Cas no 1172530-74-3 (N-(1-ethyl-1H-pyrazol-4-yl)methylcyclopropanamine)

N-(1-ethyl-1H-pyrazol-4-yl)methylcyclopropanamine is a cyclopropylamine derivative featuring a pyrazole core, offering a versatile scaffold for pharmaceutical and agrochemical applications. Its structure combines the stability of the cyclopropyl group with the reactivity of the pyrazole moiety, making it a valuable intermediate in medicinal chemistry. The ethyl substitution on the pyrazole nitrogen enhances lipophilicity, potentially improving membrane permeability in bioactive compounds. This compound is particularly useful in the synthesis of small-molecule inhibitors and modulators due to its balanced steric and electronic properties. Its well-defined synthetic pathway ensures consistent purity, making it suitable for research and development in drug discovery.
N-(1-ethyl-1H-pyrazol-4-yl)methylcyclopropanamine structure
1172530-74-3 structure
Product Name:N-(1-ethyl-1H-pyrazol-4-yl)methylcyclopropanamine
CAS No:1172530-74-3
MF:C9H15N3
MW:165.235501527786
MDL:MFCD09701828
CID:3159165
PubChem ID:25247851
Update Time:2025-10-30

N-(1-ethyl-1H-pyrazol-4-yl)methylcyclopropanamine Chemical and Physical Properties

Names and Identifiers

    • N-[(1-ethyl-1H-pyrazol-4-yl)methyl]cyclopropanamine
    • N-(1-ethyl-1H-pyrazol-4-yl)methylcyclopropanamine
    • STK352252
    • N-[(1-ethylpyrazol-4-yl)methyl]cyclopropanamine
    • AKOS005167889
    • EN300-231667
    • 1172530-74-3
    • CS-0241160
    • XWB53074
    • MDL: MFCD09701828
    • Inchi: 1S/C9H15N3/c1-2-12-7-8(6-11-12)5-10-9-3-4-9/h6-7,9-10H,2-5H2,1H3
    • InChI Key: WEMOPZUFTXYUSY-UHFFFAOYSA-N
    • SMILES: N(CC1C=NN(CC)C=1)C1CC1

Computed Properties

  • Exact Mass: 165.126597491Da
  • Monoisotopic Mass: 165.126597491Da
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 4
  • Complexity: 145
  • 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: 0.5
  • Topological Polar Surface Area: 29.9?2

Experimental Properties

  • Density: 1.2±0.1 g/cm3
  • Boiling Point: 277.6±15.0 °C at 760 mmHg
  • Flash Point: 121.7±20.4 °C
  • Vapor Pressure: 0.0±0.6 mmHg at 25°C

N-(1-ethyl-1H-pyrazol-4-yl)methylcyclopropanamine Security Information

N-(1-ethyl-1H-pyrazol-4-yl)methylcyclopropanamine Pricemore >>

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N-(1-ethyl-1H-pyrazol-4-yl)methylcyclopropanamine Related Literature

Additional information on N-(1-ethyl-1H-pyrazol-4-yl)methylcyclopropanamine

N-(1-Ethyl-1H-Pyrazol-4-Yl)Methylcyclopropanamine: A Comprehensive Overview

N-(1-Ethyl-1H-pyrazol-4-yl)methylcyclopropanamine, also known by its CAS number 1172530-74-3, is a compound of significant interest in the field of organic chemistry and pharmaceutical research. This compound is characterized by its unique structure, which combines a pyrazole ring with a cyclopropane moiety. The pyrazole ring, a five-membered aromatic heterocycle containing two nitrogen atoms, is a common structural motif in various bioactive compounds. The cyclopropane group, on the other hand, introduces strain and reactivity, making it a valuable component in drug design.

The synthesis of N-(1-Ethyl-1H-pyrazol-4-Yl)Methylcyclopropanamine involves a series of carefully designed reactions. One of the most efficient methods reported in recent studies involves the alkylation of pyrazole derivatives with cyclopropylamines. This approach not only ensures high yields but also allows for the incorporation of various substituents, enhancing the compound's versatility. Researchers have also explored alternative synthetic pathways, such as using transition metal catalysts to facilitate the formation of the cyclopropane ring. These advancements have significantly improved the accessibility and scalability of this compound.

The chemical structure of CAS 1172530-74-3 plays a pivotal role in its biological activity. The pyrazole ring contributes to hydrogen bonding and π-interactions, which are crucial for molecular recognition in biological systems. The cyclopropane group, due to its strained geometry, can act as a rigid spacer or participate in unique non-covalent interactions. Recent studies have demonstrated that this compound exhibits potent inhibitory activity against several enzymes implicated in neurodegenerative diseases. For instance, it has shown promise as an inhibitor of acetylcholinesterase, an enzyme whose overactivity is associated with Alzheimer's disease.

In addition to its enzymatic inhibitory properties, N-(1-Ethyl-1H-Pyrazol-4-Yl)Methylcyclopropanamine has been investigated for its potential as a modulator of ion channels. Ion channels are critical for cellular communication and are targets for numerous therapeutic agents. By modulating these channels, this compound could potentially be used in the treatment of conditions such as epilepsy and chronic pain. Recent preclinical studies have highlighted its ability to selectively inhibit voltage-gated sodium channels without affecting potassium channels, making it a promising candidate for further development.

The pharmacokinetic properties of CAS 1172530-74-3 are another area of active research. Understanding how this compound is absorbed, distributed, metabolized, and excreted is essential for optimizing its therapeutic potential. Studies have shown that it exhibits moderate oral bioavailability and displays a favorable pharmacokinetic profile in preclinical models. However, further research is needed to fully characterize its behavior in humans and to identify any potential drug-drug interactions.

From an environmental perspective, the synthesis and application of N-(1-Ethyl-1H-Pyrazol-4-Yl)Methylcyclopropanamine must consider sustainability and eco-friendliness. Researchers are increasingly adopting green chemistry principles to minimize waste and reduce the environmental footprint of chemical processes. For example, catalytic methods that use renewable feedstocks or recyclable catalysts are being explored for the synthesis of this compound.

In conclusion, N-(1-Ethyl-1H-Pyrazol-4-Yl)Methylcyclopropanamine (CAS 1172530-74-3) is a versatile compound with significant potential in drug discovery and development. Its unique structure enables diverse biological activities, from enzyme inhibition to ion channel modulation. Continued research into its synthesis, pharmacokinetics, and environmental impact will be crucial for unlocking its full therapeutic potential while ensuring sustainable practices.

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