Actually Alec, some online resources like the fan-maintained "Anime News Network" can help provide some clues in tracking down the original producers when American companies are unable to assist.

In the case of your example "Orange Road", the title appears to have been truncated from "Kimagure Orange Road" (closest romanization of its Japanese title).
One producer for that series on Japanese TV is listed on ANN as "TOHO" (that firm is still in existance). If they happen to not be the rights holder, at least they can assist you in proceeding further.