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CS-W001157 4
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2-Methylbenzo[d]thiazol-5-amine

  • CAS No. 13382-43-9

  • Cat. No. CS-W017900
  • Purity≥98%
  • MDL No.MFCD00226291

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

2-Methylbenzo[d]thiazol-5-amine|CS-W017900

Structure of 13382-43-9

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General Information

  • CAS No. 13382-43-9
  • Cat. No. CS-W017900
  • Purity ≥98%
  • MDL No. MFCD00226291
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₈N₂S
  • Molecular Weight 164.23
  • Synonym(s) 5-Amino-2-methylbenzothiazole
  • SMILES NC1=CC=C(SC(C)=N2)C2=C1

Description

2-Methylbenzo[d]thiazol-5-amine features a fused benzothiazole core with a methyl group at the 2-position and a primary amine at the 5-position. This scaffold delivers enhanced electron density and improved solubility in polar solvents, enabling efficient integration into pharmaceutical intermediates and functional materials. The amine functionality supports straightforward derivatization under standard coupling conditions.

Application

2-Methylbenzo[d]thiazol-5-amine serves as a versatile heterocyclic building block in medicinal chemistry, enabling the synthesis of biologically active scaffolds. Its functionalized core exhibits robust bench stability and tolerates diverse coupling reactions, facilitating efficient access to substituted thiazole derivatives. The molecule functions effectively in Pd-catalyzed cross-coupling and amide formation protocols, supporting scalable synthesis workflows for target-oriented discovery.

Synthesis

  • Route1

    References

    • SIRTRIS PHARMACEUTICALS, INC. Patent: WO2009/85226 A2, 2009 ; Location in patent: Page/Page column 117 ; WO 2009/085226 A2
  • Route2

    References

    • Cheung, Chi Wai; Surry, David S.; Buchwald, Stephen L. Organic Letters, 2013 , vol. 15, # 14 p. 3734 - 3737
  • Route3
    • In-stock
      4-Nitrophenyl chloroformate|CS-W018340
      7693-46-1
    • ~%
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      2-Methylbenzo[d]thiazol-5-amine|CS-W017900
      13382-43-9
    • null|null
      960535-58-4

    References

    • WO2007/146066 A2, ; Page/Page column 121-122 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H315-H319-H335
Precautionary Statements : P264-P270-P330-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   38.91
  • LogP   2.18692
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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