For the fellow chemists - is there non 17α-alkylated Oxandrolone?

Elistheman

Member
Hello.

I was wondering why we do not see an injectable or more correctly non 17α-alkylated Oxandrolone? isnt it possible to synthesize it from DHT? and not from Mestanolone?
US06787659-20040907-D00001.png
 
I believe the point of the point of having that part of the molecule is so it can pass through the digestive system/liver and be absorbed. Without it the steroid would be destroyed.

That’s a very basic answer. But it’s in the back of my mind when I read the question.
 
I believe the point of the point of having that part of the molecule is so it can pass through the digestive system/liver and be absorbed. Without it the steroid would be destroyed.

That’s a very basic answer. But it’s in the back of my mind when I read the question.
Yes that is obvious and is not related to my question. I was asking if there's a derivative of oxandrolone which is not 17α-alkylated.
 
No UGL i am talking about literature, official chemical name? Did any lab try to produce it even? Why was the idea abandoned?

I am not aware of any pharmaceutical company trying this. I don't think they will try as Var seems to be easy on the liver and is primarily processed by the kidney with seemingly no I'll effect. No profit to be had there.
 
I am not aware of any pharmaceutical company trying this. I don't think they will try as Var seems to be easy on the liver and is primarily processed by the kidney with seemingly no I'll effect. No profit to be had there.
I think there's a missed opportunity here. What if we had derivatives for Winstrol or Anadrol which are not 17α-alkylated? Why no one is talking about this? This is a simple modification to these steroids that could easily yield a superior product (liver health wise).
 
I think there's a missed opportunity here. What if we had derivatives for Winstrol or Anadrol which are not 17α-alkylated? Why no one is talking about this? This is a simple modification to these steroids that could easily yield a superior product (liver health wise).

I definitely thinks so on the winstrol adrol side.
 
I think there's a missed opportunity here. What if we had derivatives for Winstrol or Anadrol which are not 17α-alkylated? Why no one is talking about this? This is a simple modification to these steroids that could easily yield a superior product (liver health wise).
Interesting thought brother
 
I think there's a missed opportunity here. What if we had derivatives for Winstrol or Anadrol which are not 17α-alkylated? Why no one is talking about this? This is a simple modification to these steroids that could easily yield a superior product (liver health wise).

Non methyl Winstrol was available as a "prohrmone". I even had some back in the day. Not sure if it was ever made into an injectable though. It has been scheduled I believe.

Stanozolol THP
 
Non methyl Winstrol was available as a "prohrmone". I even had some back in the day. Not sure if it was ever made into an injectable though. It has been scheduled I believe.

Stanozolol THP
Well, its not "non 17α-alkylated winstrol" just compare the structure, stanzolol has amines in it! which this PH does not have. Winstrol is the only steriod i know which has amines in it... too bad there's no known version which is not 17α-alkylated.
 
Well, its not "non 17α-alkylated winstrol" just compare the structure, stanzolol has amines in it! which this PH does not have. Winstrol is the only steriod i know which has amines in it... too bad there's no known version which is not 17α-alkylated.

There is. The one I linked.

"Stanozolol THP is the same compound as the illegal anabolic steroid stanozolol (Winstrol) except it is not 17aa methylated, and instead has a THP ether attached on the 17b position."
 
There is. The one I linked.

"Stanozolol THP is the same compound as the illegal anabolic steroid stanozolol (Winstrol) except it is not 17aa methylated, and instead has a THP ether attached on the 17b position."
Just because thats what is written does not mean that what the molecule represents. I am a chemist... lets take a look at what you linked.
upload_2020-2-10_20-34-35.png - this

compared to this:

250px-Stanozolol.svg.png


Wheres the amines?
unless they have used the wrong picture because in the name there's pyrazole (amine ring)... i guess that could be it.

regardless, there's no hydroxyl on the 17 carbon position but a ketone, so not exactly.
 
From what I understand, changing the methylation of a compound would drastically change how the compound acts in the body.

“Extension of the C17α alkyl chain longer than an ethyl group abolishes androgenic activity and converts the drug into an antiandrogen, as in topterone (17α-propyltestosterone) and allylestrenol(17α-allyl-3-deketo-19-nortestosterone) (an extended-chain variant of ethylestrenol). Conversely, replacement of the C17α alkyl group with an ethynyl group greatly reduces but does not abolish androgenic activity, as in ethisterone (17α-ethynyltestosterone) and norethisterone (17α-ethynyl-19-nortestosterone).[1] Similarly to extension of the C17α alkyl chain, extension of the C17α ethynyl chain abolishes androgenic activity, as with dimethisterone (6α,21-dimethylethisterone). Dienogest, which is antiandrogenic, features extension of the C17α chain in the form of a cyanomethyl group at the C17α position.”
 
From what I understand, changing the methylation of a compound would drastically change how the compound acts in the body.

“Extension of the C17α alkyl chain longer than an ethyl group abolishes androgenic activity and converts the drug into an antiandrogen, as in topterone (17α-propyltestosterone) and allylestrenol(17α-allyl-3-deketo-19-nortestosterone) (an extended-chain variant of ethylestrenol). Conversely, replacement of the C17α alkyl group with an ethynyl group greatly reduces but does not abolish androgenic activity, as in ethisterone (17α-ethynyltestosterone) and norethisterone (17α-ethynyl-19-nortestosterone).[1] Similarly to extension of the C17α alkyl chain, extension of the C17α ethynyl chain abolishes androgenic activity, as with dimethisterone (6α,21-dimethylethisterone). Dienogest, which is antiandrogenic, features extension of the C17α chain in the form of a cyanomethyl group at the C17α position.”
Yes but what i asked about is the removal of the methyl, extension of the chain makes is even more different then the 17 beta hydroxy-steroid it is currently, so this is not relevant. just thinking having these methylated steroids with only hydroxyl in the 17th carbon would make them more potent.
 
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Yes but what i asked about is the removal of the methyl, extension of the chain makes is even more different then the 17 beta hydroxy-steroid it is currently, so this is not relevant. just thinking having these methylated steroids with only hydroxyl in the 17th carbon would make them more potent.
What benefits would present themselves from the removal of this chain?
 
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