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4-Methylthiazole-5-carboxylic acid is a heterocyclic organic compound with a thiazole ring bearing a methyl group at position 4 and a carboxylic acid at position 5. It serves as a key building block in medicinal chemistry, used to synthesize pharmaceuticals with antimicrobial, anti-inflammatory, or anticancer activities. Its structure allows easy modification—such as esterification or amidation—for drug development. The compound also finds use in agrochemical research and as a ligand in coordination chemistry due to its nitrogen and sulfur donor atoms. Though not typically used directly in flavors, related thiazoles contribute savory notes in food chemistry. Generally handled as a solid under standard lab safety protocols, it is valued for its reactivity and role in creating bioactive molecules. Its molecular formula is C₅H₅NO₂S, and it exemplifies how small heterocycles enable innovation across chemical sciences.
A methyl group (–CH₃) at position 4, and
A carboxylic acid group (–COOH) at position 5.
Key Properties:
Molecular Weight: ~143.16 g/mol
Appearance: Typically a white to off-white solid
Solubility: Moderately soluble in polar solvents like water, ethanol, or DMSO due to the carboxylic acid group
Aromaticity: The thiazole ring is aromatic, contributing to its stability and reactivity profile
Uses in Chemistry and Industry:
Pharmaceutical Intermediates:
It serves as a building block for synthesizing more complex bioactive molecules.
Thiazole derivatives are common motifs in drugs due to their broad biological activities (e.g., antimicrobial, anti-inflammatory, antiviral).
Example: Analogues appear in kinase inhibitors or antimetabolite drugs.
Agrochemicals:
Used in the development of pesticides and herbicides, where the thiazole core enhances target specificity or environmental stability.
Ligand in Coordination Chemistry:
The nitrogen and sulfur atoms can act as donor sites for metal coordination, useful in catalysis or material science.
Flavor and Fragrance Chemistry:
Some alkylthiazoles contribute to roasted, meaty, or savory notes. While 4-methylthiazole-5-carboxylic acid itself may not be used directly as a flavorant (due to the acidic group), decarboxylated or esterified derivatives might be.
Research Tool:
Employed in medicinal chemistry for structure–activity relationship (SAR) studies.
Can be converted to esters, amides, or acyl chlorides for further functionalization.
Safety & Handling:
Like many carboxylic acids, it may be irritating to skin/eyes.
Standard lab precautions (gloves, goggles) are recommended.
Not typically classified as highly toxic, but specific safety data should be checked via SDS (Safety Data Sheet).
In summary, 4-Methylthiazole-5-carboxylic acid is a versatile heterocyclic scaffold widely used in drug discovery and organic synthesis due to its functional handles (–COOH and aromatic ring) and biological relevance.



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