Description

4-Bromo-N,N-dimethylimidazole-1-sulfonamide (CAS No. 623577-41-3) is a high-purity sulfonamide derivative with the molecular formula C₅H₈BrN₃O₂S. This specialized heterocyclic compound features a brominated imidazole core functionalized with a dimethylaminosulfonyl group, making it a valuable intermediate in organic synthesis and medicinal chemistry research. The product is supplied as a crystalline solid with ≥95% purity (HPLC) and is rigorously characterized by ¹H NMR, ¹³C NMR, and mass spectrometry. Suitable for use in Suzuki coupling reactions, heterocycle functionalization, and as a building block for pharmaceutical development. Store under inert atmosphere at 2-8°C to maintain stability. Offered in convenient research quantities (100mg to 5g) with optional custom synthesis scale-up available.

Properties

• CAS Number: 623577-41-3
• Complexity: 248
• IUPAC Name: 4-bromo-N,N-dimethyl-imidazole-1-sulfonamide
• InChI: InChI=1S/C5H8BrN3O2S/c1-8(2)12(10,11)9-3-5(6)7-4-9/h3-4H,1-2H3
• InChI Key: OSQXSWIBDOLLBI-UHFFFAOYSA-N
• Exact Mass: 252.95206
• Molecular Formula: C5H8BrN3O2S
• Molecular Weight: 254.11
• SMILES: CN(C)S(=O)(=O)N1C=C(N=C1)Br
• Topological: 63.6
• Monoisotopic Mass: 252.95206
• Synonyms: 623577-41-3, 4-bromo-n,n-dimethyl-1h-imidazole-1-sulfonamide, 1-(dimethylaminosulfonyl)-4-bromoimidazole, 1H-Imidazole-1-sulfonamide, 4-bromo-N,N-dimethyl-, MFCD26127556, SCHEMBL4045244, OSQXSWIBDOLLBI-UHFFFAOYSA-N, DTXSID701240674, AKOS040802927, CS-46568, SY362711, DB-426310, E83781, 4-BROMO-N,N-DIMETHYLIMIDAZOLE-1-SULFONAMIDE, A1-18103

Application

This brominated imidazole sulfonamide serves as a versatile precursor in the synthesis of biologically active molecules, particularly in the development of kinase inhibitors and antimicrobial agents. The compound’s reactive bromine moiety enables efficient cross-coupling reactions for constructing complex heterocyclic systems. Researchers utilize this chemical as a key intermediate in structure-activity relationship (SAR) studies targeting enzyme modulation. The dimethylaminosulfonyl group enhances solubility and provides a handle for further derivatization in medicinal chemistry applications.

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