Description

3,5-Dibromo-1H-pyrazole-4-carbonitrile (CAS No. 1703808-53-0) is a high-purity brominated pyrazole derivative with the molecular formula C₄HBr₂N₃. This heterocyclic compound features a nitrile group at the 4-position and bromine substituents at the 3- and 5-positions, making it a versatile intermediate for pharmaceutical, agrochemical, and materials science research. Its molecular weight of 250.88 g/mol and precise structure (IUPAC name: 3,5-dibromo-1H-pyrazole-4-carbonitrile) ensure consistent reactivity in cross-coupling reactions, nucleophilic substitutions, and as a precursor for advanced heterocyclic scaffolds. Available in ≥95% purity (HPLC), this compound is supplied in sealed packaging under inert conditions to guarantee stability. Ideal for method development and structure-activity relationship (SAR) studies in medicinal chemistry.

Properties

• CAS Number: 1703808-53-0
• Complexity: 151
• IUPAC Name: 3,5-dibromo-1H-pyrazole-4-carbonitrile
• InChI: InChI=1S/C4HBr2N3/c5-3-2(1-7)4(6)9-8-3/h(H,8,9)
• InChI Key: NQJBMJZYLSAGHS-UHFFFAOYSA-N
• Exact Mass: 250.85167
• Molecular Formula: C4HBr2N3
• Molecular Weight: 250.88
• SMILES: C(#N)C1=C(NN=C1Br)Br
• Topological: 52.5
• Monoisotopic Mass: 248.85372
• Synonyms: 3,5-Dibromo-1H-pyrazole-4-carbonitrile, 1703808-53-0, 1H-Pyrazole-4-carbonitrile, 3,5-dibromo-, 3,5-dibromo-4-cyanopyrazole, SCHEMBL16654704, DTXSID401283154, MFCD32755036, DB-165097, CS-0146477, E81881

Application

3,5-Dibromo-1H-pyrazole-4-carbonitrile serves as a key building block in the synthesis of bioactive molecules, particularly in the development of kinase inhibitors and antimicrobial agents. Its bromine substituents enable efficient Pd-catalyzed cross-coupling reactions (e.g., Suzuki-Miyaura) for introducing diverse aryl/heteroaryl groups. The nitrile functionality allows further derivatization into amides, tetrazoles, or carboxylic acids. Researchers also utilize this compound in the preparation of luminescent materials and coordination polymers due to its rigid pyrazole core. Its reactivity is exploited in combinatorial chemistry for library generation targeting drug discovery pipelines.

If you are interested or have any questions, please contact us at support@atomfair.com

Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.