Cas no 1026893-32-2 (1-Benzyl-3-iodo-1H-pyrazole)

1-Benzyl-3-iodo-1H-pyrazole is a halogenated pyrazole derivative with significant utility in synthetic organic chemistry. The presence of both a benzyl group and an iodine substituent enhances its reactivity, making it a versatile intermediate for cross-coupling reactions, such as Suzuki-Miyaura or Sonogashira couplings. Its stable structure allows for selective functionalization, facilitating the synthesis of complex heterocyclic compounds. The iodine atom provides a handle for further derivatization, while the benzyl group offers steric and electronic modulation. This compound is particularly valuable in pharmaceutical and agrochemical research, where pyrazole scaffolds are frequently employed. High purity and well-defined reactivity ensure consistent performance in demanding synthetic applications.
1-Benzyl-3-iodo-1H-pyrazole structure
1-Benzyl-3-iodo-1H-pyrazole structure
Product Name:1-Benzyl-3-iodo-1H-pyrazole
CAS No:1026893-32-2
MF:C10H9IN2
MW:284.096334218979
CID:3162514
PubChem ID:10957008
Update Time:2025-06-08

1-Benzyl-3-iodo-1H-pyrazole Chemical and Physical Properties

Names and Identifiers

    • 3-Iodo-1-Benzyl Pyrazole
    • BRB89332
    • 1026893-32-2
    • CS-0233891
    • 1-benzyl-3-iodo-1H-pyrazole
    • 1-benzyl-3-iodopyrazole
    • AKOS017552949
    • EN300-136890
    • SCHEMBL18577609
    • 1-Benzyl-3-iodo-1H-pyrazole
    • Inchi: 1S/C10H9IN2/c11-10-6-7-13(12-10)8-9-4-2-1-3-5-9/h1-7H,8H2
    • InChI Key: MOWNQEYFXDLQQA-UHFFFAOYSA-N
    • SMILES: IC1C=CN(CC2C=CC=CC=2)N=1

Computed Properties

  • Exact Mass: 283.98105g/mol
  • Monoisotopic Mass: 283.98105g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 2
  • Complexity: 157
  • 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
  • Molecular Weight: 284.1g/mol
  • XLogP3: 2.5
  • Topological Polar Surface Area: 17.8?2

Experimental Properties

  • Density: 1.7±0.1 g/cm3
  • Boiling Point: 367.1±25.0 °C at 760 mmHg
  • Flash Point: 175.8±23.2 °C
  • Vapor Pressure: 0.0±0.8 mmHg at 25°C

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1-Benzyl-3-iodo-1H-pyrazole Related Literature

Additional information on 1-Benzyl-3-iodo-1H-pyrazole

Professional Introduction to 1-Benzyl-3-iodo-1H-pyrazole (CAS No. 1026893-32-2)

1-Benzyl-3-iodo-1H-pyrazole is a significant compound in the field of pharmaceutical chemistry, characterized by its unique structural and chemical properties. This heterocyclic compound, with the CAS number 1026893-32-2, has garnered considerable attention due to its potential applications in drug discovery and medicinal chemistry. The presence of both benzyl and iodo substituents on the pyrazole ring imparts distinct reactivity, making it a valuable intermediate in synthesizing various bioactive molecules.

The< strong>benzyl group in 1-Benzyl-3-iodo-1H-pyrazole contributes to the compound's solubility and stability, while the< strong>iodo substituent enhances its reactivity in cross-coupling reactions. These characteristics have made it a popular choice for researchers exploring novel synthetic pathways and molecular architectures. Recent advancements in pharmaceutical chemistry have highlighted the utility of this compound in developing small-molecule inhibitors and therapeutic agents.

In the realm of medicinal chemistry, 1-Benzyl-3-iodo-1H-pyrazole has been investigated for its role in synthesizing kinase inhibitors, which are crucial in treating various diseases, including cancer and inflammatory disorders. The pyrazole core is a well-documented pharmacophore, known for its ability to modulate enzyme activity. By incorporating the< strong>benzyl and< strong>iodo groups, researchers can fine-tune the electronic and steric properties of the molecule, leading to enhanced binding affinity and selectivity.

Recent studies have demonstrated the effectiveness of 1-Benzyl-3-iodo-1H-pyrazole in generating novel pyrazole derivatives with potent biological activities. For instance, modifications of this scaffold have yielded compounds with significant anti-inflammatory and anti-proliferative effects. The< strong>iodo moiety, in particular, has been leveraged in palladium-catalyzed cross-coupling reactions, enabling the construction of complex molecular frameworks with high precision.

The synthesis of 1-Benzyl-3-iodo-1H-pyrazole typically involves multi-step organic transformations, starting from readily available precursors. The introduction of the< strong>benzyl group often requires benzyl halides or boronic acids, while the< strong>iodo substituent can be incorporated through halogenation reactions. These synthetic strategies highlight the compound's versatility and ease of functionalization, making it an attractive candidate for further exploration.

The growing interest in heterocyclic compounds like 1-Benzyl-3-iodo-1H-pyrazole is driven by their diverse biological activities and synthetic utility. Researchers are continuously discovering new ways to exploit the< strong>benzyl-substituted pyrazoles for drug development. For example, recent work has focused on using this compound as a building block for designing molecules that interact with specific protein targets, thereby modulating cellular processes.

In conclusion, 1-Benzyl-3-iodo-1H-pyrazole (CAS No. 1026893-32-2) represents a promising compound in pharmaceutical research. Its unique structural features and reactivity make it a valuable tool for synthesizing bioactive molecules with potential therapeutic applications. As our understanding of medicinal chemistry evolves, compounds like this will continue to play a crucial role in the development of novel treatments for various diseases.

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