4-methyl-3-nitro-amphetamine

[braincleaner]

Dear sirs!
Could you give me any information on data recently me the synthesized substance 4-methyl-3-nitro-amphetamine?
Probably you will not complicate will predict with what neuro-pharmacology properties to possess this compound? And also what`s about its neurotoxity?

From myself I can tell, that the component (sulfate) was twice biotested (per-oral) in dosages from 0,5 mg \kg of weight up to 1 mg \kg of weight.
The component possesses poorly expressed psychodelic action, also there is an empathy and a relaxation.

Sorry for my bad English, but I wrote this post using http://translation2.paralink.com/

 

[nuke]

Para-methylamphetamine is less potent than amphetamine as far as stimulating activity, but with a greater serotonergic effect. Having the more polar group in the meta position probably also better mediates empathogenic effects similar to MDMA, though many phenyl amines can be exert toxicity to various tissues.

My personal guess is that it would exert neurotoxicity similar to MDMA/PCA, mostly involving serotonergic neurons.

I personally wouldn't be apt to use too much of this compound.

There was some talk earlier of making nitrogen analogues of MDMA and whether they would be effective or not -- I guess this shows that they probably would be.

edit: In light of reading some of the toxicity data regarding genotoxicity of orthro-toluidine, I would recommend against consuming any more of this. Granted the anime tail on the isopropyl group allows for easier clearance from the body, but I'm not convinced this stuff is terribly safe.

 

[wungchow]

this compound would probably be a stimulant/hallucinogen. considering the NO2 is a strong electron withdrawing group, this may give MDMA-like activity since it's placed at the 3-position.

some of the metabolites could be toxic.

this would be an interesting compound to test though

 

[braincleaner]

I personally wouldn't be apt to use too much of this compound.

The dosage in 0,5 mg on kg of weight was tested on itself by the colleague.
Approximately in 15 minutes of reception of a preparation easy changes of painting of the surrounding subjects, the improved perception of music, easy empathy, talkativeness are noted.

Such description seemed to me uninteresting (it could be "placebo effect")
Therefore I had been tried a dosage of weight of 1 mg \kg (it seemed dozage was more than it is necessary).

It agree, that it was unreasonable.

EDIT:
I have laid out the description of the biotest and synthesis on a hyperlab.
I shall try to translate and lay out in the near future it here/

 

[hugo24]

I don't see the aromatic amine here (or will it be reduced metabolically?),though nitroaromats can be toxic as well.

 

[vecktor]

worry more about the metabolic decoupling toxicity due to the nitro rather than any possible reduction to the aromatic amine (substituted aniline). the amine is irrelevant as it will be flushed due to the other substituents.
I am not convinced that nitro is a good idea in any pharmaceutical.
V

 

[wungchow]

^all the nitro benzodiazepines (clonazepam, flunitrazepam, nitrazepam) are non-toxic.. it probably has to do with whether the NO2 is ortho,para, or meta to the other substituents

 

[nuke]

I don't see the aromatic amine here (or will it be reduced metabolically?),though nitroaromats can be toxic as well.

that's what i was thinking... but maybe it doesn't happen

Carcinogenesis, Mutagenesis, Impairment of Fertility

Carcinogenicity studies have not been conducted with clonazepam.

The data currently available are not sufficient to determine the genotoxic potential of clonazepam.

In a two-generation fertility study in which clonazepam was given orally to rats at 10 and 100 mg/kg/day (low dose approximately 5 times and 24 times the maximum recommended human dose of 20 mg/day for seizure disorder and 4 mg/day for panic disorder, respectively, on a mg/m² basis), there was a decrease in the number of pregnancies and in the number of offspring surviving until weaning.

http://www.rxlist.com/cgi/generic/clonaz_wcp.htm

flunitrazepam has been tested for carcinogenicity and the results were mostly none

also:
http://toxsci.oxfordjournals.org/cgi/content/abstract/12/1/34

Absence of Liver DNA Fragmentation in Rats Treated with High Oral Doses of 32 Benzodiazepine Drugs
PIA CARLO, FINOLLO RENATA, ANNA LEDDA and GIOVANNI BRAMBILLA

Institute of Pharmacology, University of Genoa Genova, Italy

Received June 1, 1987; accepted June 6, 1988

Absence of Liver DNA Fragmentation in Rats Treated with High Oral Doses of 32 Benzodiazepine Drugs. CARLO, P., FINOLLO, R., LEDDA, A., AND BRAMBILLA, G. (1989). Fundam Appl Toxicol. 12, 34–41. Literature data on mutagenic-carcinogenic activity of benzodiazepines are scarce, restricted to few of them, and contradictory. Consequently, in order to provide additional information for the assessment of the genotoxic risk connected with the use of this family of drugs, 32 benzodiazepines of various chemical structure have been tested for their capability to induce DNA damage in vivo, which is considered a sensitive index of potential mutagenic-carcinogenic activity. The frequency of DNA single-strand breaks and/or alkali-labile sites was checked in the liver of rats given orally a single dose (1 mmol/kg) or 15 successive daily doses (0.2 mmol/kg) by the use of a new viscometric technique capable of detecting one DNA lesion per 1010Da. Statistically significant changes of viscometric parameters indicative of liver DNA fragmentation were absent with all 32 benzodiazepines, after both acute and subacute treatments. Since the doses tested in rats were from 100 to more than 5000 times higher than doses usually administered to humans, these negative results are in favor of the absence of mutagenic carcinogenic effects in patients taking benzodiazepines.

So, who knows.