Diazanaphthalene

Diazanaphthalenes are a class of aromatic heterocyclic chemical compounds that have the formula C₈H₆N₂. They consist of a naphthalene double ring in which two of the carbon atoms have been replaced with nitrogen atoms. There are ten positional isomers, which differ by the locations of the nitrogen atoms.

The group consist of two subgroups:

four benzodiazines with both N atoms in one ring: cinnoline, quinazoline, quinoxaline, and phthalazine
six naphthyridines with one N atom per ring[1][2]

Isomers

Names	Subgroup	CAS RN
1,2-diazanaphthalene cinnoline	benzodiazine	253-66-7
2,3-diazanaphthalene phthalazine	benzodiazine	253-52-1
1,3-diazanaphthalene quinazoline	benzodiazine	253-82-7
1,4-diazanaphthalene quinoxaline	benzodiazine	91-19-0
1,8-naphthyridine 1,8-diazanaphthalene	naphthyridine	254-60-4
1,7-naphthyridine 1,7-diazanaphthalene	naphthyridine	253-69-0
2,7-naphthyridine 2,7-diazanaphthalene	naphthyridine	253-45-2
1,6-naphthyridine 1,6-diazanaphthalene	naphthyridine	253-72-5
1,5-naphthyridine 1,5-diazanaphthalene	naphthyridine	254-79-5
2,6-naphthyridine 2,6-diazanaphthalene	naphthyridine	254 79 5

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References

Desmond J. Brown, Jonathan A. Ellman, Edward C. Taylor: The Chemistry of Heterocyclic Compounds, The Naphthyridines, John Wiley & Sons, 2007.
Paudler, William W.; Kress, Thomas J. (1968). "Naphthyridine chemistry. IX. Bromination and animation of the 1,X-naphthyridines". The Journal of Organic Chemistry. 33 (4): 1384–1387. doi:10.1021/jo01268a018.

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[1] Desmond J. Brown, Jonathan A. Ellman, Edward C. Taylor: The Chemistry of Heterocyclic Compounds, The Naphthyridines, John Wiley & Sons, 2007.

[2] Paudler, William W.; Kress, Thomas J. (1968). "Naphthyridine chemistry. IX. Bromination and animation of the 1,X-naphthyridines". The Journal of Organic Chemistry. 33 (4): 1384–1387. doi:10.1021/jo01268a018.