Nautilus
Fossil records indicate that nautiloids have not changed much (at least in their body form) for the last 500 million years. Nautiloids were much more common and varied 200 million years ago. Many of the early ones were straight-shelled, as in the extinct genus Lituites. They developed in the Cambrian and became a significant sea predator in the Ordovician period. Some species reached over 2.5 meters in size. The other cephalopod subclass, Coleoidea, diverged from the Nautilidae long ago and the nautilus has remained relatively unchanged since. Extinct relatives of the nautilus include ammonites, which were very important for many millions of years.  Other groups were the baculites and goniatites.