(S)-3-Amino-1,2,3,4-tetrahydrocarbazole

CAS No.

116650-34-1

Synonyms

(S)-2,3,4,9-Tetrahydro-1H-carbazol-3-amine

Molecular formula

C12H14N2

Molecular weight

186.26 g/mol

Grade

Reagent grade

Packaging

Aluminum foil laminate bag / Fiber drum with PE liner

Chemical Product Description & Applications

(S)-3-Amino-1,2,3,4-tetrahydrocarbazole is the S-configured aminotetrahydrocarbazole building block. Its primary amine permits sulfonamide and amide construction, while the indole nitrogen provides an independent site for alkyl-chain introduction. The fused ring system transfers a defined three-dimensional framework into downstream compounds without requiring reconstruction of the carbazole skeleton.

The S configuration distinguishes this material from the R precursor used in established ramatroban routes. It is relevant to preparation of opposite-configuration derivatives and studies that compare stereoisomeric products. Because functionalization of the two nitrogen sites changes different parts of the molecule, the material supports staged synthesis of matched analogue pairs rather than serving merely as a generic nitrogen-containing reagent.

Typical Applications

  • S-Configured sulfonamide derivatives: Used to prepare sulfonamides of the exocyclic amine, supplying the opposite stereochemical series for comparison with R-configured ramatroban-related compounds.
  • Stereoisomeric tetrahydrocarbazole analogues: Used in routes that functionalize the indole nitrogen and primary amine separately, generating defined S-configured derivatives for chemical and biological comparison with their R counterparts.

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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SDS

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