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CS-W001157 4
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5-Bromo-1,3,4-thiadiazol-2-amine

  • CAS No. 37566-39-5

  • Cat. No. CS-W008052
  • Molecule weight180.03
  • Purity≥95%
  • MDL No.MFCD00464325

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

5-Bromo-1,3,4-thiadiazol-2-amine|CS-W008052

Structure of 37566-39-5

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General Information

  • CAS No. 37566-39-5
  • Cat. No. CS-W008052
  • Purity ≥95%
  • MDL No. MFCD00464325
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂H₂BrN₃S
  • Molecular Weight 180.03
  • Synonym(s) 2-Amino-5-Bromo-1,3,4-Thiadiazole
  • SMILES BrC1=NN=C(N)S1

Description

5-Bromo-1,3,4-thiadiazol-2-amine features a brominated thiadiazole core with a nucleophilic amine group, enabling direct incorporation into heterocyclic scaffolds. This bench-stable, moisture-tolerant compound serves as a key building block for bioactive molecules and functional materials.

Application

5-Bromo-1,3,4-thiadiazol-2-amine serves as a versatile building block in medicinal chemistry and heterocyclic synthesis. Its bromine substituent enables efficient Pd-catalyzed cross-coupling reactions, while the thiadiazole core provides metabolic stability and favorable pharmacokinetic properties. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative synthetic workflows targeting bioactive scaffolds.

Synthesis

  • Route1

    References

    • CENTRO NACIONAL DE INVESTIGACIONES ONCOLOGICAS (CNIO) Patent: WO2009/40552 A2, 2009 ; Location in patent: Page/Page column 50-51 ; WO 2009/040552 A2
  • Route2
    • null|null
      64-18-6
    • In-stock
      Thiosemicarbazide|CS-0008325
      79-19-6
    • ~82%
    • In-stock
      5-Bromo-1,3,4-thiadiazol-2-amine|CS-W008052
      37566-39-5

    References

    • URIFER LTD.; NIR, Uri; SHPUNGIN, Sally; YAFFE, Etai; COHEN, Moshe Patent: WO2010/97798 A1, 2010 ; Location in patent: Page/Page column 17 ;

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+H312+H332-H315-H319-H335
Precautionary Statements : P260-P261-P264-P270-P271-P280-P301+P310-P302+P352-P304+P340-P304+P341-P305+P351+P338-P312-P330-P332+P313-P337+P313-P362+P364-P363-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   51.8
  • LogP   0.8828
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   0

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