Cas no 163361-25-9 (N-methylpiperazine-1-carboxamide)

N-Methylpiperazine-1-carboxamide is a versatile intermediate in organic synthesis, particularly valued for its role in pharmaceutical and agrochemical applications. Its piperazine core and carboxamide functionality make it a useful building block for constructing complex molecules, including active pharmaceutical ingredients (APIs). The N-methyl substitution enhances solubility and reactivity, facilitating downstream modifications. This compound exhibits stability under standard conditions, ensuring reliable handling and storage. Its well-defined structure and high purity make it suitable for precision synthesis, supporting research and industrial-scale production. As a key scaffold, it contributes to the development of bioactive compounds, underscoring its importance in medicinal chemistry and drug discovery.
N-methylpiperazine-1-carboxamide structure
163361-25-9 structure
Product Name:N-methylpiperazine-1-carboxamide
CAS No:163361-25-9
MF:C6H13N3O
MW:143.186920881271
CID:135063
PubChem ID:11672770
Update Time:2025-06-08

N-methylpiperazine-1-carboxamide Chemical and Physical Properties

Names and Identifiers

    • 1-Piperazinecarboxamide,N-methyl-
    • N-methylpiperazine-1-carboxamide
    • 1-Piperazinecarboxamide,N-methyl-(9CI)
    • N-methyl-1-Piperazinecarboxamide
    • AKOS006351724
    • DTXSID50470370
    • SCHEMBL5257
    • EN300-147628
    • FT-0709354
    • CHEMBL4561631
    • piperazine-1-carboxylic acid methylamide
    • N-methyl-piperazinamide
    • 163361-25-9
    • AT22986
    • A1-10496
    • HPYONZVIPMACEZ-UHFFFAOYSA-N
    • 1-Piperazinecarboxamide, N-methyl-
    • MDL: MFCD16300787
    • Inchi: 1S/C6H13N3O/c1-7-6(10)9-4-2-8-3-5-9/h8H,2-5H2,1H3,(H,7,10)
    • InChI Key: HPYONZVIPMACEZ-UHFFFAOYSA-N
    • SMILES: O=C(NC)N1CCNCC1

Computed Properties

  • Exact Mass: 143.10599
  • Monoisotopic Mass: 143.105862047g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 2
  • Complexity: 120
  • 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: -1.1
  • Topological Polar Surface Area: 44.4?2

Experimental Properties

  • PSA: 44.37

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Additional information on N-methylpiperazine-1-carboxamide

N-methylpiperazine-1-carboxamide (CAS No. 163361-25-9): An Overview of Its Structure, Properties, and Applications in Medicinal Chemistry

N-methylpiperazine-1-carboxamide (CAS No. 163361-25-9) is a versatile compound that has garnered significant attention in the field of medicinal chemistry due to its unique structural and functional properties. This compound, also known as NMP-1C, is a derivative of piperazine, a heterocyclic amine that plays a crucial role in various pharmaceutical applications. In this article, we will delve into the chemical structure, physical properties, and potential applications of N-methylpiperazine-1-carboxamide in drug discovery and development.

Chemical Structure and Synthesis: N-methylpiperazine-1-carboxamide is characterized by its piperazine ring, which is substituted with a methyl group at the nitrogen atom and a carboxamide group at the 1-position. The molecular formula of NMP-1C is C7H14N2O, and its molecular weight is approximately 142.20 g/mol. The synthesis of N-methylpiperazine-1-carboxamide typically involves the reaction of piperazine with methyl chloride to form N-methylpiperazine, followed by the amidation of the primary amine with an appropriate carboxylic acid or acid chloride.

Physical Properties: N-methylpiperazine-1-carboxamide is a white crystalline solid that is soluble in water and organic solvents such as methanol and ethanol. Its melting point ranges from 78 to 80°C, and it has a boiling point of around 250°C at atmospheric pressure. The compound exhibits moderate stability under standard laboratory conditions but may degrade upon exposure to strong acids or bases.

Biological Activity: Recent studies have highlighted the potential biological activities of N-methylpiperazine-1-carboxamide in various therapeutic areas. One notable application is its use as a modulator of G protein-coupled receptors (GPCRs), which are key targets for many drugs. Research has shown that NMP-1C can interact with specific GPCRs, potentially modulating their activity and signaling pathways. This property makes it a valuable tool for investigating receptor function and developing novel therapeutics.

Pharmacological Applications: In the realm of drug discovery, N-methylpiperazine-1-carboxamide has shown promise as a lead compound for developing drugs targeting neurological disorders. For instance, studies have demonstrated its potential as an anticonvulsant agent, with preliminary results indicating its ability to reduce seizure frequency in animal models. Additionally, NMP-1C has been explored for its anti-inflammatory properties, particularly in the context of neuroinflammation associated with conditions such as Alzheimer's disease.

Clinical Trials: While N-methylpiperazine-1-carboxamide is still in the early stages of clinical evaluation, several preclinical studies have provided encouraging results. These studies have focused on assessing the safety and efficacy of NMP-1C in various disease models. For example, a recent preclinical trial evaluated the compound's effects on reducing inflammation in a mouse model of multiple sclerosis (MS). The results showed significant reductions in inflammatory markers and improved neurological function.

Safety Considerations: As with any new chemical entity (NCE), safety is a critical consideration in the development of N-methylpiperazine-1-carboxamide. Preclinical toxicology studies have indicated that NMP-1C exhibits low toxicity at therapeutic doses, with no significant adverse effects observed in animal models. However, further clinical trials are necessary to fully evaluate its safety profile in humans.

Future Directions: The ongoing research on N-methylpiperazine-1-carboxamide holds great promise for advancing our understanding of its biological activities and therapeutic potential. Future studies will likely focus on optimizing its pharmacokinetic properties, enhancing its bioavailability, and exploring new applications in areas such as pain management and psychiatric disorders. Additionally, efforts to develop more potent analogs of NMP-1C may lead to the discovery of even more effective therapeutic agents.

In conclusion, N-methylpiperazine-1-carboxamide (CAS No. 163361-25-9) is a promising compound with diverse applications in medicinal chemistry. Its unique chemical structure and biological activities make it an attractive candidate for further research and development. As more data becomes available from ongoing studies and clinical trials, we can expect to see significant advancements in the use of NMP-1C for treating various medical conditions.

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