IronPython-0.6 is now available!

[Neuruss]

This is from Ironpython's website:

"Integrated with the Common Language Runtime - IronPython code can
easily use CLR libraries and Python classes can extend CLR classes."

"Managed and verifiable - IronPython generates verifiable assemblies
with no dependencies on native libraries that can run in environments
which require verifiable managed code."

"Optionally static - IronPython also supports static compilation of
Python code to produce static executables (.exe's) that can be run
directly or static libraries (.dll's) that can be called from other
CLR languages including C#, VB, managed C++ and many more.  Note:
static compilation is only partially implemented in the 0.6 public
release.  This will need further development before being useful"

So this should clear most of your concerns.
The good thing about the future stable version of Ironpython, is that
your code will be able to interoperate with code written in other .NET
 compliant languages, and its performance will be better than the
standard implementation.
Note that Jim Hugunin is now working for the CLR team, so he will have
full access to the inner "secrets" of this technology to improve it
and make it more suitable for scripting languages.
What's more, there are some new features for the future version of the
CLR that are specially suited for this purpose: lightweight code
generation, for example.