Cas no 1001500-32-8 (1-Ethyl-3-methyl-4-nitro-1H-pyrazole)

1-Ethyl-3-methyl-4-nitro-1H-pyrazole is a nitro-substituted pyrazole derivative with applications in pharmaceutical and agrochemical research. Its structural features, including the nitro group at the 4-position and alkyl substitutions at the 1- and 3-positions, make it a versatile intermediate for synthesizing heterocyclic compounds. The compound exhibits stability under standard conditions, facilitating handling and storage. Its reactivity allows for further functionalization, enabling the development of targeted molecules in medicinal chemistry and crop protection. The presence of both electron-withdrawing (nitro) and electron-donating (alkyl) groups contributes to its utility in fine chemical synthesis. This product is typically supplied with high purity, ensuring reproducibility in research applications.
1-Ethyl-3-methyl-4-nitro-1H-pyrazole structure
1001500-32-8 structure
Product Name:1-Ethyl-3-methyl-4-nitro-1H-pyrazole
CAS No:1001500-32-8
MF:C6H9N3O2
MW:155.154560804367
MDL:MFCD04969213
CID:1068774
PubChem ID:7017519
Update Time:2025-11-06

1-Ethyl-3-methyl-4-nitro-1H-pyrazole Chemical and Physical Properties

Names and Identifiers

    • 1-Ethyl-3-methyl-4-nitro-1H-pyrazole
    • AKOS B018754
    • ART-CHEM-BB B018754
    • 1-ethyl-3-methyl-4-nitropyrazole
    • 1-ethyl-3-methyl-4-nitro-pyrazole
    • 1H-pyrazole, 1-ethyl-3-methyl-4-nitro-
    • SCHEMBL18463627
    • BBL038507
    • 1001500-32-8
    • CS-0298362
    • EN300-229401
    • MFCD04969213
    • AKOS000309167
    • ALBB-012563
    • LS-03931
    • DTXSID401290137
    • AKOS015922415
    • STK312171
    • MDL: MFCD04969213
    • Inchi: 1S/C6H9N3O2/c1-3-8-4-6(9(10)11)5(2)7-8/h4H,3H2,1-2H3
    • InChI Key: TYUHNNYPMAKLIQ-UHFFFAOYSA-N
    • SMILES: [O-][N+](C1=CN(CC)N=C1C)=O

Computed Properties

  • Exact Mass: 155.069476538g/mol
  • Monoisotopic Mass: 155.069476538g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 2
  • Complexity: 156
  • 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: 0.8
  • Topological Polar Surface Area: 63.6?2

1-Ethyl-3-methyl-4-nitro-1H-pyrazole Security Information

  • HazardClass:IRRITANT

1-Ethyl-3-methyl-4-nitro-1H-pyrazole Pricemore >>

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Additional information on 1-Ethyl-3-methyl-4-nitro-1H-pyrazole

1-Ethyl-3-methyl-4-nitro-1H-pyrazole (CAS No. 1001500-32-8): A Comprehensive Overview

1-Ethyl-3-methyl-4-nitro-1H-pyrazole, identified by its CAS number 1001500-32-8, is a heterocyclic organic compound that has garnered significant attention in the field of chemical biology and pharmaceutical research. This compound belongs to the pyrazole family, which is well-known for its diverse biological activities and potential applications in drug development. The structural features of 1-Ethyl-3-methyl-4-nitro-1H-pyrazole, including the presence of an ethyl group, a methyl group, and a nitro group, contribute to its unique chemical properties and reactivity, making it a valuable scaffold for synthetic chemistry and medicinal chemistry investigations.

The nitro group in the molecule is particularly noteworthy, as it can participate in various chemical reactions, such as reduction to an amine or nucleophilic substitution, which opens up numerous possibilities for structural modifications and functionalization. This flexibility has made 1-Ethyl-3-methyl-4-nitro-1H-pyrazole a popular intermediate in the synthesis of more complex molecules, including potential drug candidates.

In recent years, there has been a growing interest in exploring the pharmacological properties of pyrazole derivatives. Studies have shown that compounds within this class exhibit a wide range of biological activities, including anti-inflammatory, antimicrobial, and anticancer effects. The nitro-substituted pyrazoles have been particularly studied for their potential to act as kinase inhibitors, which are crucial in targeting various types of cancer.

One of the most compelling aspects of 1-Ethyl-3-methyl-4-nitro-1H-pyrazole is its role in the development of novel therapeutic agents. Researchers have leveraged its structural framework to design molecules that can selectively inhibit specific enzymes or receptors involved in disease pathways. For instance, studies have demonstrated that derivatives of this compound can modulate the activity of Janus kinases (JAKs), which are implicated in autoimmune diseases and inflammatory conditions.

The synthesis of 1-Ethyl-3-methyl-4-nitro-1H-pyrazole involves multi-step organic reactions that highlight the compound's synthetic utility. The process typically begins with the condensation of ethyl acetoacetate with guanidine hydrochloride to form ethyl 3-methylpyrazole-4-carboxylate. Subsequent nitration under controlled conditions yields the desired nitro-substituted product. This synthetic route underscores the compound's accessibility and suitability for further derivatization.

The pharmacological evaluation of 1-Ethyl-3-methyl-4-nitro-1H-pyrazole has revealed several promising characteristics. In vitro studies have shown that this compound can exhibit inhibitory effects on various enzymes, including those involved in signal transduction pathways. Additionally, preclinical studies have suggested that it may have potential applications in treating neurological disorders by modulating neurotransmitter levels.

The versatility of 1-Ethyl-3-methyl-4-nitro-1H-pyrazole extends beyond its use as a standalone therapeutic agent. It serves as a valuable building block for more complex molecules through further functionalization. For example, the reduction of the nitro group to an amine can yield a compound with different biological properties, which can then be used to explore new drug targets.

The growing body of research on pyrazole derivatives underscores their significance in modern drug discovery. The ability to modify their structure while maintaining biological activity has made them indispensable tools for medicinal chemists. As our understanding of disease mechanisms continues to evolve, compounds like 1-Ethyl-3-methyl-4-nitro-1H-pyrazole will undoubtedly play a crucial role in developing innovative treatments.

In conclusion, 1-Ethyl-3-methyl-4-nitro-1H-pyrazole (CAS No. 1001500-32-8) is a multifaceted compound with significant potential in pharmaceutical research. Its unique structural features and biological activities make it an attractive candidate for further investigation and development. As research progresses, we can expect to see more applications of this compound in addressing various health challenges.

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