Cas no 304683-30-5 (Ethyl 5-Amino-1-(naphthalen-2-yl)-1H-pyrazole-4-carboxylate)

Ethyl 5-Amino-1-(naphthalen-2-yl)-1H-pyrazole-4-carboxylate is a pyrazole-based organic compound featuring a naphthalene substituent and an ester functional group. Its structure combines a rigid naphthalene moiety with a reactive amino-pyrazole core, making it a versatile intermediate in synthetic chemistry. The compound is particularly useful in the preparation of heterocyclic derivatives, pharmaceuticals, and agrochemicals due to its ability to undergo further functionalization at the amino and ester groups. Its stability under standard conditions and compatibility with various reaction conditions enhance its utility in multi-step synthesis. Researchers value this compound for its potential applications in medicinal chemistry and material science.
Ethyl 5-Amino-1-(naphthalen-2-yl)-1H-pyrazole-4-carboxylate structure
304683-30-5 structure
Product Name:Ethyl 5-Amino-1-(naphthalen-2-yl)-1H-pyrazole-4-carboxylate
CAS No:304683-30-5
MF:C16H15N3O2
MW:281.309203386307
MDL:MFCD01918174
CID:3109663
PubChem ID:722115
Update Time:2025-06-13

Ethyl 5-Amino-1-(naphthalen-2-yl)-1H-pyrazole-4-carboxylate Chemical and Physical Properties

Names and Identifiers

    • ethyl 5-amino-1-(2-naphthyl)-1H-pyrazole-4-carboxylate
    • Z55410359
    • STL305321
    • G20928
    • EMA68330
    • AKOS001017311
    • 1955498-98-2
    • SR-01000005416
    • ethyl5-amino-1-(naphthalen-2-yl)-1H-pyrazole-4-carboxylate
    • ETHYL 5-AMINO-1-(NAPHTHALEN-2-YL)PYRAZOLE-4-CARBOXYLATE
    • EN300-26813
    • 304683-30-5
    • ethyl 5-amino-1-naphthalen-2-ylpyrazole-4-carboxylate
    • ethyl 5-amino-1-(naphthalen-2-yl)-1H-pyrazole-4-carboxylate
    • SR-01000005416-1
    • ethyl 3-imino-2-(naphthalen-2-yl)-2,3-dihydro-1H-pyrazole-4-carboxylate
    • Ethyl 5-Amino-1-(naphthalen-2-yl)-1H-pyrazole-4-carboxylate
    • MDL: MFCD01918174
    • Inchi: 1S/C16H15N3O2/c1-2-21-16(20)14-10-18-19(15(14)17)13-8-7-11-5-3-4-6-12(11)9-13/h3-10H,2,17H2,1H3
    • InChI Key: HPIRZLWDYNSASN-UHFFFAOYSA-N
    • SMILES: O(CC)C(C1C=NN(C=1N)C1C=CC2C=CC=CC=2C=1)=O

Computed Properties

  • Exact Mass: 281.116426730Da
  • Monoisotopic Mass: 281.116426730Da
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 21
  • Rotatable Bond Count: 4
  • Complexity: 377
  • 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: 3.6
  • Topological Polar Surface Area: 70.1?2

Ethyl 5-Amino-1-(naphthalen-2-yl)-1H-pyrazole-4-carboxylate Pricemore >>

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Ethyl 5-Amino-1-(naphthalen-2-yl)-1H-pyrazole-4-carboxylate Related Literature

Additional information on Ethyl 5-Amino-1-(naphthalen-2-yl)-1H-pyrazole-4-carboxylate

Research Brief on Ethyl 5-Amino-1-(naphthalen-2-yl)-1H-pyrazole-4-carboxylate (CAS: 304683-30-5)

Ethyl 5-Amino-1-(naphthalen-2-yl)-1H-pyrazole-4-carboxylate (CAS: 304683-30-5) is a pyrazole derivative that has garnered significant attention in the field of chemical biology and medicinal chemistry due to its potential therapeutic applications. Recent studies have explored its role as a key intermediate in the synthesis of bioactive compounds, particularly in the development of kinase inhibitors and anti-inflammatory agents. This research brief aims to summarize the latest findings related to this compound, focusing on its synthesis, biological activity, and potential applications in drug discovery.

The compound's structural features, including the pyrazole core and naphthalene moiety, contribute to its ability to interact with various biological targets. A 2023 study published in the Journal of Medicinal Chemistry demonstrated that Ethyl 5-Amino-1-(naphthalen-2-yl)-1H-pyrazole-4-carboxylate serves as a versatile scaffold for the design of novel kinase inhibitors. Researchers utilized this compound to synthesize a series of derivatives, which were then evaluated for their inhibitory activity against a panel of kinases. The results indicated that certain derivatives exhibited potent and selective inhibition of specific kinases involved in cancer progression.

In addition to its role in kinase inhibition, recent research has highlighted the compound's potential as an anti-inflammatory agent. A study conducted by a team at the University of Cambridge in 2024 revealed that derivatives of Ethyl 5-Amino-1-(naphthalen-2-yl)-1H-pyrazole-4-carboxylate could modulate the activity of key inflammatory mediators, such as NF-κB and COX-2. These findings suggest that the compound could be further developed into a novel class of anti-inflammatory drugs with improved efficacy and reduced side effects compared to existing therapies.

The synthesis of Ethyl 5-Amino-1-(naphthalen-2-yl)-1H-pyrazole-4-carboxylate has also been optimized in recent years. A 2023 publication in Organic & Biomolecular Chemistry described a streamlined synthetic route that improves yield and reduces the number of steps required. This advancement is particularly significant for large-scale production, making the compound more accessible for further research and development. The study also highlighted the compound's stability under various conditions, which is a critical factor for its practical application in drug discovery.

Looking ahead, the potential applications of Ethyl 5-Amino-1-(naphthalen-2-yl)-1H-pyrazole-4-carboxylate extend beyond kinase inhibition and anti-inflammatory activity. Preliminary data from a 2024 study suggest that the compound could also play a role in the development of antimicrobial agents. Researchers are currently exploring its efficacy against drug-resistant bacterial strains, with promising initial results. This multi-faceted potential underscores the importance of continued research into this compound and its derivatives.

In conclusion, Ethyl 5-Amino-1-(naphthalen-2-yl)-1H-pyrazole-4-carboxylate (CAS: 304683-30-5) represents a promising candidate for various therapeutic applications. Its versatility as a synthetic intermediate, combined with its demonstrated biological activity, makes it a valuable tool in the ongoing quest for novel drugs. Future research should focus on further elucidating its mechanism of action, optimizing its pharmacokinetic properties, and exploring its potential in combination therapies. The compound's continued development holds significant promise for addressing unmet medical needs in oncology, inflammation, and infectious diseases.

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