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« Alginic Acid (Those weren't cherries) | Main | Methoxsalen (We knew the world would never be the same...) »

Meprobamate (Did you know they name tranquilizers after New Jersey towns?)

Category: Drugs
Posted on: July 17, 2007 8:37 PM, by Molecule of the Day

Before the benzodiazepines (like Valium) became ubiquitous, chemists discovered that a wide array of molecules could really zonk you out. Chemists found themselves in heady times. They were isolating single molecules that had profound CNS effects - methaqualone (Quaalude), chloral hydrate (which is actually pretty close to hooch, really), ethchlorvynol (Placidyl - Rehnquist took too much of this for too long - at one point, he insisted to a physician the CIA was plotting against him because of the side effects of chronic use), various barbiturates, and meprobamate (Miltown), the subject of today's entry.

# InChI=1/C9H18N2O4/c1-3-4-9(2,5-14-7(10)12)6-15-8(11)13/h3-6H2,1-2H3,(H2,10,12)(H2,11,13)<br />


Tranquilizers seemed like panaceas at the time - they weren't mysterious teas, elixirs, or alcoholic beverages. Our boffins were isolating clean single molecules! They couldn't be bad! Let's give them to people stuffering from emotional pain! from ennui! from being a housewife!


Of course, we quickly learned that tranquilizers of any stripe had their dangers and addictive potential. The benzodiazepines were relatively safe, predictable, and the class had a wide array of potency and half-lives - Halcion and Versed have T1/2s of two or three hours; Valium and Dalmane (or their active metabolites) have elimination half lives of up to 100-200 hours! For the most part, medicine settled on these.

Tolerance, dependence, withdrawal, and safety are still concerns (and the other drugs are still used, just less). Some newer nonbenzodiazepines are enjoying renewed attention - the class isn't necessarily the safest or best (or, more cynically, the class has been quite thoroughly patented and pharma has decided it's time to move on to greener pastures). See, for example, Ambien, which sold about $2B last year!


Still working on less-crappy images.

Comments

1

We know from Bhopal and methylisocyanate that carbamate formation is sufficently reversible in vivo to act as a long term source of human systemic toxicity. Meprobamate may then not be the most clever thing to do - especially if it readily penetrates the blood-brain-barrier.

The proper response to living in a toxic society is sedition not sedation. Support evolution - shoot back.

Posted by: Uncle Al | July 18, 2007 10:53 AM

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