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8-Bromo-5-(methylthio)-[1,2,4]triazolo[4,3-c]pyrimidine

  • CAS No. 99451-55-5

  • Cat. No. CS-0132027
  • Molecule weight245.10
  • Purity≥95%
  • MDL No.MFCD28502491

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

8-Bromo-5-(methylthio)-[1,2,4]triazolo[4,3-c]pyrimidine|CS-0132027

Structure of 99451-55-5

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General Information

  • CAS No. 99451-55-5
  • Cat. No. CS-0132027
  • Purity ≥95%
  • MDL No. MFCD28502491
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅BrN₄S
  • Molecular Weight 245.10
  • Synonym(s) 8-Bromo-5-(methylthio)[1,2,4]triazolo[4,3-c]pyrimidine
  • SMILES CSC1=NC=C(Br)C2=NN=CN12

Description

8-Bromo-5-(methylthio)-[1,2,4]triazolo[4,3-c]pyrimidine is a heterocyclic building block featuring a bromine substituent and a methylthio group positioned for selective functionalization. This scaffold integrates electron-deficient triazolopyrimidine core with reactive handles, enabling efficient coupling in medicinal chemistry and materials synthesis under standard conditions.

Application

8-Bromo-5-(methylthio)-[1,2,4]triazolo[4,3-c]pyrimidine serves as a versatile building block for the synthesis of triazolopyrimidine-based scaffolds, enabling efficient functionalization at multiple sites. Its bromine and methylthio groups facilitate palladium-catalyzed cross-coupling and nucleophilic substitution reactions, offering high regioselectivity and bench stability. The compound demonstrates excellent functional group tolerance and is readily purified by crystallization, making it well-suited for iterative medicinal chemistry campaigns and process-scale applications.

Safety Information

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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   43.08
  • LogP   1.6087
  • H_Acceptors   5
  • H_Donors   0
  • Rotatable_Bonds   1

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