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Flunitrazepam Structure?

haribo1

haribo1

Ex-Bluelighter
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Nov 29, 2006
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Hi,
Nitrazepam has a secondary amide (so a bare H) and nimetazepam has a a tertiary amide (so, a CH3 in place of the H). The latter is far more abusable. I keep seeing structures both with & without the methyl. The naming would suggest a secondary amide and thus a legal and MORE abusable analogs is out there.

From flunitrazepam.com

flunitrazepam.jpg


From biopsychiatry.com

flunitrazepam.jpg


Some places name it Chemical name:
2H-1,4-Benzodiazepin-2-one, 5-(2-fluorophenyl)-1,3-dihydro-1-methyl-7-nitro-

Others
6-(2-fluorophenyl)-2-methyl-9-nitro-2,5-diazabicyclo[5.4.0]undeca-5,8,10,12-tetraen-3-one
(OK, the second is IUPAC).


SO, which IS it, I'm lost here.
 
The benzophenone precursor for both is available, but the non-methyl seems to be much more available. So, form th imine, react with bromoacetyl bromide (or chloroacetyl chloride) and close the ring to make your product....
 
FLUN is the N-methyl variant

the N-desmethyl though i indeed believe is not sched (US) and likely quite potent as even if we use the N-methyl to N-desmethyl potency scale we have seen fit this model we still have a pretty damn potent structure of course -- just to note

I believe N-methylclonazepam is not listed on the scheduling (???)
 
Damn, well, THAT'S why it's so damned abusable then. Yes, I think N-methyl clonazepam is a)Legal & b)more euphoric (all the N-methyl ones seem more euphoric than the non methyl versions).

Link

This would produce phenazepam, which is, after all, a legal clonazepam alternative. I expect. Formaldehyde then reduction would give you the N-methyl precursor to make something good. I expect, if you wanted to go into large-scale production (but who would) that any of these Chinese places would be pleased to provide the appropriate benzophenone. Fludiazepam (Erispan TM) is supposed to be very nice, so changing the chlorine for a bromine on that would be good.

Now, Chloro & Nitro form the usual 7 position substituant (with occasionally a bromine i.e. Bromazepam) but I wonder, what else might work there?

Sod it, let's just make some QH-ii 066 & all get drunk!
 
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I'm a flunitrazepam enthusiast and expert, I'll give some information later. =D
 
Huh... I just read the thread and thought this was something interesting about flunitrazepam... pfft
Anyway the methylated forms are always better if that's what you wanted to know. =/
 
So, make the NON methyl version, convert to thioamide and react with acetylhydrazine to make flunitrazolam. I don't think that's controlled and a 2'F WITH the extra ring should be potent, should it not? The T1/2 will come down, but still...
 
On a similar topic does anyone know THE most potent benzo possible (so far) ?

By this I mean potent as in mg for mg (not subjectively potent). I.e what is the benzo equivalent of carfentanyl? [completley inpracticle but interesting to look at structurally]
 
Reminisant B said:
On a similar topic does anyone know THE most potent benzo possible (so far) ?

By this I mean potent as in mg for mg (not subjectively potent). I.e what is the benzo equivalent of carfentanyl? [completley inpracticle but interesting to look at structurally]
Click to expand...

Triazolam?
Dosage 125 micrograms (equivalent to 0,5mg-1mg Alprazolam/10mg Diazepam)
 
^ah yeah of course, had forgotten about triazolam. Wonder if there is a stronger analogue never released. (again just out of interest, increases in potency is definately not practical)
 
^triazolam, yes (speaking of commercial available ones), although i've heard of more potent ones in terms of effects/mg.
 
what about Ro 16-6028 (bretazenil)? I can only find IC50 numbers, not effective human doses.
 
Bretazenil is a subtype-selective partial agonist so won't be that potent, although the effects profile does look very interesting (strong anxiolytic, but with hardly any sedation or amnesia). I imagine some people wouldn't like it (i.e. those who like strong hypnotics like temazepam and flunitrazepam), but I preferred less sedating benzos myself so bretazenil sounds like just what I'm looking for.

As for the most potent benzo (or similar drug), I believe zolazepam and suriclone are both active in humans at 0.1mg, although thats probably more of a threshold dose rather than a really strong one. Zolazepam has quite an unusual structure compared to most benzos though, and suriclone isn't a benzo at all, its an analogue of zopiclone.

Seeing as triazolam is the most potent commercially marketed benzo for humans (zolazepam being a veterinary drug) there should be other triazolo analogues that are stronger, seeing as triazolam only has a 4-chloro and 2'-chloro, neither of which is the most optimum substituent. Based on the SAR of the other benzos, the 4-nitro, 2'-fluoro analogue flunitrazolam should be the strongest.

Also assuming that it binds the same way as the other benzos, a triazolo analogue of zolazepam should be possible which might be even stronger still.
 
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And I also forgot about Brotizolam. Dosage: 200 micrograms....

-

This is a bit Off-topic:
My favorite benzo is Loprazolam (water-soluble, potent, extremely euphoric); is it the methylated version of another benzo?
If not, what is the methyl version of it?
 
Mmm yeah brotizolam does look nice, meant to be quite similar to triazolam in effects I believe?

Loprazolam is an imidazobenzodiazepine with a 4-nitro and 2'-chloro, like clonazepam, but with an unusual substitution on the imidazo ring which is presumably the bit that makes it water soluble.

http://en.wikipedia.org/wiki/Loprazolam
 
mad_scientist said:
Mmm yeah brotizolam does look nice, meant to be quite similar to triazolam in effects I believe?

Loprazolam is an imidazobenzodiazepine with a 4-nitro and 2'-chloro, like clonazepam, but with an unusual substitution on the imidazo ring which is presumably the bit that makes it water soluble.

http://en.wikipedia.org/wiki/Loprazolam
Click to expand...

Isn't it water soluble because among with midazolam (maleate/HCl) it's the only benzo that can be converted into a salt (loprazolam mesylate)?
 
Zolazepam is a)forms salts (very water soluable) & b)VERY strong. Does anyone have proper data on human trials of it?
 
^ since it is only used in animals and in acute situations it very well may quite toxic as in that scenario it would not be a big issue

what is the N-desmethyl analogue of Loprazolam? any name or info?

Brotizolam -- about same potency/effects as Triazolam...what of the toxicity?...obviously not directly US sched for what it is worth....

(marketed under brand name Lendormin) is a drug which is thienobenzodiazepine (a benzodiazepine derivative). It possesses anxiolytic, anticonvulsant, sedative and skeletal muscle relaxant properties, and is considered to be similar in effect to short-acting benzodiazepines such as triazolam. It is used in the short term treatment of insomnia although due to its short half life it is considered to have relatively high abuse potential and so would not be a first-line treatment. Brotizolam is a potent drug with a dosage of between 0.5 and 1.5 milligrams, but is rapidly eliminated with an average half life of 4.4 hours (range 3.6 - 7.9 hours
 
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