Hi, I'm an Italian Cadillac enthusiast and passionate about its history. I need help on a 1961 Cadillac model I found in an old Italian encyclopedia. I can't figure out which model it is exactly: could you help me? Thanks and best regards. Marco Mattio. Turin (Italy) 09-24-2020..

 

I'd guess is is based on a 1958 model as GM brought out the smaller, 4 in total headlight styling in that year.
It looks to me like someone modified it on some kind of photo shop program for drawn pictures.
Here's a page I found showing different 1958 Cadillac pictures
https://duckduckgo.com/?q=1958+cadil...or&t=h_&ia=web

 

here's a page of 1961 Cadillacs
you can see in your drawing a very distinctive wrap around front windshield, the standard look of GM in '58
Here is that styling on the '58 Chevy
https://duckduckgo.com/?q=1958+Chevr...ages&ia=images