(S)-4,5,6,7-Tetrahydrobenzothiazole-2,6-diamine

CAS No.

106092-09-5

Synonyms

(S)-2,6-Diamino-4,5,6,7-tetrahydrobenzothiazole; Despropylpramipexole

Molecular formula

C7H11N3S

Molecular weight

169.25 g/mol

Grade

Reagent grade

Packaging

Aluminum foil laminate bag / Fiber drum with PE liner

Chemical Product Description & Applications

(S)-4,5,6,7-Tetrahydrobenzothiazole-2,6-diamine is the chiral diamine core used in pramipexole synthesis. Its aliphatic 6-amino group allows introduction of the N-propyl side chain, while the 2-amino substituent is retained on the benzothiazole ring. The established S configuration provides the required stereochemical input before completion of the drug-substance framework.

The selected free base is distinct from a racemate and from acid-addition salts of the diamine. It can enter routes that install the side chain through acylation and reduction or through a suitable alkylation sequence. As an unconverted precursor it is also relevant to pramipexole-related impurity analysis. Its unmodified 6-amino group distinguishes residual starting material from side-chain-functionalized products.

Typical Applications

  • Pramipexole side-chain construction: Used as the S-configured amine starting fragment in sequences that install an N-propyl group at the saturated-ring amino site.
  • Starting-material impurity analysis: Used as the structurally identified precursor in analytical-method development and studies of residual diamine in pramipexole-related samples.

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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TDS

Technical Data Sheet

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SDS

Safety Data Sheet

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