I let your post lay there 24 hours or so, after I first saw it, hoping someone else would step up and answer you. Please understand that I don't want to be negative, but I do have a fair amount of experience using scoped handguns and my comments are intended to be helpful, not critical.
A .44 Mag. can be a heavy recoiler, depending upon how it's loaded. On the other hand, the old T/C Lobo scopes were state of the art for moderate recoiling handguns more than 30 years ago. I used one on a ..22 LR, and another on a.22 Mag. Contender for some time in the late '70's. The one on the .22 Mag. broke, presumably due to recoil.
You are correct that the Lobo must use the T/C rail mount intended for it. In my opinion, the only way to keep that mount on a Contender is to thoroughly clean the screws and holes with alcohol or an equivalent degreaser, make sure each screw tightens down individually without bottoming in the hole, then red Loctite the base and screws to the barrel, tapping the screws as they are turned tight, to seat them. This can be a semi-permanent installation procedure, and is essentially the same drill I follow with most scope base installations.
However, there are at least 2 problems: The base screws on a Lobo can shear off with a heavy recoil load...making a real impression on you...or your forehead.
Secondly, the Lobo scope is simply inferior to at least a dozen or two alternatives that are on the market today. If you mount the base as a semi-permanent installation, it's simply going to be a bit of a nuisance to remove it...and you'll have to remove it, because that rail mount base won't work with anything but a Lobo, and I predict that the Lobo WILL break.
My counsel is to sell or save the scope for a .22 ( a T/C collector may buy it if it's in excellent shape ) and search for a Leupold or Burris 2 or 4X scope. Lots of base and ring mounts exist. On a Contender .44 Mag. I prefer a Weaver type and 3 rings, mounted as indicated above.
