(6S)-2-Amino-6-propionamido-4,5,6,7-tetrahydrobenzothiazole

CAS No.

106006-84-2

Synonyms

N-[(6S)-2-Amino-4,5,6,7-tetrahydro-1,3-benzothiazol-6-yl]propanamide

Molecular formula

C10H15N3OS

Molecular weight

225.31 g/mol

Grade

Industrial grade

Packaging

Aluminum foil laminate bag / Fiber drum with PE liner

Chemical Product Description & Applications

(S)-N-(2-Amino-4,5,6,7-tetrahydrobenzothiazol-6-yl)propanamide is the propionamide intermediate associated with pramipexole synthesis. It carries the required chiral tetrahydrobenzothiazole framework and a three-carbon acyl group on the ring-bound nitrogen. Reduction of the amide carbonyl converts that propionyl group into the N-propyl substituent of pramipexole.

The selected S-configured material therefore combines stereochemical input with a direct precursor to the final amine side chain. The 2-amino group remains part of the heterocyclic pharmacophore as the propionamide is transformed. The same structure is recognized as a pramipexole-related impurity, giving it a separate role in process-related analytical investigations. Its amide carbonyl differentiates it structurally from the fully reduced propylamino product.

Typical Applications

  • Pramipexole preparation: Used in amide-reduction routes that convert the N-propionyl substituent into an N-propyl group while retaining the chiral aminotetrahydrobenzothiazole framework.
  • Process-related impurity investigations: Used to prepare or identify the propionamide-related component during method development and studies of incomplete conversion in pramipexole synthesis.

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
Stereochemical purity ≥98.0 area% specified stereoisomer Chiral HPLC or stereoisomer-resolving GC

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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CoA

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TDS

Technical Data Sheet

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SDS

Safety Data Sheet

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