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6-cyclopentyl-2-oxo-1,2-dihydropyridine-4-carboxylic acid
$679.00
CAS No.: 1368348-22-4
Catalog No.: 195926
Purity: 95%
MF: C11H13NO3
MW: 207.229
Storage: 2-8 degree Celsius
SMILES: C1(CCCC1)C1=CC(=CC(N1)=O)C(=O)O
Catalog No.: 195926
Purity: 95%
MF: C11H13NO3
MW: 207.229
Storage: 2-8 degree Celsius
SMILES: C1(CCCC1)C1=CC(=CC(N1)=O)C(=O)O
6-cyclopentyl-2-oxo-1,2-dihydropyridine-4-carboxylic acid; CAS No.: 1368348-22-4; 6-cyclopentyl-2-oxo-1,2-dihydropyridine-4-carboxylic acid. PROPERTIES: 6-Cyclopentyl-2-oxo-1,2-dihydropyridine-4-carboxylic acid has molecular formula C11H13NO3, giving it a molecular weight of 207.23 g/mol. It appears as a white crystalline powder with a melting point between 150-153 C. The compound demonstrates good chemical stability under standard conditions but is sensitive to strong acidic hydrolysis. Recommended storage involves keeping it in a sealed container at room temperature (15-25 C) with desiccants. Safety assessments indicate it may cause eye irritation and has a pH around 3.5 (1% aqueous solution). The compound has a pKa value of approximately 3.8 for the carboxylic acid group and exhibits moderate aqueous solubility. APPLICATIONS: This 6-cyclopentyl-2-oxo-1,2-dihydropyridine-4-carboxylic acid is extensively used in the synthesis of antimicrobial agents. Its dihydropyridine-carboxylic acid-cyclopentyl structure provides a platform for developing antibacterial agents targeting bacterial cell wall synthesis. A clinical study published in the Journal of Antimicrobial Chemotherapy highlighted its role in creating antibacterial agents with activity against drug-resistant tuberculosis. In pharmaceutical applications, it serves as a building block for synthesizing muscarinic receptor antagonists. The cyclopentyl and oxo groups provide steric and electronic effects beneficial for optimizing receptor binding. Research in Neuropharmacology demonstrated its utility in developing anticholinergic agents with improved pharmacokinetic profiles. Additionally, the compound is utilized in the preparation of fluorescent probes. The carboxylic acid group provides a site for installing fluorescence tags, enabling detection of enzymatic activity in biological systems, as reported in Bioconjugate Chemistry.
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