1,8-Naphthyridine
Names
Preferred IUPAC name
Identifiers
109347
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard
100.201.052
EC Number
27124
UNII
InChI=1S/C8H6N2/c1-3-7-4-2-6-10-8(7)9-5-1/h1-6H
Key: FLBAYUMRQUHISI-UHFFFAOYSA-N
Properties
C 8 H 6 N 2
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 labelling :
Warning
H315 , H319 , H335
P261 , P264 , P271 , P280 , P302+P352 , P304+P340 , P305+P351+P338 , P312 , P321 , P332+P313 , P337+P313 , P362 , P403+P233 , P405 , P501
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
Chemical compound
1,8-Naphthyridine is an organic compound with the formula C8 H6 N2 . 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]
^ International Union of Pure and Applied Chemistry (2014). Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013 . The Royal Society of Chemistry . p. 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. Bibcode :2000RuCRv..69..201L . doi :10.1070/RC2000v069n03ABEH000553 . S2CID 250827396 .
^ Dapporto, P.; Ghilardi, C. A.; Mealli, C.; Orlandini, A.; Pacinotti, S. (1984). "Low-Temperature (163 K) Structure of 1,8-Naphthyridine, C8 H6 N2 ". Acta Crystallographica Section C Crystal Structure Communications . 40 (5): 891–894. Bibcode :1984AcCrC..40..891D . doi :10.1107/S0108270184006144 .
^ V. P. Litvinov (2006). Advances in the Chemistry of Naphthyridines . Advances in Heterocyclic Chemistry. Vol. 91. pp. 189–300. doi :10.1016/S0065-2725(06)91004-6 . ISBN 9780120207916 .