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I Like to Draw Pictures of Random Molecules

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Perhaps a shorter acting, less potent DOM (with 8 count 'em stereoisomers as shown).

2-(2-aminopropyl)-5-methyl-1,4-dioxocyclohexane.png
 
hey Nagelfar if you're serious about learning about this shit and don't wanna have to look for information scattered around everywhere on the internet (tiresome), i'd suggest you Khan Academy's organic chemistry course. it's pretty neat. if you want to go a little bit deeper / put some more effort on it too, then you can pick up an introductory book on organic chemistry such as Janice's one. you can find a PDF of it online. considering the amount of time you spend on this subject (drugs) i'd think it'd be a great thing for you to do, very rewarding: the more chapters you read, the deeper becomes your understanding and a lot of things you see start to make more and more sense. it's just so cool. it'll give you a more solid basis for your molecular ideas.

quick unrelated question: can benzoic acid crystals look like little tiny white needles?
 
^ Benzoic acid often crystallises to be colourless needles. As does very similar compounds - even aspirin can be fine colourless needles.

Dresden, they may be active but will be very rapidly metabolised and aldehydes are typically avoided because it's so reactive. In acidic conditions it's going to go one of two ways - Best case: disintegrate into CO2 and H2O, Worst case: The carbonyl carbon will be an easy site for nucleophiles.
The first has the fragile N-C-O moiety people were discussing earlier
 
The first has the very stable R-(C=O)-NH-R' amide functional group which is found all over the place, most notably in proteins and peptides. People were discussing aliphatic N-C-O's earlier. I thought amides were so commonly known to be stable not to need mention in the earlier discussion.
 
Dresden said:
Does that stop ephedrine?
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It's probably one of the reasons why ephedrine is required in higher molar concentrations than amphetamine, and why it has so much peripheral action but really not that much central activity.
 
Psychedelic Indoles alkaloids: Ibogaine:
Ibogaine is a psychedelic.[12] The experience of Ibogaine is broken down in two phases, the visionary phase and the introspection phase. The visionary phase has been described as oneirogenic, referring to the dreamlike nature of its psychedelic effects, and lasts for 4 to 6 hours. The second phase, the introspection phase, is responsible for the psychotherapeutic effects. It can allow people to conquer their fears and negative emotions. Ibogaine catalyzes an altered state of consciousness reminiscent of dreaming while fully conscious and aware so that memories, life experiences, and issues of trauma can be processed.[13]
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220px-Tabernanthe_iboga_bark_powder.jpg


220px-Ibogaine.svg.png


Design simpler :

14-methoxy-8-methyl-8%2C18-diazatetracyclo%5B9.7.0.0%C2%B2%2C%E2%81%B7.0%C2%B9%C2%B2%2C%C2%B9%E2%81%B7%5Doctadeca-1(11)%2C12%2C14%2C16-tetraene.png


would that retain MUCH of ibogaine activity (5HT2a/2c and 5HT3 agonist, mu, kappa, sigma opioid agonist, NMDA antagonsism and DAT inhibition among others?
 
disclaimer: wiki
As of 2009, ibogaine is unregulated in Canada[56][57] and Mexico.[5]


As of 2015 in the United Kingdom, ibogaine is not listed under the Misuse of Drugs Act and so is legal to possess, however distribution is illegal.[58][59]


Ibogaine is schedule I in Sweden.[60]


Ibogaine is classified as a Schedule I-controlled substance in the United States,[61] and is not approved there for addiction treatment (or any other therapeutic use) because of its hallucinogenic, neurotoxic, and cardiovascular side effects, as well as the scarcity of safety and efficacy data in human subjects.[62]


Ibogaine is illegal in Norway (as are all tryptamine derivatives).[63]


Ibogaine is unregulated in Germany, but for medical use it can be regulated by the pharmacy rules (AMG).


Ibogaine was gazetted in New Zealand in 2009 as a non-approved prescription medicine.[64]


On January 14, 2016, Ibogaine was legalized for prescription use in São Paulo, Brazil, with this legalization to extend to the rest of the country in a few months.[14]


In most other countries it remains unregulated and unlicensed.[65][66]
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I always wondered why there weren't any more ibogaine analogues. It's a very interesting area. I know some analogues have been developed, but they were made with a focus on the anti-addictive potential of ibogaine, and not the psychedelic.

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This one would be interesting to sample. If it was possible to synthesize, that is.

lsdana_zpsvjfnvfh0.jpg
 
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some people here always say that N-C-O in a molecule tends to be unstable. I cannot seem to find the reason why, will sombody enlighten me? :)
 
Oops, I just realised that I put an oxygen instead of nitrogen in the indole (5-MeO-DIBF style). It wasn't a mistake, just drew it a while ago, and missed that it was two ideas in one. Not that either idea was very original.

roi said:
Should be quite easy using phosphorus pentasulfide.
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Okay :) cool.
 
Bagseed said:
some people here always say that N-C-O in a molecule tends to be unstable. I cannot seem to find the reason why, will sombody enlighten me? :)
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That REALLY depends on the context.. :) N-C-O can exist in pretty different ways in a molecule, it's present in a peptide bond which is way stable and makes up proteins by linking amino acids. If it's terminal, as in an R-N-C-O (R being rest, X would often be halogen), then there are a few kinds depending on whether there are double or triple bonds and where. Then they are cyanates and isocyanates.

I think iirc what made someone or some people say something like that is when you e.g. have cyclic or polycyclic molecules and there is an N-C-O present but in particular in a R-C(NR'2)(OR")-R''' pattern called a hemiaminal ether.

120px-Hemiaminal_ether_aldehyde.svg.png


Like acetals, those are 'unstable' in that they exist not only in ring formation but also a ring-opened 'chain' formation. Carbohydrates (sugars) do that, too: they flop open and closed very fast and those states are in an equilibrium.

In the case of hemiaminals it's worse cause under a lot of conditions it collapses to the imine.
 
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DotChem said:
Psychedelic Indoles alkaloids: Ibogaine:


220px-Tabernanthe_iboga_bark_powder.jpg


220px-Ibogaine.svg.png


Design simpler :

14-methoxy-8-methyl-8%2C18-diazatetracyclo%5B9.7.0.0%C2%B2%2C%E2%81%B7.0%C2%B9%C2%B2%2C%C2%B9%E2%81%B7%5Doctadeca-1(11)%2C12%2C14%2C16-tetraene.png


would that retain MUCH of ibogaine activity (5HT2a/2c and 5HT3 agonist, mu, kappa, sigma opioid agonist, NMDA antagonsism and DAT inhibition among others?
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I would say not really. The thing separating ibogaine from say 5-Meo-DMT is of course the cyclic system and unconstraining the molecule as you have done results in the cyclohexane taken much out of its original plane. I'd say this would effect binding affinities of its many targets to an appreciable degree.
 
Bagseed said:
some people here always say that N-C-O in a molecule tends to be unstable. I cannot seem to find the reason why, will sombody enlighten me? :)
Click to expand...

A non-amide N-C-O is unstable for the same reason that acetals are unstable, as said above. The 2 substituents on the carbon pull electron density from it and make it susceptible to nucleophilic attack by even weak nucleophiles like water. The only way they would be stable is if they are cyclic (entropic stability) or if the carbon is sterically protected from nucleophiles.
 
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