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CS-W001157 4
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5-Bromo-2-nitrothiazole

  • CAS No. 182692-69-9

  • Cat. No. CS-0043015
  • Purity≥97%
  • MDL No.None

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

5-Bromo-2-nitrothiazole|CS-0043015

Structure of 182692-69-9

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General Information

  • CAS No. 182692-69-9
  • Cat. No. CS-0043015
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₃HBrN₂O₂S
  • Molecular Weight 209.02
  • Synonym(s) None
  • SMILES O=[N+](C1=NC=C(Br)S1)[O-]

Description

5-Bromo-2-nitrothiazole features a bromine substituent at the 5-position and a nitro group at the 2-position on the thiazole ring, creating a highly electron-deficient heterocycle. This combination enables direct functionalization in cross-coupling reactions and facilitates incorporation into bioactive scaffolds. The molecule exhibits excellent stability under standard bench conditions, making it a reliable building block for medicinal chemistry and materials science applications.

Application

5-Bromo-2-nitrothiazole serves as a versatile building block in medicinal chemistry and heterocyclic synthesis, enabling efficient diversification via palladium-catalyzed cross-coupling reactions. The bromine and nitro groups provide orthogonal reactivity for sequential functionalization, while the thiazole core offers metabolic stability and favorable pharmacophoric properties. Bench-stable and amenable to standard purification methods, it functions reliably in multi-step syntheses targeting bioactive scaffolds.

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

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Computational Chemistry Data

  • TPSA   56.03
  • LogP   1.8138
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   1

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