Imidazo[2,1-b]thiazole-6-carboxylic acid

Name: Imidazo[2,1-b]thiazole-6-carboxylic acid
Brand: ChemScene
Availability: InStock
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CAS No. 53572-98-8
Cat. No. CS-W006813
Purity≥97%
MDL No.MFCD03419463

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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Imidazo[2,1-b]thiazole-6-carboxylic acid|CS-W006813

Structure of 53572-98-8

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General Information

CAS No. 53572-98-8
Cat. No. CS-W006813
Purity ≥97%
MDL No. MFCD03419463
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₄N₂O₂S
Molecular Weight 168.17
Synonym(s) imidazo[2,1-b][1,3]thiazole-6-carboxylate
SMILES O=C(C1=CN2C(SC=C2)=N1)O

Description

Imidazo[2,1-b]thiazole-6-carboxylic acid features a fused heterocyclic core with a carboxylic acid group at the 6-position, enabling direct conjugation or derivatization. This scaffold combines electronic rigidity with enhanced solubility and stability under standard bench conditions, making it valuable for medicinal chemistry and materials synthesis applications.

Application

Imidazo[2,1-b]thiazole-6-carboxylic acid serves as a versatile heterocyclic building block in medicinal chemistry, enabling the construction of bioactive scaffolds through standard coupling reactions. Its carboxylic acid functionality facilitates direct amidation, esterification, and derivatization under mild conditions. The fused imidazo[2,1-b]thiazole core exhibits enhanced metabolic stability and favorable pharmacokinetic properties, making it a practical component in the synthesis of kinase inhibitors and other targeted therapeutics. Bench-stable and readily purified by recrystallization or chromatography, it supports scalable workflows in drug discovery and process development.

Synthesis

Route1
- In-stock
  
  96-50-4
- In-stock
  
  1113-59-3
- ~86%
- In-stock
  
  53572-98-8
References
- Herath, Ananda; Dahl, Russell; Cosford, Nicholas D.P. Organic Letters, 2010 , vol. 12, # 3 p. 412 - 415
Route2
- 64951-04-8
- ~63%
- In-stock
  
  53572-98-8
References
- Kaizerman, Jacob A.; Gross, Matthew I.; Ge, Yigong; White, Sarah; Hu, Wenhao; Duan, Jian-Xin; Baird, Eldon E.; Johnson, Kirk W.; Tanaka, Richard D.; Moser, Heinz E.; Buerli, Roland W. Journal of Medicinal Chemistry, 2003 , vol. 46, # 18 p. 3914 - 3929

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

Quality Control

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Computational Chemistry Data

TPSA 54.6
LogP 1.094
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Imidazole compounds

Building Blocks Skeleton Aromatic heterocycle compounds Thiazole compounds

Key Words

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Imidazo[2,1-b]thiazole-6-carboxylic acid

CAS No. 53572-98-8

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