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I Like to Draw Pictures of Random Molecules

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When you're refering to a branched proply structure, it is referred to as iso, not sec. There is no sec-Propyl, only n-propyl and isopropyl. It's only when you extend the alkyl chain to butyl that you can have the option of n-, iso-, sec- and tert- butyl.
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Yeah, duh, put that down to me being better at smoking speed than doing ochem (orchemwank or whatever this is we do here). Of course, when you 0 0r 1, there's no 2 option.

sekio, I've said it many times, but if you can't get chemdraw, ISIS is a decent and much freer second. I gave up on that doodler, why bother when this:
http://accelrys.com/resource-center/downloads/freeware/index.html
is free?

SSF, like I said, I was always told to find the longest alkane, so I was surprised not to see "prop" anywhere. I really appreciated your post- not being afraid tto tell me where I'd made stupid mistakes, and explaining the theory so I can learn for another time. Thanks, dude/tte. Sometimes people who know more than us come in, scoff, tell us we're stupid, and don't take the the time to explain where we've gone wrong. What I learn in ADD, I then use in other forums, so there's a trickle-down of knowledge, and a couple minutes of time spent explaining chem or something here can really help the community. Not everyone does it, not even staff sometimes, so thanks man, it really is appreciated that you take the time to help amateurs like us grasp these concepts.
 
Another molecule that peaked my interest is called L-5-MeO-alpha-methyltryptophan. In the same vein as L-4-Bromo-2,5-dimethoxyphenylalanine, it would act as a pro-drug, but this time it would be metabolized into L-5-MeO-aMT when ingested orally. Since the 5-carbon position on the phenyl ring has a methoxy group on it, the compound will not act as a substrate for AAAH, therefore this enzyme cannot add a hydroxyl at the 5-carbon position. For some odd reason, alpha-methylation of tryptophan does not make it a competitive inhibitor of AADC yet it still acts as a substrate for that enzyme, therefore the enzyme will catalyze the decarboxylation reaction of L-5-MeO-alpha-methyltryptophan to yield L-5-MeO-alpha-methyltryptamine (L-5-MeO-aMT). This will only work if the molecule acts as a substrate for AADC and is levorotatory. Once again I cannot add attachments, so I hope everything is clear.
 
MrKhazar said:
Another molecule that peaked my interest is called L-5-MeO-alpha-methyltryptophan. In the same vein as L-4-Bromo-2,5-dimethoxyphenylalanine, it would act as a pro-drug, but this time it would be metabolized into L-5-MeO-aMT when ingested orally. Since the 5-carbon position on the phenyl ring has a methoxy group on it, the compound will not act as a substrate for AAAH, therefore this enzyme cannot add a hydroxyl at the 5-carbon position. For some odd reason, alpha-methylation of tryptophan does not make it a competitive inhibitor of AADC yet it still acts as a substrate for that enzyme, therefore the enzyme will catalyze the decarboxylation reaction of L-5-MeO-alpha-methyltryptophan to yield L-5-MeO-alpha-methyltryptamine (L-5-MeO-aMT). This will only work if the molecule acts as a substrate for AADC and is levorotatory. Once again I cannot add attachments, so I hope everything is clear.
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That sounds like a bad idea all the way around... The last thing that needs to be going into the human body is something that turns into 5-MeO-aMT in an unknown and likely widely variable amount. I've got a lot of experience with that substance, a lot more than I would like to admit, and a couple milligrams is the difference between a blissful and intense trip that rivals the likes of DMT and a trip to the ER.

Also, your attachment issue? Go to tinypic and upload pics there then use the IMG code it gives you for forums. Problem solved.
 
Wow, I guess I was way too lazy to even think about uploading them on tinypic haha. Oh well, thanks a lot for your help! Anyway, everyone's body is different, so it would be stupid to expect that 2mg of the pro-drug will metabolize into 2mg of L-5-MeO-aMT and vice versa, but because it has a slightly higher molecular mass the amount of L-5-MeO-aMT that is ingested will be slightly lower. Couple that with different rates of enzymatic action, and you're looking at an amount that ranges from almost nothing to almost 2mg. Oh yeah, and the onset of action might take a very long time therefore a user will take more thinking the dosage wasn't enough.
 
Here's a new image. It's 2C-BU(or 2C-Bu)! It's a fake molecule. If it became real, it might produce only vague hallucinogenic effects while being more mental and longer lasting with stimulating effects.
25re3km.jpg
 
Would it not follow the pattern of increasing duration and intensity of D-E-P? Mind you, "butyl is futile".
 
i6mewy.jpg


I started thinking about proteins and peptides recently, so I thought of making a polypeptide chain of the amino acid versions of 2C-B and 5-MeO-aMT. This is the result. The brackets denote a continuation of peptide linkages between individual amino acids, which would result in an extremely long chain of molecules. These are just two examples representing the phenethylamine class and the tryptamine class. Imagine being given a prescription for a protein form of 2C-B by your physician haha! When you ingest it orally, the enzyme protease and hydrochloric acid in your body breaks it down into smaller polypeptide chains, and it continues to do so until you are left with single 2C-B molecules entering your bloodstream. The same thing would happen with the protein form of 5-MeO-aMT. Pretty neat, eh?
 
abv9zAS.png


Can anyone name this molecule? Trying to find some more information about it but it's proving difficult.
 
thenightwatch said:
^ isn't that cocaine?
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Yes indeed it is. However, and mind you there is a good chance I am wrong since this is right off the top of my head, I believe its one of the "unnatural" isomers of cocaine.

MrKhazar said:
i6mewy.jpg


I started thinking about proteins and peptides recently, so I thought of making a polypeptide chain of the amino acid versions of 2C-B and 5-MeO-aMT. This is the result. The brackets denote a continuation of peptide linkages between individual amino acids, which would result in an extremely long chain of molecules. These are just two examples representing the phenethylamine class and the tryptamine class. Imagine being given a prescription for a protein form of 2C-B by your physician haha! When you ingest it orally, the enzyme protease and hydrochloric acid in your body breaks it down into smaller polypeptide chains, and it continues to do so until you are left with single 2C-B molecules entering your bloodstream. The same thing would happen with the protein form of 5-MeO-aMT. Pretty neat, eh?
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If that did indeed work, which is never guaranteed when it comes to predicted pharmacokinetics, we're back to the same problem of variable metabolism to a substance with a low dose and steep dose-response curve. I personally am a lover of 5-MeO-aMT and I think it gets an unfairly bad rep, but I would never take it without being positive that I knew my exact dose down to a sub-milligram margin of error. I've had one or two very uncomfortable experiences with very slight increases in dose, and it has given me a strong respect for this compound. I would rather rip my dick off and throw it in the river than take a dose of any 5-MeO-aMT prodrug. On the other hand, the 2C-B version would be something that I'd like to explore....
 
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Man, to hell with 5-MeO-aMT amino acid! I don't know if you've tried 5-MeO-aET, but this is what its L-amino acid counterpart looks like. The thing is, the addition of an ethyl group on the alpha-carbon might turn this molecule into a competitive inhibitor of AADC, or it might simply nullify its potential to act as a substrate altogether. If it does act as a pro-drug to 5-MeO-aET, the sky's the limit. I've already compiled the amino acid versions of mescaline, 2C-B, 2C-E, 2C-T-2 and 2C-T-7, so this one might be added to my ever-growing collection of pro-drugs. Honestly, if none of these pro-drugs work in vitro or in vivo, I wouldn't bat an eye. Instead, I'll just focus on N-hydroxylated analogues of our favourite chemicals.
 
thenightwatch said:
^ isn't that cocaine?
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SeenSoFar said:
Yes indeed it is. However, and mind you there is a good chance I am wrong since this is right off the top of my head, I believe its one of the "unnatural" isomers of cocaine.
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Hmm.. I think I've lifted the wrong diagram then. Trying to avoid posting the IUPAC nomenclature as it leads straight to a vendor page.

It's cocaine but 2,3-dicarboxylate rather than 2-carboxylate from what I can tell.
 
I've been scratching my brain for two whole days trying to understand something. The drug Fenclonine, also called para-chlorophenylalanine (PCPA) acts as a substrate for the enzyme tryptophan hydroxylase. First off, how can a phenylalanine-derivative act as a substrate for an enzyme that normally binds to a tryptamine? In addition to being a substrate, PCPA also acts as a competitive inhibitor for tryptophan hydroxylase. How is this kind of thing even possible? My hypothesis is the molecule cannot be a substrate for phenylalanine hydroxylase because of the chloro- group on the 4 carbon position, therefore tryptophan hydroxylase tries to add a hydroxyl group onto some other carbon in the aromatic ring. The thing is, why wouldn't it try to add a hydroxyl group onto any aromatic ring it encounters? This all doesn't make logical sense, but it just goes to show how complex this stuff really is. Anyway, I'm pretty sure all my amino acid pro-drugs will likely be competitive inhibitors of both enzymes. Meaning, if you take 2C-B amino acid your serotonin levels will plummet because you just took a reversible tryptophan hydroxylase inhibitor! Sigh...

EDIT: I made a mistake. PCPA does NOT act as a substrate for tryptophan hydroxylase because it does not bind to the active site. Instead, it binds to the allosteric site which makes it an irreversible (noncompetitive) inhibitor. PCPA is in fact a substrate for tyrosine hydroxylase, according to this article: http://www.ncbi.nlm.nih.gov/pubmed/8679520
 
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AromaticNitrogen said:
Furan analogue of etizolam?
Geometric optimization shows similar geometry to the thiophene.
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It's a good idea, but the thing that might end up being a problem is the fact that furan rings are not aromatic whereas thiophene rings are. I'm not sure off the top of my head how loss of aromaticity at this position will change affinity and efficacy at the BZD allosteric site, so maybe someone else can fill in that blank...
 
^
Also, I ran optimization for this "etfuralam" as well as etizolam an alprazolam. Angles and bond distances were similar between all with little variation in the diazepine and triazine rings. I think it's viable. I can post values if desired.
 
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