Cas no 263156-79-2 (1,3-Dimethyl-4-nitro-1H-pyrazole-5-carbohydrazide)

1,3-Dimethyl-4-nitro-1H-pyrazole-5-carbohydrazide is a nitro-substituted pyrazole derivative with a carbohydrazide functional group, offering versatile reactivity for synthetic applications. Its structure combines a stable pyrazole core with a reactive hydrazide moiety, making it a valuable intermediate in heterocyclic chemistry, particularly for the synthesis of agrochemicals and pharmaceuticals. The nitro group enhances electrophilic properties, facilitating further functionalization, while the dimethyl substitution improves solubility and stability. This compound is particularly useful in the development of biologically active molecules due to its ability to form hydrazones and other derivatives. Its well-defined reactivity profile ensures consistent performance in multi-step synthetic routes.
1,3-Dimethyl-4-nitro-1H-pyrazole-5-carbohydrazide structure
263156-79-2 structure
Product Name:1,3-Dimethyl-4-nitro-1H-pyrazole-5-carbohydrazide
CAS No:263156-79-2
MF:C6H9N5O3
MW:199.167360067368
MDL:MFCD00662663
CID:3057799
PubChem ID:4422548
Update Time:2026-04-28

1,3-Dimethyl-4-nitro-1H-pyrazole-5-carbohydrazide Chemical and Physical Properties

Names and Identifiers

    • 1,3-Dimethyl-4-nitro-1H-pyrazole-5-carbohydrazide
    • MDL: MFCD00662663
    • Inchi: InChI=1S/C6H9N5O3/c1-3-4(11(13)14)5(6(12)8-7)10(2)9-3/h7H2,1-2H3,(H,8,12)
    • InChI Key: JOZKVXZQMABDMW-UHFFFAOYSA-N
    • SMILES: CC1=NN(C)C(=C1[N+](=O)[O-])C(=O)NN

Computed Properties

  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 3

1,3-Dimethyl-4-nitro-1H-pyrazole-5-carbohydrazide Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
abcr
AB550741-250 mg
1,3-Dimethyl-4-nitro-1H-pyrazole-5-carbohydrazide; .
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€195.90 2022-03-01
abcr
AB550741-500 mg
1,3-Dimethyl-4-nitro-1H-pyrazole-5-carbohydrazide; .
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abcr
AB550741-1 g
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€257.30 2022-03-01
abcr
AB550741-5 g
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€577.50 2022-03-01
abcr
AB550741-10 g
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€909.90 2022-03-01
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Additional information on 1,3-Dimethyl-4-nitro-1H-pyrazole-5-carbohydrazide

Recent Advances in the Study of 1,3-Dimethyl-4-nitro-1H-pyrazole-5-carbohydrazide (CAS: 263156-79-2)

The compound 1,3-Dimethyl-4-nitro-1H-pyrazole-5-carbohydrazide (CAS: 263156-79-2) has recently garnered significant attention in the field of chemical biology and pharmaceutical research due to its potential applications in drug discovery and development. This heterocyclic compound, characterized by its pyrazole core, nitro group, and carbohydrazide moiety, exhibits unique chemical properties that make it a promising candidate for further investigation. Recent studies have explored its synthesis, biological activity, and potential therapeutic uses, shedding light on its role in modern medicinal chemistry.

A key area of focus has been the synthesis and optimization of 1,3-Dimethyl-4-nitro-1H-pyrazole-5-carbohydrazide. Researchers have developed novel synthetic routes to improve yield and purity, leveraging advanced techniques such as microwave-assisted synthesis and green chemistry approaches. These methods not only enhance the efficiency of production but also align with the growing emphasis on sustainable practices in pharmaceutical manufacturing. The compound's structural features, particularly the nitro group and carbohydrazide functionality, have been identified as critical for its reactivity and interaction with biological targets.

In terms of biological activity, recent in vitro and in vivo studies have demonstrated that 1,3-Dimethyl-4-nitro-1H-pyrazole-5-carbohydrazide exhibits notable antimicrobial and anti-inflammatory properties. For instance, a 2023 study published in the Journal of Medicinal Chemistry reported its efficacy against a range of Gram-positive and Gram-negative bacteria, including multidrug-resistant strains. The compound's mechanism of action appears to involve inhibition of bacterial cell wall synthesis and disruption of biofilm formation, making it a potential candidate for addressing antibiotic resistance.

Beyond its antimicrobial effects, preliminary research has also explored the compound's potential in oncology. A recent study highlighted its ability to induce apoptosis in certain cancer cell lines, particularly those associated with solid tumors. The carbohydrazide moiety is believed to play a pivotal role in this activity, possibly through interaction with cellular signaling pathways involved in programmed cell death. However, further studies are needed to elucidate the exact mechanisms and assess its therapeutic window.

Despite these promising findings, challenges remain in the development of 1,3-Dimethyl-4-nitro-1H-pyrazole-5-carbohydrazide as a therapeutic agent. Issues such as bioavailability, metabolic stability, and potential toxicity need to be addressed through systematic structure-activity relationship (SAR) studies and pharmacokinetic profiling. Recent advancements in computational chemistry and molecular modeling have provided valuable tools for optimizing the compound's properties and predicting its behavior in biological systems.

In conclusion, 1,3-Dimethyl-4-nitro-1H-pyrazole-5-carbohydrazide (CAS: 263156-79-2) represents a versatile scaffold with significant potential in pharmaceutical research. Its diverse biological activities and modifiable structure make it an attractive candidate for further development. Future research should focus on refining its synthesis, expanding its therapeutic applications, and addressing the challenges associated with its drug-like properties. As the field progresses, this compound may pave the way for new treatments in areas such as infectious diseases and oncology.

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