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CS-W001157 4
Total: USD 88.00

2-Chlorobenzo[d]thiazol-6-amine

  • CAS No. 2406-90-8

  • Cat. No. CS-W005798
  • Purity≥97%
  • MDL No.MFCD08276901

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

2-Chlorobenzo[d]thiazol-6-amine|CS-W005798

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General Information

  • CAS No. 2406-90-8
  • Cat. No. CS-W005798
  • Purity ≥97%
  • MDL No. MFCD08276901
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅ClN₂S
  • Molecular Weight 184.65
  • Synonym(s) 6-Amino-2-chlorobenzothiazole
  • SMILES NC1=CC=C2N=C(Cl)SC2=C1

Description

2-Chlorobenzo[d]thiazol-6-amine features a chlorinated benzo[d]thiazole core with a primary amine at the 6-position, enabling direct functionalization in heterocyclic synthesis. This bench-stable scaffold integrates readily into bioactive molecules, offering enhanced solubility and metabolic stability in pharmaceutical development workflows.

Application

2-Chlorobenzo[d]thiazol-6-amine serves as a versatile building block in medicinal chemistry, enabling efficient construction of bioactive heterocycles. Its ortho-chloro and amino groups provide complementary reactivity for palladium-catalyzed cross-coupling and electrophilic substitution, facilitating rapid diversification. The scaffold exhibits excellent bench stability and compatibility with common purification methods, supporting scalable synthesis of kinase inhibitors and other pharmaceutical candidates.

Synthesis

  • Route1

    References

    • STERIX LIMITED Patent: WO2004/37251 A1, 2004 ; Location in patent: Page/Page column 99; 100 ;
  • Route2

    References

    • Antimicrobial agents and chemotherapy, , vol. 46, # 8 p. 2588 - 2594
  • Route3
    • null|null
      58263-00-6
    • ~33%
    • In-stock
      2-Chlorobenzo[d]thiazol-6-amine|CS-W005798
      2406-90-8

    References

    • Gallagher, Peter T.; Iddon, Brian; Suschitzky, Hans Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1980 , p. 2362 - 2370

Safety Information

Download SDS
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

Quality Control

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Computational Chemistry Data

  • TPSA   38.91
  • LogP   2.5319
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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