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CS-W001157 4
Total: USD 88.00

2-Aminobenzo[d]thiazol-4-ol

  • CAS No. 7471-03-6

  • Cat. No. CS-W006232
  • Purity≥98%
  • MDL No.None

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

2-Aminobenzo[d]thiazol-4-ol|CS-W006232

Structure of 7471-03-6

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General Information

  • CAS No. 7471-03-6
  • Cat. No. CS-W006232
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆N₂OS
  • Molecular Weight 166.20
  • Synonym(s) Benzothiazole, 2-amino-4-hydroxy-
  • SMILES OC1=C2N=C(N)SC2=CC=C1

Description

2-Aminobenzo[d]thiazol-4-ol features a fused benzothiazole core with strategically positioned amino and hydroxyl groups, enabling strong hydrogen bonding and enhanced solubility. This scaffold integrates readily into bioactive molecule design, particularly in kinase inhibitors and fluorescent probes. The compound exhibits robust stability under standard bench conditions and facilitates efficient derivatization via nucleophilic substitution or coupling reactions.

Application

2-Aminobenzo[d]thiazol-4-ol serves as a versatile building block in medicinal chemistry, enabling the synthesis of bioactive heterocycles through straightforward derivatization at the amino and hydroxyl groups. Its bench-stable nature and compatibility with standard coupling reactions facilitate efficient access to pharmaceutical scaffolds, particularly in kinase inhibitor and antimicrobial agent development.

Synthesis

  • Route1

    References

    • Jin, Guo Hua; Li, Hua; An, Semi; Ryu, Jae-Ha; Jeon, Raok Bioorganic and Medicinal Chemistry Letters, 2010 , vol. 20, # 21 p. 6199 - 6202
  • Route2
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    References

    • Thiel, Oliver R.; Bernard, Charles; King, Tony; Dilmeghani-Seran, Mina; Bostick, Tracy; Larsen, Robert D.; Faul, Margaret M. Journal of Organic Chemistry, 2008 , vol. 73, # 9 p. 3508 - 3515
  • Route3
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      2-Aminobenzo[d]thiazol-4-ol|CS-W006232
      7471-03-6

    References

    • Sharma, Pratibha; Kumar, Ashok; Kumari, Prerna; Singh, Jitendra; Kaushik Medicinal Chemistry Research, 2012 , vol. 21, # 7 p. 1136 - 1148

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-H319
Precautionary Statements : P264-P270-P280-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   59.14
  • LogP   1.5841
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   0

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