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2-Aminopyridine

50 mg/kg (mouse, oral)

2-Aminopyridine is an organic compound with the formula H2NC5H4N. It is one of three isomeric aminopyridines. It is a colourless solid that is used in the production of the drugs piroxicam, sulfapyridine, tenoxicam, and tripelennamine. It is produced by the reaction of sodium amide with pyridine, the Chichibabin reaction.

Reactions

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Although 2-hydroxypyridine converts significantly to the pyridone tautomer, the related imine tautomer (HNC5H4NH) is less important for 2-aminopyridine.

2-Aminopyridine catalyzes the conversion of maleic anhydride to 2,3-dimethylmaleic anhydride.

Toxicity

The acute toxicity is indicated by the = 200 mg/kg (rat, oral).

References

{{PGCH. 0026
{{IDLH. 504290. 2-Aminopyridine
(January 2022). "2-Aminopyridine - an unsung hero in drug discovery". Chemical Communications.
(2007). "Pyridine and Pyridine Derivatives".
(1984). "Mechanismus der decarboxylativen Dimerisierung von Maleinsäureanhydrid zu Dimethylmaleinsäureanhydrid unter Einfluss von 2-Aminopyridin". Helvetica Chimica Acta.
(2024). "Kirk-Othmer Encyclopedia of Chemical Technology".

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2-pyridyl-compounds 2-aminopyridines

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