Chemistry:1,8-Naphthyridine
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| Names | |
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| Preferred IUPAC name
1,8-Naphthyridine[1] | |
| Identifiers | |
3D model (JSmol)
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| 109347 | |
| ChEBI | |
| ChEMBL | |
| ChemSpider | |
| EC Number |
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| 27124 | |
PubChem CID
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| UNII | |
CompTox Dashboard (EPA)
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| Properties | |
| C8H6N2 | |
| Molar mass | 130.150 g·mol−1 |
| Appearance | yellow solid |
| Density | 1.359 g/cm3 |
| Melting point | 98–99 °C (208–210 °F; 371–372 K) |
| Hazards | |
| GHS pictograms | 
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| GHS Signal word | Warning |
| H315, H319, H335 | |
| P261, P264, P271, P280, P302+352, P304+340, P305+351+338, P312, P321, P332+313, P337+313, P362, P403+233, P405, P501 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
| Infobox references | |
Tracking categories (test):
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.[2][3] Enoxacin, nalidixic acid, and trovafloxacin are 1,8-naphthyridine derivatives with antibacterial properties related to the fluoroquinolones.[4]
Coordination chemistry
With flanking nitrogen centers, 1,8-naphthyridine serves as a binucleating ligand in coordination chemistry.[5][6]
References
- ↑ International Union of Pure and Applied Chemistry (2014). Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013. The Royal Society of Chemistry. pp. 212. doi:10.1039/9781849733069. ISBN 978-0-85404-182-4.
- ↑ Litvinov, Victor P.; Roman, Sergey V.; Dyachenko, Vladimir D. (2000). "Naphthyridines. Structure, Physicochemical Properties and General Methods of Synthesis". Russian Chemical Reviews 69 (3): 201–220. doi:10.1070/RC2000v069n03ABEH000553. Bibcode: 2000RuCRv..69..201L.
- ↑ Dapporto, P.; Ghilardi, C. A.; Mealli, C.; Orlandini, A.; Pacinotti, S. (1984). "Low-Temperature (163 K) Structure of 1,8-Naphthyridine, C8H6N2". Acta Crystallographica Section C Crystal Structure Communications 40 (5): 891–894. doi:10.1107/S0108270184006144.
- ↑ V. P. Litvinov (2006). "Advances in the Chemistry of Naphthyridines". Advances in Heterocyclic Chemistry 91: 189–300. doi:10.1016/S0065-2725(06)91004-6. ISBN 9780120207916.
- ↑ Hua, Shao-An; Liu, Isiah Po-Chun; Hasanov, Hasan; Huang, Gin-Chen; Ismayilov, Rayyat Huseyn; Chiu, Chien-Lan; Yeh, Chen-Yu; Lee, Gene-Hsiang et al. (2010). "Probing the electronic communication of linear heptanickel and nonanickel string complexes by utilizing two redox-active [Ni2(napy)4]3+ moieties". Dalton Transactions 39 (16): 3890–6. doi:10.1039/b923125k. PMID 20372713.
- ↑ Bera, Jitendra K.; Sadhukhan, Nabanita; Majumdar, Moumita (2009). "1,8-Naphthyridine Revisited: Applications in Dimetal Chemistry". European Journal of Inorganic Chemistry 2009 (27): 4023–4038. doi:10.1002/ejic.200900312.
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