Cubane in Drugs?

[@meloney]

To bad this discovery was so late, otherwise we might have gotten another ones of Shulgins books, this time CiHKAL :)

[@GAFUKIS]

Lmfao cubanes I have known and loved

[@meloney]

@@GAFUKIS that would have been so great. In an alternate timeline maybe.

[@GAFUKIS]

@@meloney ikr!!! I have pikhal and its great, maybe cikhal would have been better 😂😂

[@meloney]

@GAFUKIS cubaned MDMA or Amphetamin. Damn might be even better with fewer side effects medically. I get prescribed amphetamine and I'd love to test cubephetamine

[@GAFUKIS]

@@meloney i get prescribed methylphenidate and would love to see cubylphenidate

[@C4pungMaster]

Great vid. It falls in quite nicely for me as more relaxing than "hardcore" science explanations or reading actual papers, but also not too meme-fied and lose all seriousness. Just the right amount of information and jokes imo.

[@chemistrycapital]

Thank you, that’s the goal I have for these videos!

[@barfbot]

agree its so helpful to get a lay of the land

[@AmaroqStarwind]

Now to find out if living organisms can synthesize cubic functional groups.

[@chemistrycapital]

That would be impressive 😂

[@markharder3676]

On which planet? 🎉

[@AmaroqStarwind]

@@markharder3676 Any planet.

[@Artyomi]

@@markharder3676Cube earth obviously

[@luckyblockfatality]

@@markharder3676you should see what some people are doing with yeast

[@NautsuJJR]

tiniest detail that I noticed was incorrect: naloxone has a hydroxyl group on carbon-14 (the carbon where the chiral hydrogen is highlighted) instead of a hydrogen. this is because without the hydroxyl group, most allylmorphines also function as k-opioid receptor agonists, which can cause problems with confusion, dysphoria and hallucinations.

[@chemistrycapital]

Ah this is true, I must have forgot to add it in when I copied the structure of morphine in ChemDraw, I will add a note in the description correcting this.

[@geekswithfeet9137]

You know what, turning a fentanyl OD into a salvia trip could have some utility in teaching value lessons

[@mvmusic8467]

@@geekswithfeet9137 Naloxone already throws you into precipitated withdrawals, thats already an eye opening spiritual experience without the need for kappa agonism on top.

[@alllove1754]

I've been waiting to see the cubane derivatives of phenethylamines.

[@meloney]

Waiting for cubephetamine.

[@alllove1754]

@@meloney yup.. and then the 3,4 mdcubylma that will happen

[@meloney]

@@alllove1754 i loved the first few times. Had (the not cube obvs) a few weeks ago for the first time in over 8 years. Didn't like it anymore at all:( Maybe the power of the cube will help.

[@marcrhoades9548]

Already on it ...

[@usedcars9521]

haven't we all...

[@Flesh_Wizard]

"I'm not like the other addicts, I only smoke cubic crack"

[@chemistrycapital]

😂

[@peterdinkler4950]

the new office stimulant sweeping the nation.

[@antifreeze-30degrees49]

What about cubic speed (Amphetamine. Amcubamine.)? And cubic meth (Methamphetamine. Methamcubamine.)? And cubic super speed (Ethylamphetamine. Ethylamcubamine.)?

[@pitchblack2983]

@@antifreeze-30degrees49Don‘t see why it wouldn‘t work

[@Yasmine-zk1ni]

@@antifreeze-30degrees49 my thoughts exactly. would it even be illegal though

[@nachocheese132]

I'm not a chemist and organic chemistry is as far as I've learned. This cubane stuff is fascinating

[@chemistrycapital]

Nice to see the content is interesting to non-chemists as well!

[@ChemicaLove]

thanks for posting the papers' links

[@chemistrycapital]

No problem!

[@hytago3338]

This is the video I have been waiting on!

[@chemistrycapital]

That’s amazing!

[@minddrug709]

Cubane is when you blast cocaine with high-volume of Nirvana’s music until it turns into this.

[@Deadsetmadlad]

Great pacing and visuals! Did not feel overwhelming to watch. You’re a great communicator. Subbed

[@chemistrycapital]

Thank you so much!

[@calvinhochberg5326]

I saw the drug structure on the thumbnail and my immediate thought was this wasn't cubane on cocaine but an opiate with cubane. I was not disappointed when I found they just added it to all kinds of drugs.

[@jonathonkane7638]

These med chem videos are perfectly structured and informative! I never thought of cubane as a bioisostere of benzene and id love to test this out on several of my projects!

[@jonathonkane7638]

The best part is they won’t have pi interactions with the aromatic residues!

[@chemistrycapital]

Thank you! glad to see they are reaching the right people

[@Chemicator]

Great explanation👍 the persistence of strained molecules like cubane, propellane and cyclopropane is very interesting in chemistry.

[@chemistrycapital]

Definitely, also BCP’s are a big thing med Chem right now

[@RomanBekker2022]

to be honest, cyclopropane isn't all that stable -- it was way too prone to produce a BIG BADABOOM in the operating room 🙂it was even more problematic in that regard than ether vapour or ethylene (can be compared to acetylene though) 🙂 this was the main reason why it was phased out as an anaesthetic other than BADABOOM, nausea and vomiting and adrenaline cardiosensibilization -- it was great in the sense that it, much like ether, had low toxicity, wide therapeutic margin, could be used in hemodynamically unstable, highly traumatized, volume depleted patients it also had the ability to provide EXCELLENT analgesia for looong hours after the surgery, much like ether vapor -- which greatly reduced the amount of opioids needed for postoperative analgesia

[@RomanBekker2022]

love the cubanized benzocaine version :) I think cubocaine would have much longer T1/2 in the body, so sucking a cubocaine / rafathricin tablet for sore throat would provide much longer local anaesthesia than its currently used benzocaine counterpart :)

[@chemistrycapital]

It’s funny that they actually refer to it as cubocaine in the paper

[@peterdinkler4950]

oh damn, they'll never let this see the light of day.

[@bigredinfinity3126]

Wow great video you definitly earned my subscription

[@chemistrycapital]

Thank you!

[@Kencohtman]

Great video lad 💪

[@chemistrycapital]

Thank you mate ❤️

[@benmcreynolds8581]

It'd be so interesting to see if a cubane derivative of an opioid medicine could help us discover new More balanced, therapeutic pain medicine options

[@bdnugget]

At 1:25 at the tribrominated ethyleneketal, I believe the bromines should all be on the alpha carbons, so one of them has two bromines on it.

[@chemistrycapital]

You are correct, I have included updated slides in the description

[@7stiano123]

Proposing a new compound and then creating it is some Tony stark stuff

[@chemistrycapital]

What amazes me the most is they had no idea if it could be made or if it was stable. At least with complex natural product synthesis you know that it is possible to make somehow, even if that’s through biosynthesis.

[@jerry3790]

Can’t wait for cubethylamines to become a thing.

[@chemistrycapital]

Haha, check my community posts…

[@eddywolton6397]

Cubane analogues of drugs are getting to be my favourite group of organic compounds, cubed dmt would be an epic sample to have

[@antifreeze-30degrees49]

Amcubamine, Methamcubamine, and Ethylamcubamine would be cool. Also, the cubane version of Selegiline, L-Deprenyl, D-Deprenyl, and racemic D, L-Deprenyl. Modafinil and Armodafinil is cool, and so are Flodafinil and Hydrafinil, so maybe cubane versions of them would be cool. There's also Propylhexedrine and Norpropylhexedrine. Stack Propylhexedrine with Quercetin (widens blood vessels) and Tropoflavin (neuroprotectant against excitotoxicity and neurotoxicity) would be good. Always stack stimulants with Tropoflavin.

[@mouhammeddaouayry]

Once again an amazing video.

[@chemistrycapital]

Thank you, glad you enjoyed it!

[@derenjoy3r]

ok now you have my sub

[@chemistrycapital]

Amazing

[@arvifox5170]

Amazing video on an amazing topic ❤

[@chemistrycapital]

Thank you!

[@Adam-l3f4f]

Far out what an epic story behind the original synthesis

[@chemistrycapital]

Must have been a relief when they finally completed the synthesis and realised it was stable 😂

[@bugabateinc971]

interesting, but tricky to synthesize

[@thenetgamer2]

Back to the watchlist I guess.

[@michaelhicks8603]

Hey man just want to say that this was a sick video.

[@chemistrycapital]

Thank you, many more to come :)

[@BrotherLuke2008]

cool video

[@jaimeortega4940]

Really cool!

[@chemistrycapital]

It is isn’t it!

[@douro20]

I'd like to see triflucuburon commercialised.

[@chemistrycapital]

Quite a few trifluorocubanes are commercially available!

[@douro20]

@@chemistrycapital I actually meant diflucuburon. It's the cubane analogue of the popular insecticide diflubenzuron and it's been found to be significantly more effective.

[@BrotherLuke2008]

hamilton morris needs to know about this :)

[@chemistrycapital]

Haha, hopefully one day he finds this channel :)

[@markharder3676]

Octanitrocubane go much boom boom. As I recall, det. velocity is about 10,000 m/sec.

[@Flesh_Wizard]

Octaazacubane is boomier. Detonation velocity estimated to be 15 km/sec.

[@cannack]

first time I saw the structure of adapalene, I was like *what the actual f* is this Cubanes are even more mysterious, an addictive rabbit hole. the potential for new energetics, perhaps a replacement for lead-azide type devices, or an advanced TNT/RDX/PETN replacement is promising.

[@chemistrycapital]

Yeah this is the other major area of research into cubanes and is also very interesting

[@Flesh_Wizard]

Octaazacubane. 8 nitrogens in a cube

[@noobyfromhell]

Cubanse when Civvie?!

[@MaybeTogether]

What would happen if we put cubane in caffeine?

[@eadantrimble4514]

Research chemical Pt2?

[@letzte_maahsname]

it would absolutely revitalize the scene with blanket bans. one can hope.

[@coledavidson5630]

Organic chemistry is pure gibberish to me but i still find these videos interesting lol

[@ShouldOfStudiedForTheTest]

Now imagine fighting against another level of ring strain and annelating cubane on benzene and heteroaromats.

[@chrisfrey6502]

you kinda ignored the detail, that Tom tried the sinthesis from houshold substances and hardware store ingridients... It is kind of not fair to compare the two

[@kitsumyr9752]

it sucks that cubane died early. he made really great music with Nirvana

[@graymie]

This is so fucking cool, thank you for posting

[@chemistrycapital]

Thank you for watching!

[@mrcrazyhair9230]

Interesting vid!

[@chemistrycapital]

Thank you!

[@_sh1123]

Thank you, quite interesting. A molecule for minecraft aficionados and lovers of the Art.

[@chemistrycapital]

Never thought about the fact it looks like a Minecraft block, but now I won’t be able to unsee this 😂

[@ezekielmulder1056]

This was a super cool video but my main question is how you pronounce methyl and allyl groups. I have always pronounce methyl rather than mEthyl. Is that common where ever you are from? Also I don’t mean to shame at all so if this is a line of questioning that uncomfortable, feel free to ignore me

[@chemistrycapital]

This is the English pronunciation which is different to the American pronunciation. “Amide” is also another chemistry word which is pronounced different.

[@remmymartinnn7092]

Kurt Cubane

[@chemistrycapital]

Honestly took me longer that I thought to get all the nirvana references which poor because I am a fan.

[@vitalic_drms]

thats cubane. mayne.

[@dsdy1205]

Cubane is nice, but what about tetrahedrane?

[@chemistrycapital]

Now that would be impressive

[@DR-54]

Could this perhaps be used to prevent the metabolism of dextromethorphan? DXM's most medically important uses, as what is basically a superdrug at this point, all share a similarity in that its metabolism needs to be inhibited. Specifically, dextrorphan (DXO) is typically unwanted besides niche uses for dissociative-anesthetic therapy akin to ketamine therapy. However, the other metabolites of DXM are wanted as they are neuroprotective and seem to help cancel out some of the possible negatives that DXM would otherwise have so perhaps it would be foolish to assume a cubane version of DXM would be able to have the same therapeutic success. However, it would likely limit abuse. Another interesting drug that could benefit from it is salvinorin A which has poor absorption due to its fast metabolism. It could help with making salvinorin analogs for use as a k-opioid receptor mediated anesthetic that are long lasting.

[@ichbintoll7128]

Nice vid

[@chemistrycapital]

Thank you!

[@cubee4108]

me fr

[@chemistrycapital]

Username checks out

[@CatboyChemicalSociety]

cubometh

[@wilinja]

i wasn't aware of the race of youtubers, do like Sams channel but didn't see his method. did however watch most of Tom's synthesis and considering his location both his lab/shed in the rural Australian outback idk but seems there was a slight advantage

[@chemistrycapital]

Yeah to be honest it wasn’t much of a race. In Sams first video on the topic he had already completed the synthesis of the di-acid.

[@lop2167]

I wanna try cubococaine

[@jaketonsbeek8884]

could it be used in opiods or benzos

[@chemistrycapital]

Did you not see the part about opioid antagonists?

[@WilliamGomez-ek7sd]

Disculpen, la locura es una droga o es un quimico que nace con el humano

[@schlomper]

My drug of choice is and always has been HIV medication.

[@chemistrycapital]

Interestingly one of the first uses of Cubane was in HIV medication

[@aloedg3191]

Cubetamine

[@AmielKefer]

Thanks for the Vidio it seved my ass in my final Presentation exsam culdn´d hav don it with aut it.

[@chemistrycapital]

No worries, glad I could help!

[@mihaleben6051]

What

[@rickydominguez813]

Looking for Tom’s comment 🌝

[@chemistrycapital]

Haha, that would be cool

[@trueKENTUCKY]

lmao 🤣 Cancer cure 1million dollar company

[@ManuDunno]

Tom caught an L. This is what you get for living somewhere where Christmas is in summer.

[@chemistrycapital]

😂