Talk:Methylhexanamine

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Summary sheet: Methylhexanamine
Methylhexanamine
Methylhexanamine.svg
Chemical Nomenclature
Common names 1,3-DMAA, 2-amino-4-methylhexane
Substitutive name 1,3-dimethylamylamine
Systematic name 4-methylhexan-2-amine
Class Membership
Psychoactive class Stimulant
Chemical class Amine
Routes of Administration

WARNING: Always start with lower doses due to differences between individual body weight, tolerance, metabolism, and personal sensitivity. See responsible use section.



Oral
Dosage
Threshold 30 mg
Light 50 - 100 mg
Common 100 - 200 mg
Strong 200 - 500 mg
Heavy 500 mg +
Duration
Total 6 - 8 hours
Onset 15 - 30 minutes
Peak 2 - 4 hours
Offset 3 - 5 hours
After effects 2 - 10 hours









DISCLAIMER: PW's dosage information is gathered from users and resources for educational purposes only. It is not a recommendation and should be verified with other sources for accuracy.

Methylhexanamine (also known as 1,3-dimethylamylamine, 1,3-DMAA, and 2-amino-4-methylhexane) is a lesser-known novel stimulant substance of the amine class. It has structural similarities to amphetamine and is most notably used in dietary supplements related to resistance training.

History and culture

Methylhexanamine was developed by Eli Lilly & Co. and marketed starting in 1948 as an inhaled nasal decongestant. The company voluntarily withdrew it by the 1970s.[1] For a molecule to be legally used in a dietary supplement in the United States, it must be naturally occurring and have a documented history of use prior to 1994. In 1996, a study found methylhexanamine to be contained in trace amounts in geranium oil.[2] These findings were subsequently not reproduced in multiple peer-reviewed publications.[3]

Starting in 2006, methylhexanamine was used in several marketed sport supplements, most famously Jack3d by USPlabs. In April 2013, the FDA warned about methylhexanamine after 86 reports of heart problems, nervous system disorders, or death, and motioned manufacturers to stop using the substance.[4] The US Department of Defense published an investigation into methylhexanamine following the death of four soldiers which were linked with the substance in recreational doses.[5]

Chemistry

Methylhexanamine is synthesized by reacting 4-methylhexan-2-one with hydroxylamine, which converts the 4-methylhexan-2-one to 4-methylhexan-2-one oxime, which is reduced with hydrogen by means of a catalyst; the resulting methylhexanamine can be purified by distillation.

Pharmacology

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Subjective effects

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Disclaimer: The effects listed below cite the Subjective Effect Index (SEI), a research literature based on anecdotal reports and the personal experiences of PsychonautWiki contributors. As a result, they should be regarded with a healthy degree of skepticism. It is worth noting that these effects will not necessarily occur in a predictable or reliable manner, although higher doses are more liable to induce the full spectrum of effects. Likewise, adverse effects become much more likely with higher doses and may include addiction, serious injury, or death.

Physical effects
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After effects
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Experience reports

There are currently 0 experience reports which describe the effects of this substance in our experience index.

Additional experience reports can be found here:

Toxicity and harm potential

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Note: Always conduct independent research and use harm reduction practices if using this substance.

It is strongly recommended that one use harm reduction practices when using this substance. Health authorities in Hawaii linked cases of liver failure and one death to OxyElite Pro, a weight loss and bodybuilding dietary supplement containing methylhexanamine.

Lethal dosage

The LD50 for methylhexanamine is 39 mg/kg in mice and 72.5 mg/kg in rats, when administered intravenously. In 2010, a 21-year-old male in New Zealand presented with a cerebral hemorrhage after ingesting 556 mg of methylhexanamine, caffeine, and alcohol.

Tolerance and addiction potential

Dangerous interactions

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Although many psychoactive substances are reasonably safe to use on their own, they can suddenly become dangerous or even life-threatening when combined with other substances. The following list includes some known dangerous combinations (although it is not guaranteed to include all of them). Independent research (e.g. Google, DuckDuckGo) should always be conducted to ensure that a combination of two or more substances is safe to consume. Some of the listed interactions have been sourced from TripSit.

Legal status

As of 2013, Methylhexanamine has been banned for legal sale in Canada, Sweden, Brazil, Australia, the United Kingdom, New Zealand, and the United States, and may be regulated to one degree or another in other countries. Possession of the drug itself is not criminal in most jurisdictions.

See also

External links

Literature

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References

  1. https://jamanetwork.com/journals/jamainternalmedicine/fullarticle/1157413
  2. Ping, Z., Jun, Q., & Qing, L. (1996). A study on the chemical constituents of geranium oil. Journal of Guizhou Institute of Technology, 25(1), 82-5.
  3. https://scribd.com/document/82744576/DMAA-Health-Canada-2011
  4. https://www.fda.gov/consumers/consumer-updates/stimulant-potentially-dangerous-health-fda-warns?source=govdelivery
  5. Lammie, C. J., & Lead, S. P. (2013). Report of the Department of Defense 1, 3 Dimethylamylamine (DMAA) Safety Review Panel. The Pentagon: US Department of Defense, 97-98.