1,8-Naphthyridine
- CAS NO.:254-60-4
- Empirical Formula: C8H6N2
- Molecular Weight: 130.15
- MDL number: MFCD00059751
- SAFETY DATA SHEET (SDS)
- Update Date: 2026-01-13 11:18:47
What is 1,8-Naphthyridine?
Description
1,8-Naphthyridine is an organic compound with the formula C8H6N2. It is the most well-studied of the six isomeric naphthyridines, a subset of diazanaphthalenes with nitrogen in the separate rings. Enoxacin, nalidixic acid, and trovafloxacin are 1,8-naphthyridine derivatives with antibacterial properties related to the fluoroquinolones.
The Uses of 1,8-Naphthyridine
1,8-naphthyridine (napy) and its simplest 2-methyl and 2,7-dimethyl derivatives may act as monodentate and bidentate ligands, resembling the behavior of the carboxylate ligands.
Definition
ChEBI: 1,8-naphthyridine is a naphthyridine in which the nitrogens are situated at positions 1 and 8.
Purification Methods
Purify 1,8-naphthyridine through an Al2O3 column and elute with toluene and pet ether, evaporate the eluate, crystallise the residue from pet ether (b 60-80o), and sublime it at 80o/13mm. The picrate [15936-16-0] has m 207-208o (from EtOH), and the methiodide has m 180-181o (from EtOH). [Hawes & Wibberley J Chem Soc (C) 1564 1967, UV: Armarego Physical Methods in Heterocyclic Chemistry (Ed Katritzky, Academic Press) Vol III 134 1971, Beilstein 23 II 178, 23 III/IV 1237.]
Properties of 1,8-Naphthyridine
| Melting point: | 99.8-99.9°C |
| Boiling point: | 248.9±13.0 °C(Predicted) |
| Density | 1.183±0.06 g/cm3(Predicted) |
| storage temp. | Sealed in dry,Room Temperature |
| form | powder to crystal |
| pka | 3.55±0.10(Predicted) |
| pka | 3.39 |
| color | White to Light yellow to Light orange |
| CAS DataBase Reference | 254-60-4(CAS DataBase Reference) |
Safety information for 1,8-Naphthyridine
| Signal word | Warning |
| Pictogram(s) |
![]() Exclamation Mark Irritant GHS07 |
| GHS Hazard Statements |
H302:Acute toxicity,oral H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
| Precautionary Statement Codes |
P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for 1,8-Naphthyridine
| InChIKey | FLBAYUMRQUHISI-UHFFFAOYSA-N |
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![7-(3,5-DIMETHYL-1H-PYRAZOL-1-YL)-2,4-BIS(TRIFLUOROMETHYL)[1,8]NAPHTHYRIDINE](https://img.chemicalbook.in/StructureFile/ChemBookStructure2/GIF/CB6220703.gif)
![5,7-BIS(TRIFLUOROMETHYL)[1,8]NAPHTHYRIDIN-2-YL 4-CHLOROPHENYL ETHER](https://img.chemicalbook.in/StructureFile/ChemBookStructure2/GIF/CB4742456.gif)
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![7-(4-PHENYLPIPERAZINO)-2,4-BIS(TRIFLUOROMETHYL)[1,8]NAPHTHYRIDINE](https://img.chemicalbook.in/StructureFile/ChemBookStructure2/GIF/CB9771701.gif)

![N-(4-METHOXYPHENYL)-5,7-BIS(TRIFLUOROMETHYL)[1,8]NAPHTHYRIDIN-2-AMINE](https://img.chemicalbook.in/StructureFile/ChemBookStructure2/GIF/CB6125239.gif)
![7-CHLORO-2,4-BIS(TRIFLUOROMETHYL)[1,8]NAPHTHYRIDINE](https://img.chemicalbook.in/CAS/GIF/106582-41-6.gif)
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