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CS-W001157 4
Total: USD 88.00

4-Hydroxybenzothiazole

  • CAS No. 7405-23-4

  • Cat. No. CS-W008747
  • Purity≥96%
  • MDL No.MFCD11046398

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

4-Hydroxybenzothiazole|CS-W008747

Structure of 7405-23-4

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General Information

  • CAS No. 7405-23-4
  • Cat. No. CS-W008747
  • Purity ≥96%
  • MDL No. MFCD11046398
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅NOS
  • Molecular Weight 151.19
  • Synonym(s) NSC 403244; 4-Benzothiazolol
  • SMILES OC1=C2N=CSC2=CC=C1

Description

4-Hydroxybenzothiazole features a hydroxyl group conjugated to an electron-deficient benzothiazole core, enabling robust hydrogen bonding and enhanced solubility in polar solvents. This structural motif facilitates integration into bioactive scaffolds and functional materials.

Application

4-Hydroxybenzothiazole serves as a versatile building block in medicinal chemistry and materials science, enabling direct functionalization at the phenolic hydroxyl group. Its stability under standard reaction conditions facilitates coupling reactions, including Suzuki-Miyaura and Ullmann-type transformations, while the benzothiazole core provides enhanced metabolic stability and π-stacking capability in bioactive scaffolds. The compound functions effectively as a synthetically accessible precursor for heterocyclic libraries and exhibits favorable purification characteristics via recrystallization or silica chromatography.

Synthesis

  • Route1

    References

    • ELI LILLY AND COMPANY Patent: WO2004/43931 A1, 2004 ; Location in patent: Page 42-43 ; WO 2004/043931 A1
  • Route2

    References

    • Arzneimittel-Forschung, , vol. 30, # 11 p. 1831 - 1838
  • Route3

    References

    • Helvetica Chimica Acta, , vol. 25, p. 515,519

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   33.12
  • LogP   2.0019
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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