Cas no 1269291-40-8 (2-(1-(2-Nitrophenyl)-1H-pyrazol-5-yl)pyrimidine)

2-(1-(2-Nitrophenyl)-1H-pyrazol-5-yl)pyrimidine is a heterocyclic compound featuring a pyrimidine core linked to a 1-(2-nitrophenyl)-1H-pyrazole moiety. This structure combines the electron-deficient properties of the nitrophenyl group with the versatile coordination capabilities of the pyrazole-pyrimidine system, making it a valuable intermediate in medicinal chemistry and materials science. The compound exhibits potential as a ligand in catalytic systems due to its ability to form stable metal complexes. Its nitro group enhances reactivity in nucleophilic substitution reactions, enabling further functionalization. The rigid aromatic framework contributes to thermal stability, while the polar nitro group improves solubility in organic solvents. This compound is particularly useful in the synthesis of pharmacologically active molecules, where its scaffold can serve as a key building block for drug discovery targeting various biological pathways.
2-(1-(2-Nitrophenyl)-1H-pyrazol-5-yl)pyrimidine structure
1269291-40-8 structure
Product Name:2-(1-(2-Nitrophenyl)-1H-pyrazol-5-yl)pyrimidine
CAS No:1269291-40-8
MF:C13H9N5O2
MW:267.242861509323
CID:1089331
PubChem ID:56956125
Update Time:2025-11-01

2-(1-(2-Nitrophenyl)-1H-pyrazol-5-yl)pyrimidine Chemical and Physical Properties

Names and Identifiers

    • 2-(1-(2-Nitrophenyl)-1H-pyrazol-5-yl)pyrimidine
    • 2-[2-(2-nitrophenyl)pyrazol-3-yl]pyrimidine
    • 2-[1-(2-Nitrophenyl)-1H-pyrazol-5-yl]pyrimidine
    • 1269291-40-8
    • AKOS022172690
    • DTXSID40719048
    • Inchi: 1S/C13H9N5O2/c19-18(20)11-5-2-1-4-10(11)17-12(6-9-16-17)13-14-7-3-8-15-13/h1-9H
    • InChI Key: BWSNBLDOBUQGBZ-UHFFFAOYSA-N
    • SMILES: [O-][N+](C1C=CC=CC=1N1C(C2N=CC=CN=2)=CC=N1)=O

Computed Properties

  • Exact Mass: 267.07562455g/mol
  • Monoisotopic Mass: 267.07562455g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 20
  • Rotatable Bond Count: 3
  • Complexity: 342
  • 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: 1.7
  • Topological Polar Surface Area: 89.4?2

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2-(1-(2-Nitrophenyl)-1H-pyrazol-5-yl)pyrimidine Related Literature

Additional information on 2-(1-(2-Nitrophenyl)-1H-pyrazol-5-yl)pyrimidine

Introduction to 2-(1-(2-Nitrophenyl)-1H-pyrazol-5-yl)pyrimidine and Its Significance in Modern Medicinal Chemistry

2-(1-(2-Nitrophenyl)-1H-pyrazol-5-yl)pyrimidine, with the CAS number 1269291-40-8, represents a compound of considerable interest in the field of medicinal chemistry. This heterocyclic molecule, featuring a pyrimidine core conjugated with a nitro-substituted phenyl ring and a pyrazole moiety, has garnered attention due to its unique structural properties and potential biological activities. The combination of these structural elements not only imparts distinct electronic and steric characteristics but also opens up avenues for diverse pharmacological applications.

The significance of this compound lies in its potential as a scaffold for drug discovery. Pyrimidine derivatives are well-documented for their role in various therapeutic areas, including antiviral, anticancer, and anti-inflammatory agents. The presence of the nitro group in the phenyl ring introduces additional reactivity, enabling further functionalization and tailoring of the molecule to target specific biological pathways. Moreover, the pyrazole component contributes to the molecule's overall stability and bioavailability, making it a promising candidate for further investigation.

In recent years, there has been growing interest in exploring the pharmacological properties of 2-(1-(2-Nitrophenyl)-1H-pyrazol-5-yl)pyrimidine. Research has indicated that this compound exhibits notable activity against certain types of cancer cells by inhibiting key enzymes involved in cell proliferation. Specifically, studies have shown that it can interfere with the activity of tyrosine kinases, which are critical in signal transduction pathways that drive tumor growth. This mechanism of action aligns with the development of targeted therapies, a cornerstone of modern oncology.

Furthermore, the nitro group in the phenyl ring has been identified as a key pharmacophore, contributing to the compound's binding affinity and efficacy. The electron-withdrawing nature of the nitro group enhances the molecule's interaction with biological targets, thereby improving its pharmacological profile. This feature has prompted researchers to explore its potential in developing novel treatments for neurological disorders as well. Preliminary studies suggest that 2-(1-(2-Nitrophenyl)-1H-pyrazol-5-yl)pyrimidine may have neuroprotective properties, making it a candidate for conditions such as Alzheimer's disease and Parkinson's disease.

The synthesis of 2-(1-(2-Nitrophenyl)-1H-pyrazol-5-yl)pyrimidine is another area of active investigation. Researchers have developed efficient synthetic routes that leverage modern methodologies to produce this compound in high yields and purity. These synthetic strategies often involve multi-step reactions that incorporate cross-coupling techniques and cyclization processes. The ability to synthesize this compound efficiently is crucial for advancing its preclinical and clinical development.

One of the most compelling aspects of 2-(1-(2-Nitrophenyl)-1H-pyrazol-5-yl)pyrimidine is its potential for structure-activity relationship (SAR) studies. By systematically modifying various parts of the molecule, researchers can gain insights into how different structural features influence its biological activity. This approach has already led to the identification of several analogs with enhanced potency and selectivity. Such findings are invaluable for optimizing drug candidates and improving their therapeutic efficacy.

The role of computational chemistry in studying 2-(1-(2-Nitrophenyl)-1H-pyrazol-5-yl)pyrimidine cannot be overstated. Advanced computational methods allow researchers to predict molecular properties, simulate interactions with biological targets, and design new derivatives with desired characteristics. These tools have accelerated the drug discovery process by enabling virtual screening and rapid evaluation of large libraries of compounds. As computational technology continues to evolve, it is expected that even more sophisticated models will be developed to further enhance our understanding of this compound.

Recent advances in biotechnology have also contributed to the study of 2-(1-(2-Nitrophenyl)-1H-pyrazol-5-yl)pyrimidine. Techniques such as high-throughput screening (HTS) have allowed researchers to rapidly test thousands of compounds for their biological activity against various targets. This high-throughput approach has been instrumental in identifying new lead compounds and validating their therapeutic potential. Additionally, CRISPR-Cas9 gene editing technology has enabled researchers to create cell lines and animal models that more accurately reflect human responses to drugs.

The future prospects for 2-(1-(2-Nitrophenyl)-1H-pyrazol-5-yl)pyrimidine are promising. As our understanding of its pharmacological properties grows, so does the potential for developing new treatments for a variety of diseases. Researchers are currently exploring its use in treating infectious diseases, where its ability to interfere with bacterial enzymes could lead to novel antibiotics. Furthermore, its potential role in anti-inflammatory therapies is being investigated, as inflammation is a key factor in many chronic diseases.

In conclusion, 2-(1-(2-Nitrophenyl)-1H-pyrazol-5-yl)pyrimidine (CAS no: 1269291-40-8) represents a fascinating compound with significant potential in medicinal chemistry. Its unique structure, combined with its demonstrated biological activities, makes it a valuable scaffold for drug discovery. As research continues to uncover new therapeutic applications and synthetic strategies, this compound is poised to play an important role in the development of next-generation therapeutics.

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