Prototype Nutrition Ketoforce

Apr

30

New Steroid Sold as Supplement Part 2

By Patrick Arnold

If you read part one you know I am discussing the mystery steroid in the product known as “Super DMZ”.  I have to warn you, part 2 is going to be a little technical.  I will summarize what is important though in simple language at the end.

The ingredient is referred to most commonly as Ethylene Deltenone,and it is a readily available synthetic intermediate used in china for manufacture of some progesterone derivative drugs.  What it is, in organic chem speak, is the 3,3-ethylene ketal of estra-4,9-diene-3,17-dione.  Estra-4,9-diene-3,17-dione, as you may know, was a popular prohormone ingredient that was commonly (and somewhat erroneously) referred to as “tren”.  “Tren” was made a controlled substance (anabolic steroid) in 2010 as the result of an administrative act by the Department of Health and Human Services.

So what is a “ketal”?  A ketal is a derivative of a ketone.  Chemists use certain derivatives of ketones to protect them during synthesis procedures.  For instance they may want to change another part of the molecule using some reaction but they can’t do that without messing up the ketone.  So they first change the ketone into a derivative that is impervious to the procedure they want to perform on the other part of the molecule.  Then, after the reaction is completed, the protecting group is removed (hydrolyzed) and the ketone is reformed.  Examples of ketone protecting groups other than ketals are thioketals, acetals, oximes, semicarbazones, and many others.

[Note:  this topic of ketone protecting groups has ramifications that go beyond just this product, and I will be discussing that later].

Check out the structures below.  On the left is Ethylene Deltenone.  On the right is what happens when you hydrolyze the ketal protecting group in Ethylene Dienone.  You get “tren” (plus an equivalent of ethylene glycol).  You may be wondering why the double bonds in Ethylene Dienone are shifted to different postitions.  This is just something which commonly happens when ketals are formed from ketones with conjugated double bonds (alpha-enones).  I don’t recall the explanation for this nor would it serve us to explain it here if I did (since this article is already far too technical).


So this is the question.  We know that Ethylene Dienone is hydrolyzed by chemical means (acid does this readily).  But will it hydrolyze in a similar manner in the body?  I looked into this and I did find research on other steroid ethylene ketals.   This research indicated that  indeed ketals do readily hydrolyze in the body back to ketones (perhaps via enzymes).  The second question is whether or not the double bond isomerization back to 4,9 will occur with in-vivo hydrolysis.  This I am not entirely sure about.  It may not.  Acid may be required to catalyze this double bond shift and it is possible that in-vivo hydrolysis lacks this acid component.  In that case you would be left with the double bonds in the 5(10),9(11) configuration – which is a configuration that I doubt is associated with much physiological activity.

What do we have here?

What we have here is (possibly) a “tren” pro-drug – a chemical derivative of “tren” that might convert to “tren” in the body.  But didn’t they ban all chemical pro-drug derivatives with the latest update to the anabolic steroid control act back in 2010?  Actually they didn’t.  And although I didn’t say anything about it at the time I had to shake my head in disbelief when I read the provision in that law where they thought they were covering their assess by making all hydrolyzable chemical derivatives of AAS illegal.  I shook my head because they only covered derivatives of alcohol groups – specifically esters and ethers.  They completely neglected the whole slew of ketone derivative possibilities.  I always thought in the back of my mind that someday someone would figure this out and make a ketal or hydrazine or whatever of a controlled steroid.  Finally it appears someone has done just that (although I doubt IronMagLabs did this intentionally – rather I think they just stumbled into this).

Bottom line then is that this is the first ketone derivative of a controlled anabolic steroid to hit the market.  Whether it fully converts into its original compound via double bond isomerization in-vivo is still up for debate.  But this whole situation is much larger than “super dmz” because now that this has been done, and I have shined a big search light on it, we may expect to see nandrolone 3-oxime, or dihydrotestosterone-3,3-dimethyl acetal, or trenbolone-3-semicarbazone – all easily synthesized derivatives of controlled anabolic steroids that can slip through yet another loophole due to an inexplicable oversight by legislators.

When will this silliness end?

13 Responses so far

I need to correct myself. mestanolone 3-oxime was sold as a steroid product on the grey market before. Also dimethazine is a superdrol ketone derivative however superdrol is not a controlled substance

Wouldn’t gastric acid hydroloyze the ketal off?

I was going to mention possible hydrolysis in the stomach but the fact that steroids are water insoluble they really shouldnt interact with the acid enough for that to happen. emulsification occurs in the small intestine which exposes more of the steroid to the aqueous environment, however the ph in the small intestine is too high to cleave the ketal

Apparently isomerization in this case only occurs based on the strength of the acid. For example, a weaker acid such as oxalic acid does not move the double bond in this reaction.–>
http://img443.imageshack.us/img443/690/isomerizationofdoublebo.png

A stronger acid however would likely isomerize double bonds readily upon ketal removal. However, this is not my area of expertise so I could be wrong.

You probably are right chemika. In fact its well known that oxalic acid hydrolysis of 3-Methoxyestra-2,5(10)-dien-17-one (a nandrolone intermediate) with oxalic acid yields the 5(10) isomer of norandrostenedione, while HCl yields 4-norandrostenedione. I imagine the same reaction kinetics probably take place with ketal hydrolysis

So I’m wondering, is the FDA likely to add another specific delineation to their schedule, listing any substance that uses a ketone conversion as described here to yield an anabolically-active hormone in the body (and possibly leaving yet another loophole for something else?), or will they try to use some catch-all wording to ban *any* substance that might have even the remotest possibility of conversion through any means known or unknown, thus giving themselves massive leeway in cracking down on pretty much anything they want?

the fda has nothing to do with the scheduling of anabolic steroids. to add a new provision such as a ketone derivative catch phrase i believe would take an actual act of congress. OTOH, specific substances can be added to the list through an administrative action by the department of HHS, but even that is not a streamlined process.

so the way the govt is going after these products is not by scheduling them as controlled but rather by enforcing more esoteric FDA laws

So Pat, how long do you give Super DMZ before the government decides to enforce one of its more esoteric FDA laws on it?

the FDA could come after IML for any one of a dozen or so of their products at any time.

Isn’t that what happened to KiloSports? (and others, I’m sure)

None of these compounds are DSHEA compliant in terms of naturally occurring, correct? So isn’t their legality moot?

I realize due to how long since this was posted that my comment/question may not get any attention …but, may I ask, Patrick, what do you think of this compound? Is it anabolic and is it safe? In other words does it work?

I have this lingering feeling that Super DMZ screwed up my eye sight. With the first Super DMZ product, I bought/used all their recommended upsale products. I didn’t have any side effects. After waiting months to buy more, this time I bought Super DMZ 2.0 without the their recommended upsale product stack. I noticed after finishing a cycle of Super DMZ 2.0, I started seeing a blank of color interference, which was only extremely noticeable at night. It’s been over a year now and it’s getting worse. I didn’t purchase the recommended upsale products the second time around because it was expensive and if it were actually that harmful, they should of made it a requirement instead of an option or recommendation. I had figured a clean diet while only on Super DMZ 2.0 would be all that’s required.

I can no longer live with it and have scheduled an appointment with a neurologist on December 5th. I haven’t had any luck finding anyone with these claims online.

Do you the chemicals in Super DMZ or Super DMZ 2.0 could have caused this vision problem?

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