I took 4 ibuprofen every 4 hours for chronic achilles tendonitis for about 5 months. I tried to start running 5 different times, each time reinjuring my achilles... back to square one.
Finally I thought about it, and decided to stop taking ibuprofen... the pain got worse within 24 hours and was pretty bad for about a week after stopping. However, after a month of NOT TAKING IBUPROFEN my achilles has healed completely.
I don't think anti-inflammatories help and here's why: They mask the pain, making you think your injury is better than it actually is. You may think that you are ready to start running, but really you aren't because the ibuprofen is simply disguising the pain. Pain = your body's natural message to stop (I'm not talking about the kind of pain that comes from hard training). I think this is why I tried to start running too early 5 times... I thought my injury was better but it really wasn't.
Another thing is that when my achilles hurt more from not taking ibuprofen, I was more sensitive to the injury, so I iced more often and refrained from doing things that aggravated my achilles. This helped it to heal faster. It took me 5 months to figure this out - hopefully you will take my advice and save yourself some time.