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Synthesis and Medicinal Uses of Azepines

When 2-alkoxy-3H-azepines are rearranged intramolecularly with primary/secondary alcohol, the aryl nitrene undergoes ring expansion.
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Azepines

Synthesis

Tributylphosphine is used to deoxygenate nitrobenzene. When 2-alkoxy-3H-azepines are rearranged intramolecularly with primary/secondary alcohol, the aryl nitrene undergoes ring expansion.




Imipramine synthesis



Carbamazepine synthesis



Medicinal Uses

In the azepine class of drugs, imipramine is often used as an anti-depressant, diazepam as a tranquilizer, temocapril as an ACE-inhibitor and as an antihypertensive, and omapatrilat as an anti-hypertensive drug.
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