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CS-W001157 4
Total: USD 88.00

5-Methylbenzo[d]thiazol-2-amine

  • CAS No. 14779-17-0

  • Cat. No. CS-0039099
  • Purity≥98%
  • MDL No.MFCD00205354

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

5-Methylbenzo[d]thiazol-2-amine|CS-0039099

Structure of 14779-17-0

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General Information

  • CAS No. 14779-17-0
  • Cat. No. CS-0039099
  • Purity ≥98%
  • MDL No. MFCD00205354
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₈N₂S
  • Molecular Weight 164.23
  • Synonym(s) 5-methyl-1,3-benzothiazol-2-amine
  • SMILES CC1=CC2=C(C=C1)SC(=N2)N

Description

5-Methylbenzo[d]thiazol-2-amine features a fused benzothiazole core with a methyl group at the 5-position and a primary amine at the 2-position, delivering enhanced electron density and improved solubility in polar solvents. This scaffold serves as a key building block for bioactive heterocycles, enabling efficient incorporation into pharmaceutical candidates and fluorescent probes through straightforward functionalization.

Application

5-Methylbenzo[d]thiazol-2-amine serves as a versatile building block for bioactive heterocycles, enabling efficient access to pharmaceutical scaffolds through palladium-catalyzed cross-coupling and electrophilic substitution reactions. Its ortho-aminothiazole motif exhibits excellent bench stability, facilitates straightforward purification, and demonstrates broad functional group tolerance in standard synthetic workflows.

Synthesis

  • Route1
    • (3-Methylphenyl)thiourea|CS-0207464
      621-40-9
    • ~66%
    • In-stock
      5-Methylbenzo[d]thiazol-2-amine|CS-0039099
      14779-17-0

    References

    • Sharma, Pratibha; Kumar, Ashok; Kumari, Prerna; Singh, Jitendra; Kaushik Medicinal Chemistry Research, 2012 , vol. 21, # 7 p. 1136 - 1148
  • Route2
    • null|null
      17356-08-0
    • null|null
      591-24-2
    • ~42%
    • In-stock
      5-Methylbenzo[d]thiazol-2-amine|CS-0039099
      14779-17-0
    • In-stock
      7-Methylbenzo[d]thiazol-2-amine|CS-W007164
      14779-18-1

    References

    • Zhao, Jinwu; Huang, Huawen; Wu, Wanqing; Chen, Huoji; Jiang, Huanfeng Organic Letters, 2013 , vol. 15, # 11 p. 2604 - 2607
  • Route3
    • In-stock
      2-Iodo-5-methylaniline|CS-W004939
      13194-69-9
    • null|null
      17356-08-0
    • ~91%
    • In-stock
      5-Methylbenzo[d]thiazol-2-amine|CS-0039099
      14779-17-0

    References

    • Takagi, Kentaro Chemistry Letters, 1986 , p. 265 - 266

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   2.18692
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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