Just some input here,
I was recently making the same decision as you. I upgraded my brother from his 280 to ath-m50s a week ago for his birthday, and was trying to decide between the two: hd25-II or m50s.
It's a pretty common debate, and i suggest you google it. Also take a look at headfonia's portable cans shoot out, it should answer some questions.
That being said, having listened to the m50s some, i really don't regret choosing the M50s. They're really flexible- make every style of music sound good which was important for my brother who has eclectic taste in music. I enjoy them so much that i'm considering picking up a refurbished pair for myself.
I was worried too that the M50 was not a significant upgrade from the 280, but comparing the two with the same setup, the M50s are noticeably better and more enjoyable in pretty much every aspect. This is just my opinion, but i would consider them an upgrade from the 280s any day. However my only experience with the 25-II is 20 minutes at a store demo some time back so i can't say much about SQ. I do remember them clamping down a bit more than i'd like but i do have a large cranium.
The m50s isolate well enough - you can hear the wearer listening to music at medium to moderate levels if you're sitting 4" away and are in a silent room. However i don't see this being a problem in an office environment. They are also more comfortable than the 280s, but overall similar in form factor, durability, and cable.