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Atomfair (1H-Imidazol-5-yl)boronic acid C3H5BN2O2 CAS 943138-65-6

(1H-Imidazol-5-yl)boronic acid (CAS No. 943138-65-6) is a high-purity boronic acid derivative with the molecular formula C3H5BN2O2, widely used in organic synthesis and pharmaceutical research. This compound, also known by its IUPAC name 1H-imidazol-5-ylboronic acid , serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling the formation of carbon-carbon bonds for complex heterocyclic structures. Its imidazole ring enhances reactivity and selectivity, making it valuable for drug discovery, material science, and agrochemical development. Supplied as a white to off-white crystalline powder, it is rigorously tested for quality (≥95% purity by HPLC) and stability under recommended storage conditions (2-8°C, inert atmosphere).…

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Description

(1H-Imidazol-5-yl)boronic acid (CAS No. 943138-65-6) is a high-purity boronic acid derivative with the molecular formula C3H5BN2O2, widely used in organic synthesis and pharmaceutical research. This compound, also known by its IUPAC name 1H-imidazol-5-ylboronic acid, serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling the formation of carbon-carbon bonds for complex heterocyclic structures. Its imidazole ring enhances reactivity and selectivity, making it valuable for drug discovery, material science, and agrochemical development. Supplied as a white to off-white crystalline powder, it is rigorously tested for quality (≥95% purity by HPLC) and stability under recommended storage conditions (2-8°C, inert atmosphere). Ideal for researchers requiring precise functionalization of imidazole scaffolds.

Properties

  • CAS Number: 943138-65-6
  • Complexity: 79.7
  • IUPAC Name: 1H-imidazol-5-ylboronic acid
  • InChI: InChI=1S/C3H5BN2O2/c7-4(8)3-1-5-2-6-3/h1-2,7-8H,(H,5,6)
  • InChI Key: GUSNYROLFJGBCT-UHFFFAOYSA-N
  • Exact Mass: 112.0444076
  • Molecular Formula: C3H5BN2O2
  • Molecular Weight: 111.90
  • SMILES: B(C1=CN=CN1)(O)O
  • Topological: 69.1
  • Monoisotopic Mass: 112.0444076
  • Synonyms: 943138-65-6, (1H-Imidazol-5-yl)boronic acid, 1H-IMIDAZOL-4-YLBORONIC ACID, 1H-imidazole-4-boronic acid, 1H-IMIDAZOL-5-YLBORONIC ACID, (1H-Imidazol-4-yl)boronic acid, 1H-Imidazole-4-ylboronicacid, 4-imidazoleboronic acid, Imidazol-4-ylboronic Acid, SCHEMBL3788230, SCHEMBL3789879, (1H-Imidazol-5-yl)boronicacid, MFCD10696630, ZB1244, AKOS006337104, AKOS015966476, CS-35515, SY019822

Application

(1H-Imidazol-5-yl)boronic acid is a key intermediate in the synthesis of bioactive molecules, particularly in pharmaceutical candidates targeting enzyme inhibition. It facilitates the construction of imidazole-containing compounds via palladium-catalyzed cross-coupling reactions. Researchers also employ it in developing fluorescent probes and metal-organic frameworks (MOFs) due to its chelating properties. Its compatibility with aqueous conditions expands utility in bioconjugation and diagnostic applications.

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Disclaimer

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This product is sold exclusively for laboratory research, analytical testing, or non-commercial purposes.

  • Strictly prohibited: Resale, repackaging, or formulation into commercial products.
  • Not approved for human/animal use, diagnostics, or manufacturing (including pharmaceuticals, agrochemicals, or consumer goods).

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