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CS-W001157 4
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2,5-Dimethylbenzo[d]thiazol-6-amine

  • CAS No. 686747-14-8

  • Cat. No. CS-0005601
  • Molecule weight178.25
  • Purity≥98%
  • MDL No.MFCD18822299

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

2,5-Dimethylbenzo[d]thiazol-6-amine|CS-0005601

Structure of 686747-14-8

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General Information

  • CAS No. 686747-14-8
  • Cat. No. CS-0005601
  • Purity ≥98%
  • MDL No. MFCD18822299
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₀N₂S
  • Molecular Weight 178.25
  • Synonym(s) 6-Benzothiazolamine,2,5-dimethyl-(9CI)
  • SMILES NC1=C(C)C=C2N=C(C)SC2=C1

Description

2,5-Dimethylbenzo[d]thiazol-6-amine features a sterically hindered thiazole core with electron-donating methyl groups at the 2 and 5 positions, enhancing stability and solubility in organic media. This scaffold integrates readily into fluorescent probes and kinase inhibitors due to its rigid aromatic framework and basic nitrogen site, enabling efficient coupling in medicinal chemistry workflows under standard conditions.

Application

2,5-Dimethylbenzo[d]thiazol-6-amine serves as a versatile building block for heterocyclic synthesis, offering enhanced stability and predictable reactivity in coupling processes. Its methyl-substituted aromatic core provides favorable electronic tuning and orthogonality in multi-step sequences. The primary amine functionality enables direct derivatization in amide formation, Ullmann-type couplings, or transition-metal-catalyzed transformations, making it a practical scaffold for medicinal chemistry campaigns and API intermediate development.

Synthesis

  • Route1
    • In-stock
      2,5-Dimethyl-4-nitrobenzo[d]thiazole|CS-0061199
      650635-66-8
    • 2,5-dimethyl-6-nitrobenzo[d]thiazole|CS-0005600
      686747-49-9
    • ~%
    • In-stock
      2,5-Dimethylbenzo[d]thiazol-6-amine|CS-0005601
      686747-14-8
    • 2,5-Dimethylbenzo[d]thiazol-4-amine|CS-0371117
      650635-67-9

    References

    • STERIX LIMITED Patent: WO2004/37251 A1, 2004 ; Location in patent: Page/Page column 103 ;
  • Route2
    • 2,5-Dimethylbenzo[d]thiazole|CS-0063216
      95-26-1
    • ~%
    • In-stock
      2,5-Dimethylbenzo[d]thiazol-6-amine|CS-0005601
      686747-14-8

    References

    • Kiprianow; Shmurowa Zhurnal Obshchei Khimii, 1953 , vol. 23, p. 493,502; engl. Ausg. S. 511, 518
  • Route3
    • 2,5-dimethyl-6-nitrobenzo[d]thiazole|CS-0005600
      686747-49-9
    • ~%
    • In-stock
      2,5-Dimethylbenzo[d]thiazol-6-amine|CS-0005601
      686747-14-8

    References

    • Kiprianow; Shmurowa Zhurnal Obshchei Khimii, 1953 , vol. 23, p. 493,502; engl. Ausg. S. 511, 518

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   2.49534
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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