Description
1,8-Naphthyridine-4-carboxylic acid (CAS No. 99066-71-4) is a high-purity heterocyclic carboxylic acid with the molecular formula C9H6N2O2. This compound is a valuable building block in medicinal chemistry and pharmaceutical research, particularly in the synthesis of naphthyridine-based scaffolds. Its rigid bicyclic structure and carboxylic acid functionality make it an ideal intermediate for designing novel bioactive molecules, including antimicrobials, antivirals, and kinase inhibitors. Available in ≥95% purity (HPLC), this product is supplied as a fine white to off-white powder with strict quality control to ensure batch-to-batch consistency. Store in a cool, dry place at 2-8°C under inert conditions to maintain stability. Suitable for use in in vitro assays, combinatorial chemistry, and structure-activity relationship (SAR) studies.
Properties
- CAS Number: 99066-71-4
- Complexity: 208
- IUPAC Name: 1,8-naphthyridine-4-carboxylic acid
- InChI: InChI=1S/C9H6N2O2/c12-9(13)7-3-5-11-8-6(7)2-1-4-10-8/h1-5H,(H,12,13)
- InChI Key: OHLKQPVOQXXCDW-UHFFFAOYSA-N
- Exact Mass: 174.042927438
- Molecular Formula: C9H6N2O2
- Molecular Weight: 174.16
- SMILES: C1=CC2=C(C=CN=C2N=C1)C(=O)O
- Topological: 63.1
- Monoisotopic Mass: 174.042927438
- Synonyms: 1,8-naphthyridine-4-carboxylic acid, 99066-71-4, DTXSID00355926, DTXCID70306985, [1,8]naphthyridine-4-carboxylic acid, MFCD05664461, F1957-0041, pyridino[2,3-b]pyridine-4-carboxylic acid, 1,8-Naphthyridine-4-carboxylicacid, 1,8-diaza-4-naphthoic acid, AF-399/40918289, SCHEMBL362233, naphthyridine-5-carboxylic acid, OHLKQPVOQXXCDW-UHFFFAOYSA-N, SMSSF-0044423, SBB088881, STL253423, AKOS000320595, AB22380, DA-39985, CS-0054001, ST45174992, EN300-133599, P10321
Application
1,8-Naphthyridine-4-carboxylic acid serves as a key precursor in the synthesis of pharmacologically active naphthyridine derivatives, particularly quinolone-like antibiotics and antitumor agents. Its carboxylic acid group enables facile derivatization via amide coupling or esterification for drug discovery applications. Researchers utilize this compound to develop novel DNA gyrase and topoisomerase inhibitors targeting resistant bacterial strains. The naphthyridine core also finds utility in materials science as a chelating ligand for luminescent metal complexes.
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