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CS-W001157 4
Total: USD 88.00

4,5,6,7-Tetrahydrobenzo[d]thiazol-2-amine

  • CAS No. 2933-29-1

  • Cat. No. CS-0043951
  • Purity≥98%
  • MDL No.MFCD00022851

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

4,5,6,7-Tetrahydrobenzo[d]thiazol-2-amine|CS-0043951

Structure of 2933-29-1

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General Information

  • CAS No. 2933-29-1
  • Cat. No. CS-0043951
  • Purity ≥98%
  • MDL No. MFCD00022851
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₁₀N₂S
  • Molecular Weight None
  • Synonym(s) 4,5,6,7-tetrahydro-2-amino-benzothiazol
  • SMILES NC1=NC2=C(CCCC2)S1

Description

4,5,6,7-Tetrahydrobenzo[d]thiazol-2-amine is a heterocyclic amine featuring a saturated benzothiazole core with a primary amine at the 2-position. This scaffold delivers enhanced solubility and metabolic stability compared to its aromatic analogs, enabling direct incorporation into medicinal chemistry campaigns targeting kinase inhibitors and CNS-active compounds. The amine group facilitates straightforward derivatization through acylation, alkylation, or coupling reactions under mild conditions.

Application

4,5,6,7-Tetrahydrobenzo[d]thiazol-2-amine serves as a versatile heterocyclic building block in medicinal chemistry, enabling the synthesis of bioactive scaffolds through standard amine functionalization and coupling reactions. Its saturated thiazole core offers enhanced metabolic stability and favorable physicochemical properties, while the primary amine facilitates straightforward derivatization. Bench-stable and readily purified, it functions effectively in multistep syntheses targeting kinase inhibitors and CNS-active compounds.

Synthesis

  • Route1

    References

    • Pfizer Inc. Patent: US4321372 A1, 1982 ;
  • Route2
    • null|null
      108-94-1
    • null|null
      17356-08-0
    • ~78%
    • In-stock
      4,5,6,7-Tetrahydrobenzo[d]thiazol-2-amine|CS-0043951
      2933-29-1

    References

    • Ueda, Shigeo; Terauchi, Hideo; Kawasaki, Motoji; Yano, Akihiro; Ido, Motoharu Chemical and Pharmaceutical Bulletin, 2004 , vol. 52, # 5 p. 634 - 637
  • Route3
    • null|null
      1056477-06-5
    • null|null
      17356-08-0
    • ~96%
    • In-stock
      4,5,6,7-Tetrahydrobenzo[d]thiazol-2-amine|CS-0043951
      2933-29-1

    References

    • Annadurai, Sivakumar; Martinez, Rogelio; Canney, Daniel J.; Eidem, Tess; Dunman, Paul M.; Abou-Gharbia, Magid Bioorganic and Medicinal Chemistry Letters, 2012 , vol. 22, # 24 p. 7719 - 7725

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   38.91
  • LogP   1.6041
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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