologically active compounds. The carbonyl chloride group facilitates efficient amide bond formation under mild conditions, enhancing its utility in peptide coupling and heterocyclic chemistry. The compound’s well-defined reactivity profile ensures consistent performance in multi-step syntheses. Suitable for controlled reactions, it is often employed in the development of bioactive molecules, including potential drug candidates. Proper handling under inert conditions is recommended due to its moisture sensitivity.
4-Ethyl-piperazine-1-carbonyl chloride structure
53788-12-8 structure
Product Name:4-Ethyl-piperazine-1-carbonyl chloride
CAS No:53788-12-8
MF:C7H13ClN2O
MW:176.643920660019
CID:2187398
PubChem ID:10559194
Update Time:2025-05-19

4-Ethyl-piperazine-1-carbonyl chloride Chemical and Physical Properties

Names and Identifiers

    • 4-ETHYL-PIPERAZINE-1-CARBONYL CHLORIDE
    • SCHEMBL5513698
    • 1-chlorocarbonyl-4-ethylpiperazine
    • MFCD09743775
    • AKOS006331664
    • RPCDOVPDLRWOJK-UHFFFAOYSA-N
    • 4-ethylpiperazine-1-carbonyl Chloride
    • BS-52482
    • 53788-12-8
    • DB-316589
    • EN300-1154755
    • E74601
    • 4-ETHYL-PIPERAZINE-1-CARBONYLCHLORIDE
    • 4-Ethyl-piperazine-1-carbonyl chloride
    • Inchi: 1S/C7H13ClN2O/c1-2-9-3-5-10(6-4-9)7(8)11/h2-6H2,1H3
    • InChI Key: RPCDOVPDLRWOJK-UHFFFAOYSA-N
    • SMILES: ClC(N1CCN(CC)CC1)=O

Computed Properties

  • Exact Mass: 176.0716407g/mol
  • Monoisotopic Mass: 176.0716407g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 143
  • 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: 1
  • Topological Polar Surface Area: 23.6?2

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4-Ethyl-piperazine-1-carbonyl chloride Suppliers

Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
(CAS:53788-12-8)4-Ethyl-piperazine-1-carbonyl chloride
Order Number:A1038643
Stock Status:in Stock
Quantity:1g/5g
Purity:99%
Pricing Information Last Updated:Thursday, 29 August 2024 17:04
Price ($):216.0/818.0

Additional information on 4-Ethyl-piperazine-1-carbonyl chloride

Recent Advances in the Application of 4-Ethyl-piperazine-1-carbonyl chloride (CAS: 53788-12-8) in Chemical Biology and Pharmaceutical Research

4-Ethyl-piperazine-1-carbonyl chloride (CAS: 53788-12-8) is a versatile chemical intermediate that has garnered significant attention in recent pharmaceutical and chemical biology research. This compound, characterized by its reactive carbonyl chloride group and ethyl-substituted piperazine ring, serves as a critical building block in the synthesis of various biologically active molecules. Recent studies have highlighted its utility in the development of novel drug candidates, particularly in the areas of kinase inhibitors, GPCR modulators, and antimicrobial agents.

A 2023 study published in the Journal of Medicinal Chemistry demonstrated the effective use of 4-Ethyl-piperazine-1-carbonyl chloride in the synthesis of potent PI3Kδ inhibitors for inflammatory diseases. The researchers utilized this compound as a key intermediate to introduce the ethylpiperazine moiety, which significantly improved the pharmacokinetic properties of the final molecules. The resulting compounds showed enhanced selectivity for the PI3Kδ isoform while maintaining favorable oral bioavailability, marking an important advancement in the field of targeted kinase therapies.

In the realm of antimicrobial research, a team at the University of Manchester recently reported (Nature Communications, 2024) the development of novel quinolone derivatives using 4-Ethyl-piperazine-1-carbonyl chloride as a structural modifier. The ethylpiperazine group, introduced via this reagent, was found to enhance bacterial membrane penetration while reducing efflux pump susceptibility. These modifications led to compounds with improved activity against multidrug-resistant Gram-negative pathogens, including carbapenem-resistant Enterobacteriaceae.

The compound's utility extends to radiopharmaceutical applications as well. A recent study in the Journal of Nuclear Medicine (2024) described its use in the synthesis of 68Ga-labeled PET tracers for neuroendocrine tumor imaging. The ethylpiperazine moiety, introduced via 4-Ethyl-piperazine-1-carbonyl chloride, provided optimal chelation properties for gallium-68 while maintaining favorable tumor uptake and clearance kinetics. This development represents a significant improvement over previous generation tracers in terms of imaging contrast and diagnostic accuracy.

From a synthetic chemistry perspective, recent advances in flow chemistry have enabled more efficient and scalable production of 4-Ethyl-piperazine-1-carbonyl chloride. A 2023 publication in Organic Process Research & Development detailed a continuous flow process that improves yield (up to 85%) and purity (>98%) while significantly reducing reaction times compared to traditional batch methods. This technological advancement addresses previous challenges in large-scale production and has important implications for the commercial availability of this valuable intermediate.

Looking forward, the unique structural features of 4-Ethyl-piperazine-1-carbonyl chloride continue to inspire novel applications in drug discovery. Current research directions include its incorporation into PROTAC molecules for targeted protein degradation and its use in the development of covalent inhibitors for challenging therapeutic targets. The compound's versatility and the recent methodological advances in its application suggest it will remain an important tool in medicinal chemistry for the foreseeable future.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:53788-12-8)4-Ethyl-piperazine-1-carbonyl chloride
A1038643
Purity:99%/99%
Quantity:1g/5g
Price ($):216.0/818.0
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