Placidyl (Rehnquist relaxant)

Last week it was revealed that for just about the entire 1970's, former SCOTUS chief justice Rehnquist was taking Placidyl. This is too long by any measure - it's been unavailable in the States for almost a decade (due to better alternative supplanting it), and even when it was available, it was thought to be less-than-prudent to prescribe it for more than a week. Further, he was taking about triple the recommended dose. He went through some ugly withdrawal symptoms, in one case insisting that the CIA was plotting against him.

# InChI: InChI=1/C7H9ClO/c1-3-7(9,4-2)5-6-8/h1,5-6,9H,4H2,2H3/b6-5+

It is hard to overstate the importance of the benzodiazepines in modern medicine. Xanax, Valium, Rohypnol, Klonopin - they are all benzodiazepines, and they are the "minor tranquilizers" you see all the time now. Not to say they're completely safe, but they have side effect profiles we're a bit better at predicting than some of the stuff we were taking as recently as 20 or 30 years ago.

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For a better idea of how the bond angles look, here is an energy-minimized structure of windowpane (4.4.4.4). Notice how it's (nearly) planar.
This might not apply to a lot of the readers, but I think a decent subset might find it important. As you know, it's not so easy to search for chemical information. With most search engines, you're limited to the tags associated with the document or (more often) the text within the document.
Like cubane, windowpane (also named "[4.4.4.4]fenestrane" for the Latin for window) is another of those compounds people like because it looks like something anthropomorphic, with clean right angles (in contrast to the bulk of molecules, which assume their bond angles with little regard for what
Pyridines and thiols are two of the stinkiest kinds of compounds you can come across in chemistry. You'd think if you put them together in a molecule, you'd have something nasty. Oddly, you don't:

Hallucinatory paranoia is rational acceptance of a toxic society. The very bestest psychopharmaceutical remediation is Paxil. Not only does it rapidly transform an 85-year old whining bitch into a maleable semi-vegetable, it is intensely addictive. Lil' Miss Sweetness and Light will stay that way, beg to stay that way, "gimme the pill!"

Next best are lipophilic statin cholesterol anti-anabolites. Brain white matter is 30 wt-% cholesterol. Leach neuron-insulating non-saponifiable lipid from the skull and transform every fascist capitalist Baby Boomer into a drooling socialist Alzheimer-Democrat. Pelosinate America!

It's hard to beleive that he wasn't being poisoned by an actual plot -- a consipiracy of one (his doctor). Even then long term usage of the drug was contraindicated.