4-(Trifluoromethyl)thiazole-5-carboxylic acid

Name: 4-(Trifluoromethyl)thiazole-5-carboxylic acid
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CAS No. 167548-89-2
Cat. No. CS-0038452
Purity≥97%
MDL No.None

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4-(Trifluoromethyl)thiazole-5-carboxylic acid|CS-0038452

Structure of 167548-89-2

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General Information

CAS No. 167548-89-2
Cat. No. CS-0038452
Purity ≥97%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₂F₃NO₂S
Molecular Weight 197.14
Synonym(s) 4-(trifluoromethyl)-1,3-thiazole-5-carboxylic acid
SMILES C1=NC(=C(C(=O)O)S1)C(F)(F)F

Description

This trifluoromethyl-substituted thiazole carboxylic acid features a strongly electron-deficient heterocyclic core, enabling efficient coupling in cross-coupling and bioconjugation workflows. The para-positioned trifluoromethyl group enhances metabolic stability and modulates lipophilicity, while the carboxylic acid moiety provides a versatile handle for amide formation and derivatization under standard conditions.

Application

4-(Trifluoromethyl)thiazole-5-carboxylic acid serves as a valuable building block in medicinal chemistry, enabling the synthesis of bioactive heterocycles through standard coupling and functionalization reactions. Its trifluoromethyl group enhances metabolic stability and lipophilicity, while the carboxylic acid facilitates direct derivatization or amide formation. The molecule exhibits good bench stability and compatibility with common reaction conditions, making it well-suited for iterative synthetic campaigns targeting drug-like scaffolds.

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-P280-P302+P352

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Computational Chemistry Data

TPSA 50.19
LogP 1.8601
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Aromatic heterocycle compounds Thiazole compounds

Key Words

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4-(Trifluoromethyl)thiazole-5-carboxylic acid

CAS No. 167548-89-2

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