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CS-W001157 4
Total: USD 88.00

2-Bromothiazole-5-carboxamide

  • CAS No. 848499-31-0

  • Cat. No. CS-0042754
  • Molecule weight207.05
  • Purity≥97%
  • MDL No.None

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

2-Bromothiazole-5-carboxamide|CS-0042754

Structure of 848499-31-0

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General Information

  • CAS No. 848499-31-0
  • Cat. No. CS-0042754
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₃BrN₂OS
  • Molecular Weight 207.05
  • Synonym(s) 2-BROMO-THIAZOLE-5-CARBOXAMIDE
  • SMILES O=C(C1=CN=C(Br)S1)N

Description

2-Bromothiazole-5-carboxamide features a brominated thiazole core paired with a carboxamide handle, enabling direct integration into diverse synthetic scaffolds. This bench-stable heterocycle combines enhanced reactivity with robust functional group tolerance, facilitating efficient coupling in medicinal chemistry and materials development workflows.

Application

2-Bromothiazole-5-carboxamide serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions to access functionalized thiazole scaffolds. The bromine substituent facilitates C–C bond formation under standard conditions, while the carboxamide group offers hydrogen-bonding capability and compatibility with diverse downstream transformations. Its bench-stable nature and predictable reactivity make it a practical choice for constructing heterocyclic pharmacophores and optimizing lead compounds.

Synthesis

  • Route1

    References

    • MERCK FROSST CANADA LTD.; ISABEL, Elise; LACHANCE, Nicolas; LECLERC, Jean-Philippe; LEGER, Serge; OBALLA, Renata, M.; POWELL, David; RAMTOHUL, Yeeman, K.; ROY, Patrick; TRANMER, Geoffrey, K.; ASPIOTIS, Renee; LI, Lianhai; MARTINS, Evelyn Patent: WO2010/94126 A1, 2010 ; Location in patent: Page/Page column 67-68 ; WO 2010/094126 A1
  • Route2

    References

    • MERCK FROSST CANADA LTD.; LACHANCE, Nicolas; LECLERC, Jean-Philippe; LI, Chun, Sing; MORADEI, Oscar, Miguel Patent: WO2010/94120 A1, 2010 ; Location in patent: Page/Page column 60 ; WO 2010/094120 A1

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   55.98
  • LogP   1.0045
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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