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 | Structure | 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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gollark: > I feel like I just had a strokeTux1 instance present!
gollark: On the test instance *only*, there is now an eventbus implementation for inter-channel linking being tested in a few heavserver channels.
gollark: It's not usable by the public yet.
gollark: No, I mean my bridging logic.
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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