2-Bromoimidazo[2,1-b][1,3,4]thiadiazole

Name: 2-Bromoimidazo[2,1-b][1,3,4]thiadiazole
Brand: ChemScene
Availability: InStock
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CAS No. 1137142-58-5
Cat. No. CS-W019111
Purity≥98%
MDL No.MFCD12114490

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2-Bromoimidazo[2,1-b][1,3,4]thiadiazole|CS-W019111

Structure of 1137142-58-5

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General Information

CAS No. 1137142-58-5
Cat. No. CS-W019111
Purity ≥98%
MDL No. MFCD12114490
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄H₂BrN₃S
Molecular Weight 204.05
Synonym(s) 2-bromo-imidazo[2,1-b][1,3,4]thiadiazole
SMILES BrC1=NN2C(S1)=NC=C2

Description

2-Bromoimidazo[2,1-b][1,3,4]thiadiazole is a heterocyclic bromide featuring a fused imidazo-thiadiazole core with high electron deficiency. This stable scaffold integrates readily into cross-coupling reactions and serves as a key building block in bioactive molecule synthesis.

Application

2-Bromoimidazo[2,1-b][1,3,4]thiadiazole serves as a versatile heterocyclic building block for constructing nitrogen-rich scaffolds in medicinal chemistry. Its bromine substituent enables facile palladium-catalyzed cross-coupling reactions, facilitating the assembly of biaryl and aryl-substituted imidazothiadiazoles. The molecule exhibits excellent bench stability and compatibility with diverse functional groups, enabling efficient integration into complex molecular architectures.

Synthesis

Route1
- 107-20-0
- In-stock
  
  37566-39-5
- ~20%
- In-stock
  
  1137142-58-5
References
- CENTRO NACIONAL DE INVESTIGACIONES ONCOLOGICAS (CNIO) Patent: WO2009/40552 A2, 2009 ; Location in patent: Page/Page column 51 ; WO 2009/040552 A2

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 30.19
LogP 1.5533
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Imidazole compounds

Building Blocks Skeleton Aromatic heterocycle compounds Thiadiazole compounds

Key Words

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2-Bromoimidazo[2,1-b][1,3,4]thiadiazole

CAS No. 1137142-58-5

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