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2-Bromoimidazo[2,1-b][1,3,4]thiadiazole-6-carboxylic acid

  • CAS No. 1373253-24-7

  • Cat. No. CS-0018932
  • Purity≥96%
  • MDL No.MFCD13193514

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

2-Bromoimidazo[2,1-b][1,3,4]thiadiazole-6-carboxylic acid|CS-0018932

Structure of 1373253-24-7

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General Information

  • CAS No. 1373253-24-7
  • Cat. No. CS-0018932
  • Purity ≥96%
  • MDL No. MFCD13193514
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₂BrN₃O₂S
  • Molecular Weight 248.06
  • Synonym(s) None
  • SMILES O=C(C1=CN2C(SC(Br)=N2)=N1)O

Description

This imidazothiadiazole carboxylic acid features a brominated heterocyclic core with enhanced reactivity at the 2-position, enabling direct coupling in C–H functionalization and cross-coupling protocols. The electron-deficient scaffold supports stable incorporation into bioactive molecules, while the carboxylic acid group facilitates conjugation or salt formation under mild conditions.

Application

2-Bromoimidazo[2,1-b][1,3,4]thiadiazole-6-carboxylic acid serves as a versatile building block for heterocyclic synthesis, enabling efficient construction of bioactive scaffolds. The bromo group facilitates palladium-catalyzed cross-coupling reactions, while the carboxylic acid functionality supports derivatization via amide bond formation or esterification. Its stability under standard bench conditions and compatibility with diverse functional groups make it a practical choice for medicinal chemistry campaigns and API intermediate development.

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   67.49
  • LogP   1.2515
  • H_Acceptors   5
  • H_Donors   1
  • Rotatable_Bonds   1

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