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2-Methyl-benzothiazol-6-ylamine

  • CAS No. 2941-62-0

  • Cat. No. CS-0072910
  • Purity≥97%
  • MDL No.None

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

2-Methyl-benzothiazol-6-ylamine|CS-0072910

Structure of 2941-62-0

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General Information

  • CAS No. 2941-62-0
  • Cat. No. CS-0072910
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₈N₂S
  • Molecular Weight 164.23
  • Synonym(s) 6-amino-2-methylbenzothiazole
  • SMILES NC1=CC2=C(C=C1)N=C(C)S2

Description

2-Methyl-benzothiazol-6-ylamine features a benzothiazole core with a methyl group at the 2-position and a primary amine at the 6-position, delivering enhanced electron density and improved solubility in polar solvents. This scaffold serves as a key building block in the synthesis of fluorescent probes and kinase inhibitors, offering robust stability under standard bench conditions.

Application

2-Methyl-benzothiazol-6-ylamine serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient access to kinase inhibitors and other bioactive scaffolds. Its benzothiazole core exhibits robust bench stability and tolerates a range of functional groups, facilitating downstream derivatization via coupling reactions. The primary amine functionality enables direct incorporation into peptide-like structures or conjugation strategies, while the 2-methyl substitution enhances metabolic stability and modulates electronic properties. This compound functions as a key intermediate in the synthesis of targeted therapeutics and fluorescent probes.

Synthesis

  • Route1

    References

    • Hrobarikova, Veronika; Hrobarik, Peter; Gajdos, Peter; Fitilis, Ioannis; Fakis, Mihalis; Persephonis, Peter; Zahradnik, Pavol Journal of Organic Chemistry, 2010 , vol. 75, # 9 p. 3053 - 3068
  • Route2

    References

    • Browning et al. Proceedings of the Royal Society of London, Series B: Biological Sciences, 1931 , vol. 108, p. 119,126
  • Route3
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    • In-stock
      2-Methyl-benzothiazol-6-ylamine|CS-0072910
      2941-62-0

    References

    • Stephens; Wibberley Journal of the Chemical Society, 1950 , p. 3336,3340

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

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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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