6-Mercapto-6,7-dihydro-5H-pyrazolo[1,2-a][1,2,4]triazol-4-ium chloride

CAS No.

153851-71-9

Synonyms

Biapenem side-chain chloride

Molecular formula

C5H8ClN3S

Molecular weight

177.66 g/mol

Grade

Reagent grade

Packaging

Aluminum foil laminate bag / Fiber drum with PE liner

Chemical Product Description & Applications

The biapenem side-chain intermediate is a thiol-bearing pyrazolotriazolium chloride used to construct the antibiotic’s sulfur-linked substituent. Its thiol supplies the nucleophilic attachment site for an activated carbapenem nucleus, while the fused triazolium system transfers the cationic heterocyclic fragment. These structural features establish both the linkage and the charged side-chain architecture required downstream.

The selected material is the chloride of the side-chain cation, supplied before attachment to the beta-lactam core. The ionic ring system and reactive sulfur have different roles in synthesis: the former is retained as a structural fragment, while the latter forms the new carbon–sulfur bond. Subsequent core deprotection and product isolation complete the biapenem route.

Typical Applications

  • Biapenem side-chain coupling: Used as the sulfur-containing partner in coupling with an activated carbapenem intermediate, attaching the preformed pyrazolotriazolium fragment through a thioether linkage.
  • Cationic carbapenem analogue synthesis: Used in related fragment-coupling studies that retain the charged heterocycle while varying the carbapenem partner, producing structurally defined sulfur-linked analogues.

Specifications

Parameter Specification Test Method
Appearance Solid; color consistent with the reference sample Visual inspection
Identification Consistent with authenticated reference FTIR fingerprint comparison
Chromatographic purity ≥98.0 area% HPLC with suitable UV or CAD detection
Total organic impurities ≤2.0 area% HPLC, area normalization
Largest individual impurity ≤1.0 area% HPLC, area normalization
Water ≤1.0% w/w Karl Fischer titration

Specifications describe the standard grade. Tolerance, test method and documentation package are confirmed per order.

Documents & Handling

Packaging

Aluminum foil laminate bag / Fiber drum with PE liner

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TDS

Technical Data Sheet

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SDS

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