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I Like to Draw Pictures of Random Molecules

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As a matter of fact I think both benzoxazole and benzoxazoline analogues would be fairly obtainable synthetically.
 
dvM86.jpg


Could someone who knows how the acetyloxy would break-down in vivo discern whether this would be destructive to receptor neurons or just a BBB penetrative delivery system for the parent exogenous copy of DA that forms its backbone?

GX9F4.jpg


What about this?
 
neurotic said:
abab.png


kinda obvious though

in Nichols' furan analogues of MDA paper it was stated that a oxygen in the meta position was required for catecholaminergic activity. 6-APDB had a close pharmacological profile to MDA while 5-APDB was mostly a serotoning releasing agent. makes sense too when compared to 6- and 5-APB reports (6 being stimmy and 5 not)
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That's an analog of 5-IT. 5-IT is some epic stuff. And your analog would most certainly be active.
 
If only it existed? When I looked up "benzoxazole" and "benzoxazoline," I got the same structure, although from taking heterocyclic chemistry, I would imagine "benzoxazoline" to be saturated with respect to the 5-membered ring.

benzoxazole.png


Did some more searching, and if Google can't find "benzoxazoline," I think it's safe to say it doesn't exist, guys.
 
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Perhaps "benzoxazoline" is not the official IUPAC name for 2,3-dihydro-1,3-benzoxazole, I don't think indoline is a proper IUPAC name either, yet it's fairly easy to obtain it from indole with good yields according to one paper, so I see no reason why you couldn't simply reduce benzoxazole to benzoxazoline in the analogous way. I can't find anything on it either and it makes me wondering if benzoxazole could differ so much electronically from indole that it can't be reduced that way. It's weird if nobody tried that yet.
 
Yeah i don't know if it's the IUPAC name I just followed the reasoning oxazole/oxazoline/oxazolidine. I know that benzoxazolinone exists though, if that says anything. It's not synthed from benzoxazoline tho

As i said if the oxazoline is not possible there still is the oxazole
 
Certainly there should be no problem with benzoxazole analogues and electronically they'd be between MDA and 6-APB, so one could suspect they may be worthwhile. But it just got me wondering how it is possible, with such sophisticated methods employed in heterocyclic synthesis that one could easily devote their whole career to research it, that plain benzoxazoline wasn't synthesized yet. I know it's not the forum to discuss synthesis, but if nobody finds any reference for it, I'll try finding some info in a couple of weeks.
 
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Hemiaminals derived from primary amines are generally unstable just like gem-diols and hemiacetals aren't stable either, however, acetals are fairly stable compounds, stable enough to be isolated and used as protecting groups. 1,3-benzodioxole is an exceptionally stable acetal, 1,3-benzoxazoline could be stable enough as well even though it can be seen as a derivative of a primary aromatic amine. Compounds like 1,3-oxazolidine and derivatives are often seen functionalized at the nitrogen atom and the carbon atom between N & O atoms and I guess it's due to stability issues. I'm not really sure, perhaps benzoxazoline is indeed too unstable to be isolated.:\

EDIT: never mind... 8)
 
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A guy at blacklight told me about this rule; it's funny no one mentioned it in college explicitly.
 
Molecular_Man said:
It is not testosterone inspired.. It is nandrolone inspired. The A steroid ring is nor. It lacks a methyl-group.

Anyway this is fabulous!

If it can be aromatized into an estrogen, then it gives 4-Hydroxyamphetamine !
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Yeah, I knew it was some kind of androgen inspired. Probably has to be taken every day for the full anabolic effects. Should be great for sex!!! (If you're a man.)
 
You don't really learn chemistry through remembering simple rules, although they can be sometimes useful, because very often they just fail to work or you end up needing to remember so many rules that it takes much more time to do so than to understand what's happening. I gave you an example of 1,3-benzodioxole which might be seen as an acetal of catechol and formaldehyde (however, there is no equilibrium here between 1,3-benzodioxole and catechol+formaldehyde), the electron density from the ring must have a lot to do with the relative stability of the methylenedioxy bridge which survives under pretty rough conditions. Also, the formation of 1,3-benzodioxole from catechol is not as straightforward as mixing catechol with formaldehyde under acidic conditions. What I'm trying to say is that 1,3-benzoxazoline by analogy is not a plain hemiaminal ether either. You can't predict the properties of a molecule cutting a chain of atoms out of it and ignoring the rest.

I'm not saying it would be a stable compound for sure, I'm just saying you can't rule out the possibility that it's actually stable just because "aliphatic N-C-O is not allowed". It's actually not true at all, you can put various substituents on different atoms and you'd have compounds stable enough to be isolated and used as substrates.

The best way to find out would be to simply synthesize it unless it had actually been done already, but for some reason the results are stuck in some forgotten paper. 8)
 
Thanks for the lecture, but I already have a degree in chemistry and am well aware of 1,3-benzodioxole's rare 2nd order aromaticity.

Anyway, pass the...

2-amino-1-(1-oxo-cyclohex-2-ene-4-yl)-propane.png
 
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Thanks for the lecture, but I already have a degree in chemistry and am well aware of 1,3-benzodioxole's rare 2nd order aromaticity.
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I didn't mean to lecture you, I tend to get excited about new stuff, especially when it's related to my field of interest. Perhaps I wanted to provoke some discussion, but I'm sorry if you felt offended by my over-excitation.
 
So, here it is:

KTVH5gx.png


It has the TMA-4 positional groupings but the 2-CL...it just doesn't fit. I can't make heads or tails of it. Please give me every bit of info you can scour for this one as I will likely be trying it next week. Why 2? It makes no sense. The 5 I understand but then the 3 pulls it back even further. Oh and did I mention? It's attached at the amine to Theophylline (well, a very close derivative). Is there anything that could go seriously wrong is my main question, if not, what's the likelihood of it actually being active and if you could scavenge a guess, what dose? (I'll be going from 1ug anyway but it's nice to know a rough figure. I was thinking something like 5-10mg but could be way higher/lower. I have no idea!)

Thanks in advance.
 
Not yet but it will be soon. There are 4 prototypes at the moment. Two displaying that orientation and two that are DOx. I am that guinea pig. I've been one many times before and this seems like it could be a boom or bust situation, plus it's already in transit and retailers are starting to get interested. If I don't then it could be a while to find another willing participant and even more time til it's on the market (if it's a boom then the sooner the better IMO).

Anyway I've always had a sort of...appeal to dangerous drugs (i.e MPPP, PMA, AFA (I actually coined this abbreviation, being the first to perform a full evaluation), Bromo etc) so guinea pigging is just another thing for me but this orientation, I just don't get. I'm sure there's no serious side effects as TMA-4 was pretty well handled, there are no real ties to neurotoxins like TMA-2 and it's attached to tea for christ's sakes but I just need to know if there is a slight chance it could turn sour.

If it looks all well and good then I'd still like to know just a little bit more about the compound from an advanced position, rather than my meagre pharmacological knowledge (I know the basics but I'm no chemist...yet!). Also it was designed by a fairly good chemist, unfortunately no information has been handed down to me apart from the IUPAC.

In all honesty I wasn't even planning on posting here, I was just going to titrate up and see what happened but it dawned on me that I need just a little background, apart from TMA-4 of course! The DOx are likely to be winners of course, also MDPEA-NBOMe is on the cards, although I wish it were TMDA or MDCBA (or TCB-MDA!). /That/ sounds very fun!

So, does anyone have advice?
 
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