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

  • CAS No. 116650-33-0

  • Cat. No. CS-0042546
  • Molecule weight186.25
  • Purity≥97%
  • MDL No.MFCD09955591

*For research and further manufacturing use only, not for direct human use.

(R)-2,3,4,9-Tetrahydro-1H-carbazol-3-amine|CS-0042546

Structure of 116650-33-0

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General Information

  • CAS No. 116650-33-0
  • Cat. No. CS-0042546
  • Purity ≥97%
  • MDL No. MFCD09955591
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₄N₂
  • Molecular Weight 186.25
  • Synonym(s) (R)-3-Amino-1,2,3,4-tetrahydrocarbazole
  • SMILES N[C@@H]1CCC(NC2=C3C=CC=C2)=C3C1

Description

(R)-2,3,4,9-Tetrahydro-1H-carbazol-3-amine is a chiral heterocyclic amine featuring a fully saturated carbazole core with defined stereochemistry at the 3-position. This bench-stable scaffold integrates a primary amine group flanked by aromatic and aliphatic domains, enabling direct incorporation into asymmetric synthesis workflows. The electron-rich carbazole system supports conjugation in functional materials, while the stereogenic center facilitates enantioselective catalysis and medicinal chemistry applications.

Application

(R)-2,3,4,9-Tetrahydro-1H-carbazol-3-amine serves as a valuable chiral building block for the synthesis of bioactive heterocycles and pharmaceutical intermediates. Its structural motif enables straightforward functionalization at the amine and aromatic positions, facilitating coupling reactions and derivatization under standard conditions. The compound exhibits good bench stability and is compatible with common protecting group strategies, making it suitable for iterative synthesis in medicinal chemistry campaigns.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   41.81
  • LogP   1.9839
  • H_Acceptors   1
  • H_Donors   2
  • Rotatable_Bonds   0

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