3-Methylimidazo[2,1-b]thiazole-2-carboxylic acid

Name: 3-Methylimidazo[2,1-b]thiazole-2-carboxylic acid
Brand: ChemScene
Availability: InStock
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CAS No. 1017273-59-4
Cat. No. CS-0018823
Molecule weight182.20
Purity≥97%
MDL No.MFCD11889936

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3-Methylimidazo[2,1-b]thiazole-2-carboxylic acid|CS-0018823

Structure of 1017273-59-4

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General Information

CAS No. 1017273-59-4
Cat. No. CS-0018823
Purity ≥97%
MDL No. MFCD11889936
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₆N₂O₂S
Molecular Weight 182.20
Synonym(s) None
SMILES O=C(C1=C(C)N2C(S1)=NC=C2)O

Description

This imidazo[2,1-b]thiazole derivative features a methyl-substituted imidazole ring fused to a thiazole core, delivering enhanced electron density and metabolic stability. The carboxylic acid group enables direct conjugation or derivatization in synthetic routes. This scaffold serves as a rigid, planar building block for bioactive heterocycles in medicinal chemistry applications.

Application

3-Methylimidazo[2,1-b]thiazole-2-carboxylic acid serves as a versatile heterocyclic building block for medicinal chemistry and materials science. Its fused imidazo-thiazole core provides enhanced rigidity and polarity, enabling efficient incorporation into bioactive scaffolds. The carboxylic acid functionality facilitates direct derivatization via amide coupling or esterification, while the methyl group enhances solubility and metabolic stability. Bench-stable and readily purified by recrystallization, it functions reliably in standard peptide and macrocycle synthesis workflows.

Synthesis

Route1
- 1017273-35-6
- ~%
- In-stock
  
  1017273-59-4
References
- WO2009/16560 A2, ; Page/Page column 42; 80 ; WO 2009/016560 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 54.6
LogP 1.40242
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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3-Methylimidazo[2,1-b]thiazole-2-carboxylic acid

CAS No. 1017273-59-4

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