User blog comment:Calvincambridge30/Versus/@comment-79.115.69.62-20170222135400/@comment-31767970-20170705215637

Azazel had the Colt for a while.

Ramiel had the Lance of Michael, probably could kill any demon seens that could kill even a Archangel

Azazel for a while had the Colt (Ramiel too but without the bullets), capable to kill a Prince of Hell, by the other side Ramiel had the Lance of Michael, capable to kill a Prince of Hell to, but with the Colt would be easiest to kill Ramiel that Ramiel kill Azazel with the lance because him will needed to get closer to Azazel, and Azazel with the Colt could hit Ramiel with a long-distance shot.

Ramiel had the Lance of Michael, capable to kill even a Archangel so a Knight of Hell will be more easiest.

A Prince of Hell is more powerfull than a regular Angel, is possible see that when Dagon pulverized many angels with one touch.

Azazel, by the same logic above.

Alaistar was able to defeat and almost exorcise Castiel when he was a Regular Angel, so probably Lilith could do the same thing with Zazhariah