• N&PD Moderators: Skorpio | thegreenhand

Rectify's molecular poetry thread

1-(3,4,5-trinitrosooxyphenyl)-2-aminoethane.png


DUSTIN HOFFMAN

The same trick can also be applied to the whole gamut by swapping the AcO with a nitrite and inhaling the fumes. I have felt DUSTIN before but it's such a sleazy, concupiscent, and tawdry thing to do to the base, angelic mescaline base. Stuporific, smelly, sordid, dark and with unmistakeable soft edges of sensuality and even eroticism, and magnificent face visuals coming out of the woodwork. NEVER drink an inhalant popper! Just smell.
 
1. Give KILLER WEED some longer tail and it can be active.

No tail and no effect, short tail and it become antagonist, long enough tail it may turn partial agonist!

2. I personally dont like the acetoxysphetamines... esp when it doesnt cleave and make it to CNS then cleave there.
Hydroxyamps can be very neurotoxic, see how cleaved MDMA oxidative damage mechanism is, and also see 6-hydroxydopamine which is a tool to selectively kill DA/NE neurons
 
1-(6-methylpyridin-3-yl)-1-oxo-2-methylaminopropane.png


ATLAS

Not Everyone Can Carry The Weight Of The World

1-(morpholin-3-yl)-1-carbomethoxy-1-(2,4,6-trimethoxyphenyl)methane.png


PEGASUS

1-(3,4-dibromophenyl)-1-methoxy-2-methylaminopropane.png


DANCING BEAR

1-carbomethoxy-1-(4-bromo-2,5-dimethoxyphenyl)-2-aminopropane.png


BERSERK
 
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DRINK poppers? only you would be that fucking stupid dresden. Christ bloody wept!

And as for that trinitrosylated thing, that doesn't look too healthy.
 
N-benzylmorpholine.png


FITZ

N-benzylmorpholine, predicted 'functional' stimulant.

Edit: I think what I just posted is wrong. The N should be distal to the benzyl to have activity?

Yeah, one of my friends drank some because he didn't know what they were. He bought said mystery product at a head shop in Texas, and the box said, "Drink Me!"
 
I in the past predict it would be active too, but after trial it isn’t! (tried)
 
Have you ever tried

1-phenyl-1-carbomethoxy-1-(morpholine-5-yl)methane.png


which I guess could be called 4-oxa-MPH or morpholinyl-MPH, where MPH = methylphenidate, of course?
 
I havnt, interesting albeit a report (somewhere in bluelight) said it is inactive also, which idk why.

Interestingly, the MPH without nitrogen, just a cyclohexane, is reported to be active, but weak.
Say interreting because it is a DARI without an amine. Similary the cocaine with C replacing N is also somewhat (very weakly) active too.

Try overlaying MPH to coke, and see where links where (in 3D ofc)
 
Rather than benzylmorpholine, IMO benzhydrylmorpholine would have much more chance of being active, with the morpholine nitrogen being one carbon away from the connection of the morpholine ring carbon to the benzhydryl bridging carbon. It'd be pretty close to desoxypipradrol in structure, Perhaps shorter acting due to the ether bridge in the morpholine ring.
 
1-cyclohexyl-1-(1-piperazinyl)methane.png


ED(WARD)

Predicted functional stim, Take Two.

Say It Ain't So. Your Drug Is A Heartbreaker--Weezer.

1-(3,4,5-trichlorophenyl)-2-aminopropane.png


SHIVA
3,4,5-trichloroamphetamine.hcl

Fraid So.
It Is Absolutely Bizarre.

But I'm Also

1-dimethylamino-2-(indol-3-yl)ethane.png


The Holy Spirit

And

1-phenyl-2-aminopropane.png


AMP

Those Who Persecute The Holy Ghost Will Not Be Forgiven

You Have Been Warned.
 
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Dresden, you know that methylester group in MPH is an isostere for phenyl, right?
It just make the duration much shorter so that it can be marketed...
Also, the NH on MPH overlays NMe of cocoaine.
 
Carbomethoxy esters *may* be bioisosteric with phenyl groups, but they also add a wonderful fruity highish flavor and keep the molecule from lasting an eternity.

And Even With All My Logic And My Theory, I Add A Motherfucker So You Ignant Niggas Hear Me

^--not direct at you or anyone in particular for that matter, Pomzazed

Bioassaying

1-carbomethoxy-2-aminopropane.png


would be a sure way to test your hypothesis, yes?

The Best Thing About Being A Titan Is That, In The Final Analysis, We Are Completely Unstoppable.--Prometheus. August 30th, 2018 AD.
 
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Lol you are so fast to grab that idea. I chuckle alot at above molecule, interesting!

- Well you are correct about *may*; as each isostere is applicable to some class of cmpd only, not one rule fit all and repleaceable for all.

- methanolysis of 2-methylpyrolidone to get that pdt huh? I guess the reversible reaction is true and favoured even in storage, as that NH2 is very nucleophilic and 5-mem ring is such favoured kinetically and somewhat favoured thermodynamically

Edit:
Stealing Dresden's idea...

RUBChEE.png

HUZZAH
 
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Haha, that's funny. Huzzah!

The 4-chloroamphetamines:

4-chloroamphetamine

HILLARY RODHAM CLINTON

4-chloromethamphetamine

JAY "PEPSI" MARTIN

N-ethyl-4-chloroamphetamine

SWEET "JANE" MARTIN

Werd to mutha, I really don't care if these give you brain damage or not. If you don't want your brain, which has intrinsic plasticity, to evolve (or 'change') over time, then don't take psychotropic medications at all, including prescription antidepressants for example!

HILLARY showed up in pressed "Diablo XXX" pills and was compared with the very best of MDMA rolls!
 
You've ALREADY posted the whole gamut of ring-trihalogenated versions of various amphetamines. What is the point in posting the same things multiple times?

Oh, and for a whole load of this crap (admittedly you seem to actually be putting effort into coming up with things with a reason, or at least, intended reasoning, behind them now, which is good), there is no logic or wisdom behind it. There is a lot of just drawing pictures, giving them some ridiculous name and a load of utter bollocks about deities. That is pointless in the extreme, serving nobody, not us, and not you either. Thats just garbage, all that fucking horse-shit about deities.) And it certainly ain't current IUPAC, unless they have DRASTICALLY changed their system within the time this post first started.

And the para-haloamphetamines, dresden, with the exclusion of fluorine, aren't just bad for people, they are blatant neurotoxins. And they are used via microinjection into brain regions in animal studies, to cause permanent lesions of the serotonergic pathways targeted. Not just nasty, but outright poisons.

And whoever released PCA on the RC market needs to have a broken chair stuffed up their arse. Diagonally.

PCA at one point was IIRC released by big pharma as an antidepressant candidate, until it was found out the non-fluoro para-halogenated amphetamines (with no other substitution, E.g the likes of 2C-C. DOC, DOB, DOI etc.) were dangerous and long-term neurotoxins. They would probably also cause severe, lasting depression/crashes given the para-halo (excl. F) amphetamines cause a massive drop in serotonin production. Downright unpleasant little fuckers, and none of them should ever see the light of day outside of a lab (and IMO I find it pretty fucking disgusting they ever see the light of day *IN* one, at least in animal studies, its sick and twisted. Should stay as reference standards and possibly precursors) but otherwise, thats some sick, sick shit in my book. Yes, I realise why animal research is done, doesn't mean I have to like or agree with it)

Also, be aware of the existence of what are known as pseudohalogens, bioisosteres and often chemically resembling halogens, such as cyano, nitro groups, thiocyanato, pentafluorosulfanyl amongst others. Azide would be another, but you don't ever want an azido group on a drug of recreational intent, azido groups are unstable and make invariably for covalent, irreversibly binding ligands, splitting off N2 to form an amine. Can be useful in syntheses to produce amines (with care for azides are toxic, inhibiting the electron transport chain, like cyanide anion does, and those used in synthesis, usually sodium azide, NaN3, or other alkali metal azides, are somewhat explosive, and sensitive in the solid state, although they deflagrate rather than detonate (I.e burn fast, lots of hot expanding gases produced, they use sodium azide in car airbag charges, along with additives to mop up the sodium metal that is also liberated during a car crash when the charge goes off to inflate the airbag), going off as gunpowder does, rather than as a high explosive (I.e brisant, detonating not due to a fuel-oxidizer mix,the molecule of high-explosive flying apart releasing the large amounts of chemically stored energy, detonating, at a far higher speed than a deflagrating fuel-oxidizer 'low explosive' like gunpowder or flash powders.)

So things like para-nitroamphetamine, para-cyanoamphetamine would almost certainly be serotonergic neurotoxins where placed in the para-position of an otherwise unsubstituted (on the ring) amphetamine. Possibly any highly electron-withdrawing functional group para to the alkylamino sidechain if the phenyl ring bears otherwise only hydrogen; I certainly wouldn't be taking any of them,

Which isn't to say you want either to happen. This holds true only for alkali metal and quite likely alkaline earth metal azides. Heavy metal azide salts like lead azide are sensitive, impact-sensitive, friction-sensitive etc. high explosives, very sensitive, known as primary explosives, lead azide having been used like mercury fulminate has, in the primers of gun cartridges that are located in the back of the round and which are impacted by the firing pin or hammer of the firearm, heavy metal azides, as well as IIRC transition metal azides are sensitive primary high explosives. As well as being toxic of course.

Hydrazoic acid itself is unstable. Not so unstable as not to exist, but its a sensitive explosive, and in all but dilute solutions it is highly explosive. I kinda think of it as 'hydrogen cyanide/hydrocyanic acid that explodes too'. Also more difficult to treat cases of poisoning than with cyanides. In the case of cyanide poisoning it is possible to treat it, first with an inhaled alkyl nitrite, to keep you alive long enough to administer the rest of the antidote, consisting of intravenous sodium nitrite (not nitrate, nitrIte) then thiosulfate, the nitrites convert haemoglobin to methhaemoglobin, disrupting the ability of cyanide anion to bind to haemoglobin's iron center (CN- has great siderophilic tendencies, a huge affinity for iron depending on the oxidation state of the iron), and then the cyanide is mopped up by thiosulfate, which is converted to thiocyanate and excreted. vitamin B12, as the hydroxocobalamin form is also used (B12 has several forms, including hydroxocobalamin and cyanocobalamin).

The thiocyanate, unlike cyanide, can be dialyzed, too, helping the body to get rid of it, although it is nowhere NEAR as toxic as cyanide.

Granted in cases of cyanide poisoning, treatment has to be extremely rapid, given how rapidly cyanide can poison someone fatally, but in the case of poisoning by azide, it can't be treated with a cyanokit,despite its also borking up the electron transport chain and inhibiting cellular respiration, azide poisoning is far more difficult to treat.


Talking of bioisosteres Pomzazed, can you perhaps point me towards any books on the subject, either that you know of download links for, or that I can grab with sci-hub or LibGen?
I'm very interested indeed on this subject, what can pose as a bioisostere for what, and especially with your mentioning that some groups only act as bioisoteres for other groups within certain specific contexts. I'd like to learn more about both, both bioisosteres in general, and what the limits are, where something one would think to be a bioisostere for a functional group, would in fact, in a specific context, not in fact, do so.
 
Talking of bioisosteres Pomzazed, can you perhaps point me towards any books on the subject, either that you know of download links for, or that I can grab with sci-hub or LibGen?
I'm very interested indeed on this subject, what can pose as a bioisostere for what, and especially with your mentioning that some groups only act as bioisoteres for other groups within certain specific contexts. I'd like to learn more about both, both bioisosteres in general, and what the limits are, where something one would think to be a bioisostere for a functional group, would in fact, in a specific context, not in fact, do so.

You might find the following documents worth a look:

Comprehensive Medicinal Chemistry II, Volume 2, Chapter 16 (Bioisosterism) (2007)

Fluorine and Fluorinated Motifs in the Design and Application of Bioisosteres for Drug Design (J. Med. Chem. 2018 )

An interesting bioisostere which I saw mention of in a recent synthetic methodology paper is the replacement of a carbonyl with a gem-difluoroalkene moeity. It could be potentially used to modify cathinones:

1%2C1-difluoro-2-phenyl-2-(1-aminoethyl)ethene.png
 
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@Limpet
I dont really have a book, mostly using collective experiences. The link provided by SJP are great.

Basically, what is needed is
- mode of binding (what interaction is for the position)
- pocket volume
- special preferences inside the pocket (like electron density in specific posiiton)

Most of these info can be approximated from studied SAR (or better QSAR) of each class of compounds.

For example, cannabinoids, (ref THC) the has 3 different preferences of hydrophobic pockets
- the phenol part binds via pi stacking, so replacing it with things without p orbital dont work
- the terpene part binds via hydrophobic interactn, but “likes” some pi stacking, so replacing it with naphthalene works (like in JWH018); but replacing it with no p orbital hydrophobe bulk like adamantyl will also work
- the tail part binds via hydrophobe but dont like pi stack, etc

So that determines isostere that can be used at each posi.

@SJP
Nice readings up there! Appreciate it.
Also, that difluoroene part can replace carbonyl in many cases
 
You've ALREADY posted the whole gamut of ring-trihalogenated versions of various amphetamines. What is the point in posting the same things multiple times?

Oh, and for a whole load of this crap (admittedly you seem to actually be putting effort into coming up with things with a reason, or at least, intended reasoning, behind them now, which is good), there is no logic or wisdom behind it. There is a lot of just drawing pictures, giving them some ridiculous name and a load of utter bollocks about deities. That is pointless in the extreme, serving nobody, not us, and not you either. Thats just garbage, all that fucking horse-shit about deities.) And it certainly ain't current IUPAC, unless they have DRASTICALLY changed their system within the time this post first started.

And the para-haloamphetamines, dresden, with the exclusion of fluorine, aren't just bad for people, they are blatant neurotoxins. And they are used via microinjection into brain regions in animal studies, to cause permanent lesions of the serotonergic pathways targeted. Not just nasty, but outright poisons.

And whoever released PCA on the RC market needs to have a broken chair stuffed up their arse. Diagonally.

PCA at one point was IIRC released by big pharma as an antidepressant candidate, until it was found out the non-fluoro para-halogenated amphetamines (with no other substitution, E.g the likes of 2C-C. DOC, DOB, DOI etc.) were dangerous and long-term neurotoxins. They would probably also cause severe, lasting depression/crashes given the para-halo (excl. F) amphetamines cause a massive drop in serotonin production. Downright unpleasant little fuckers, and none of them should ever see the light of day outside of a lab (and IMO I find it pretty fucking disgusting they ever see the light of day *IN* one, at least in animal studies, its sick and twisted. Should stay as reference standards and possibly precursors) but otherwise, thats some sick, sick shit in my book. Yes, I realise why animal research is done, doesn't mean I have to like or agree with it)

Also, be aware of the existence of what are known as pseudohalogens, bioisosteres and often chemically resembling halogens, such as cyano, nitro groups, thiocyanato, pentafluorosulfanyl amongst others. Azide would be another, but you don't ever want an azido group on a drug of recreational intent, azido groups are unstable and make invariably for covalent, irreversibly binding ligands, splitting off N2 to form an amine. Can be useful in syntheses to produce amines (with care for azides are toxic, inhibiting the electron transport chain, like cyanide anion does, and those used in synthesis, usually sodium azide, NaN3, or other alkali metal azides, are somewhat explosive, and sensitive in the solid state, although they deflagrate rather than detonate (I.e burn fast, lots of hot expanding gases produced, they use sodium azide in car airbag charges, along with additives to mop up the sodium metal that is also liberated during a car crash when the charge goes off to inflate the airbag), going off as gunpowder does, rather than as a high explosive (I.e brisant, detonating not due to a fuel-oxidizer mix,the molecule of high-explosive flying apart releasing the large amounts of chemically stored energy, detonating, at a far higher speed than a deflagrating fuel-oxidizer 'low explosive' like gunpowder or flash powders.)

So things like para-nitroamphetamine, para-cyanoamphetamine would almost certainly be serotonergic neurotoxins where placed in the para-position of an otherwise unsubstituted (on the ring) amphetamine. Possibly any highly electron-withdrawing functional group para to the alkylamino sidechain if the phenyl ring bears otherwise only hydrogen; I certainly wouldn't be taking any of them,

Which isn't to say you want either to happen. This holds true only for alkali metal and quite likely alkaline earth metal azides. Heavy metal azide salts like lead azide are sensitive, impact-sensitive, friction-sensitive etc. high explosives, very sensitive, known as primary explosives, lead azide having been used like mercury fulminate has, in the primers of gun cartridges that are located in the back of the round and which are impacted by the firing pin or hammer of the firearm, heavy metal azides, as well as IIRC transition metal azides are sensitive primary high explosives. As well as being toxic of course.

Hydrazoic acid itself is unstable. Not so unstable as not to exist, but its a sensitive explosive, and in all but dilute solutions it is highly explosive. I kinda think of it as 'hydrogen cyanide/hydrocyanic acid that explodes too'. Also more difficult to treat cases of poisoning than with cyanides. In the case of cyanide poisoning it is possible to treat it, first with an inhaled alkyl nitrite, to keep you alive long enough to administer the rest of the antidote, consisting of intravenous sodium nitrite (not nitrate, nitrIte) then thiosulfate, the nitrites convert haemoglobin to methhaemoglobin, disrupting the ability of cyanide anion to bind to haemoglobin's iron center (CN- has great siderophilic tendencies, a huge affinity for iron depending on the oxidation state of the iron), and then the cyanide is mopped up by thiosulfate, which is converted to thiocyanate and excreted. vitamin B12, as the hydroxocobalamin form is also used (B12 has several forms, including hydroxocobalamin and cyanocobalamin).

The thiocyanate, unlike cyanide, can be dialyzed, too, helping the body to get rid of it, although it is nowhere NEAR as toxic as cyanide.

Granted in cases of cyanide poisoning, treatment has to be extremely rapid, given how rapidly cyanide can poison someone fatally, but in the case of poisoning by azide, it can't be treated with a cyanokit,despite its also borking up the electron transport chain and inhibiting cellular respiration, azide poisoning is far more difficult to treat.


Talking of bioisosteres Pomzazed, can you perhaps point me towards any books on the subject, either that you know of download links for, or that I can grab with sci-hub or LibGen?
I'm very interested indeed on this subject, what can pose as a bioisostere for what, and especially with your mentioning that some groups only act as bioisoteres for other groups within certain specific contexts. I'd like to learn more about both, both bioisosteres in general, and what the limits are, where something one would think to be a bioisostere for a functional group, would in fact, in a specific context, not in fact, do so.
Damn, someone's salty it seems.
 
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