Cas no 885279-45-8 (Ethyl 1H-indazole-4-carboxylate)

Ethyl 1H-indazole-4-carboxylate is a versatile heterocyclic compound featuring an indazole core esterified at the 4-position. Its structure makes it a valuable intermediate in pharmaceutical and agrochemical synthesis, particularly for the development of biologically active molecules. The ethyl ester group enhances solubility and reactivity, facilitating further functionalization under mild conditions. This compound exhibits stability under standard storage conditions and is compatible with a range of organic transformations, including nucleophilic substitutions and cross-coupling reactions. Its high purity and well-defined chemical properties ensure reproducibility in research and industrial applications, making it a preferred choice for medicinal chemistry and material science studies.
Ethyl 1H-indazole-4-carboxylate structure
885279-45-8 structure
Product Name:Ethyl 1H-indazole-4-carboxylate
CAS No:885279-45-8
MF:C10H10N2O2
MW:190.198602199554
MDL:MFCD07371611
CID:711649
PubChem ID:45790507
Update Time:2025-11-05

Ethyl 1H-indazole-4-carboxylate Chemical and Physical Properties

Names and Identifiers

    • Ethyl 1H-indazole-4-carboxylate
    • 1H-Indazole-4-carboxylic acid ethyl ester
    • Ethyl 1H-indazole-4-carboxylate (ACI)
    • DTXSID60672308
    • AKOS005255627
    • AC-30516
    • AS-55200
    • J-520537
    • MFCD07371611
    • SCHEMBL19100359
    • DB-077807
    • Y11376
    • CS-0151801
    • 885279-45-8
    • BBL100766
    • SB39546
    • ETHYL1H-INDAZOLE-4-CARBOXYLATE
    • STL554560
    • MDL: MFCD07371611
    • Inchi: 1S/C10H10N2O2/c1-2-14-10(13)7-4-3-5-9-8(7)6-11-12-9/h3-6H,2H2,1H3,(H,11,12)
    • InChI Key: ZYDRWPMGDIWCRN-UHFFFAOYSA-N
    • SMILES: O=C(C1C2=C(NN=C2)C=CC=1)OCC

Computed Properties

  • Exact Mass: 190.07400
  • Monoisotopic Mass: 190.074
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 3
  • Complexity: 220
  • 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
  • Topological Polar Surface Area: 55A^2
  • XLogP3: 1.8

Experimental Properties

  • Density: 1.272
  • Melting Point: 82-85℃
  • Boiling Point: 353.916°C at 760 mmHg
  • Flash Point: 167.842°C
  • Refractive Index: 1.628
  • PSA: 54.98000
  • LogP: 1.73960

Ethyl 1H-indazole-4-carboxylate Customs Data

  • HS CODE:2933990090
  • Customs Data:

    China Customs Code:

    2933990090

    Overview:

    2933990090. Other heterocyclic compounds containing only nitrogen heteroatoms. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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Additional information on Ethyl 1H-indazole-4-carboxylate

Research Brief on Ethyl 1H-indazole-4-carboxylate (CAS: 885279-45-8) and Its Applications in Chemical Biology and Pharmaceutical Research

Ethyl 1H-indazole-4-carboxylate (CAS: 885279-45-8) is a heterocyclic compound that has garnered significant attention in recent years due to its versatile applications in medicinal chemistry and drug discovery. Indazole derivatives, including this compound, are known for their broad pharmacological activities, such as anti-inflammatory, anticancer, and antimicrobial properties. This research brief aims to provide an overview of the latest advancements related to Ethyl 1H-indazole-4-carboxylate, focusing on its synthesis, biological activities, and potential therapeutic applications.

Recent studies have highlighted the importance of Ethyl 1H-indazole-4-carboxylate as a key intermediate in the synthesis of more complex bioactive molecules. For instance, researchers have utilized this compound to develop novel kinase inhibitors targeting cancer-related pathways. The compound's structural flexibility allows for modifications that enhance its binding affinity to specific protein targets, making it a valuable scaffold in drug design. Additionally, its role in modulating enzyme activity has been explored in the context of neurodegenerative diseases, where indazole derivatives show promise as potential therapeutics.

One of the most notable advancements in the field involves the optimization of synthetic routes for Ethyl 1H-indazole-4-carboxylate. Recent publications have reported improved yields and reduced reaction times using catalytic methods, such as palladium-catalyzed cross-coupling reactions. These advancements not only facilitate large-scale production but also enable the exploration of new derivatives with enhanced pharmacological profiles. Furthermore, computational modeling studies have provided insights into the compound's molecular interactions, aiding in the rational design of next-generation drugs.

In the context of biological evaluation, Ethyl 1H-indazole-4-carboxylate has demonstrated promising results in preclinical studies. For example, its derivatives have exhibited potent inhibitory effects on tumor cell proliferation in vitro and in vivo. Mechanistic studies suggest that these effects are mediated through the disruption of key signaling pathways, such as PI3K/AKT and MAPK. Moreover, the compound's low toxicity profile in animal models underscores its potential as a safe and effective therapeutic agent.

Despite these promising findings, challenges remain in translating Ethyl 1H-indazole-4-carboxylate-based compounds into clinical applications. Issues such as bioavailability, metabolic stability, and off-target effects need to be addressed through further research. Collaborative efforts between chemists, biologists, and pharmacologists will be essential to overcome these hurdles and unlock the full therapeutic potential of this compound.

In conclusion, Ethyl 1H-indazole-4-carboxylate (CAS: 885279-45-8) represents a promising scaffold in the development of novel therapeutics. Its diverse biological activities and synthetic versatility make it a valuable tool for researchers in chemical biology and pharmaceutical sciences. Continued exploration of its derivatives and mechanisms of action will likely yield innovative treatments for a range of diseases, from cancer to neurodegenerative disorders.

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