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Methylhexanamine (sometimes spelled 'methylhexaneamine') is an aliphatic alkaloid with sympathomimetic and stimulant properties. It is also known as 1,3-dimethylamylamine (often abbreviated DMAA). Geranamine and Forthane are brand names. Methylhexanamine is a naturally occuring substance in Pelargonium graveolens, a flowering plant in the Geraniaceae (Geranium) family.
Methylhexanamine may be used orally or insufflated. Smoking methylhexanamine salt has been reported to be ineffective. Insufflation of methylhexanamine powder is painful. Dissolving the salt in water and insufflating with an atomizer has been reported to be pain-free. Suggested oral dose is 10-30 mg. Higher doses are associated with rapidly escalating side-effects.
Effects of methylhexanamine last 3-4 hours.
Nausea is often reported as a side-effect, even at moderate doses. Overdose can cause headache. After-effects are reported to include headache and depression, and drowsiness.
Methylhexanamine is a common ingredient in mixtures of non-prescription stimulants marketed to bodybuilders, and in stimulants marketed as legal highs or 'herbal ecstasy'. References to 'geranium', 'geranium oil' or 'Pelargonium graveolens' in the listed ingredients of legal highs are believed to mean methylhexanamine, although few of these products have been formally analzyed.
Note the many similar names. Products from the same manufacturer with identical ingredient lists may be maketed under different names in different countries. Products with the same name from the same manufacturer marketed in different countries may contain different ingredients. These products may also contain other, undisclosed, ingredients. Manufacturers may change ingredients at any time. This is a list for informational purposes only. It does not constitute an endorsement or recommendation of any of these products. There are experience reports about many of them on Drugs-Forum, generally in the Herbal Ecstasy forum.
Over-the-counter products that contain methylhexanamine:
(i) - Recently banned/ named illegal in the country or region specified. If you can still get a brand in a different country or region, please update the wiki or post in the page discussion section.
-- In Australia, the ban does not take effect until August 1, 2012
Methylhexanamine was originally marketed by Eli Lilly and Company as a nasal decongestant. It has also been used for treatment of hypertrophied oral tissue.
In its present day status as a research chemical, these uses have been reported or recommended:
It is notable that several individuals in the experience thread who initially thought methylhexanamine seemed promising later changed their minds and concluded it was not useful in any way. This may be on account of the rapid development of tolerance to the drug.
CAS Number: 105-41-9
IUPAC name: 4-methylhexan-2-amine
Other names: Dimethylhexylamine, Pentylamine; 1,3-Dimethylamylamine; 1,3-Dimethylpentanamine;1,3-Dimethylpentylamine; 2-Amino-4-methylhexane; 4-Methyl-2-hexylamine; NSC 1106
Molecular Weight: 115.22 amu
Density: 0.775 g/cm3
Melting Point: 120-130º C
Boiling Point: 133.9° C at 760 mmHg
Flash Point: 28.9°C
Solubility: soluble in water
Methylhexanamine is known to have sympathomimentic properties. It is believed to increase levels of norepinephrine in the synaptic cleft. However, there are no publicly available data on its specific mechanism of action, absorption, pharmacokinetics, metabolism, or excretion.
Methylhexanamine's LD50 in the mouse is 39 mg/kg intravenously and 185 mg/kg intraperitoneally. Oral LD50 is unknown.
Side-effects present at moderate doses can become overwhelming at higher doses. A dose of 200 mg is described as causing "12-14 hours of what feels EXACTLY like Xanax withdrawal." An individual who combined 4 teaspoons of methylhexanamine (weight unknown, but a very large dose), 20 grams of kratom, and alcohol reported "10 minutes of fantastic pleasure followed by 48 hours of vomiting." The combination of alcohol with methylhexanamine may be especially prone to cause severe nausea. Anxiety, rapid heart rate, and heavy sweating are also reported in overdose. Visual symptoms, "cant focus really good on the screen its going from left to right," reported with an 80 mg oral dose.
Two cases of stroke have been reported in users of methylhexanamine.
Hemorrhagic stroke (rupture of a cerebral blood vessel, causing bleeding into, or around, the brain) is usually related to hypertension. Sympathomimetic stimulants such as methylhexanamine often cause hypertension during their duration of activity. Both hemorrahagic and ischemic (caused by the cut-off of blood flow) stroke are known complications of amphetamine use.
Methylhexanamine is not scheduled in the 1971 United Nations Convention on Psychotropic Substances.
Methylhexanamine (DMAA) is not an FDA approved drug product. It is not legal to market methylhexanamine in the US as a drug. Methyhexanamine was claimed by manufacturers to be a component of geranium oil, which is an approved food product, however this has been called into question by the FDA-- studies have shown that the levels of DMAA in the products is not compatible with extraction from geraniums. It is no longer legal to sell DMAA as a dietary supplement.
In May 2012 the FDA imposed a ban on DMAA. This would cease the sale of products containing DMAA, as well as DMAA powder in shops across the country; this would ban all sales of DMAA for human comsumption.
DMAA is not scheduled by the DEA, so possession and purchase/sale is not illegal so long as it is not intended for human consumption. Its chemical structure and pharmacologic effects do not closely resemble any Schedule I or II substances, and it is not likely to fall under the Controlled Substance Analog Enforcement Act of 1986. [21 U.S.C. 802(32), 21 U.S.C. § 813]
Methylhexanamine is not licensed by the European Medicines Agency. Methylhexanamine is not controlled at the EU level.
While it is currently unscheduled, the EU is currently targeting DMAA, removing it from store shelves. To be a "Dietary Supplement" it needs EU Novel Foods approval, and to be a drug, it needs Traditional Herbal Medicinal Product Directive (THMPD) approval and DMAA has neither. Since it is being target, it is on the very dangerous end of the 'grey' area. Be warned.
Dietary products / any product for human consumption containing DMAA is illegal.
Listed DMAA Products banned:
4. Marrow Matters
8. Lipo-6 Black
9. This list should not be viewed as including every potential product containing DMAA.
Methylhexanamine is scheduled as a restricted substance, but not banned outright. Methylhexanamine may be sold to adults age 18 or older, but may not be advertised, sold at gas stations, places where alcohol is sold, or in places frequented by minors, and may not be given as a gift or reward.
Banned in Australia effect August 1, 2012. 
Methylhexanamine is on the World Anti-Doping Agency's list of prohibited substances. Athletes have been sanctioned for using it.
1944: Methylhexanamine is patented by Eli Lilly.
2005: Proviant, parent company to Ergopharm, registers for trademark protection of the brand name 'geranamine', and markets Ergolean AMP, a nutritional supplement which contains methylhexanamine.
2006: First mention of methylhexanamine on Drugs-Forum.
2008: Following a ban on BZP, methylhexanamine appears in party pills and is sold in bulk in New Zealand.
2009: The World Anti-Doping Agency adds methylhexanamine to its list of prohibited substances for athletes. After one New Zealand man who used methylhexanamine suffered a stroke, and several other users were hospitalized, methylhexanamine is scheduled as a restricted substance in New Zealand.
2010: Several international athletes, from Nigeria, Portugal, and Australia fail tests for methylhexanamine. Some are sanctioned. A second New Zealand man is reported to have suffered a stroke shortly after using methylhexanamine.
Popularity of Methylhexanamine over time:
Main methylhexanamine experience thread. Post & read experiences with methylhexanamine.
Methylhexanamine information thread. Post and read information about methylhexanamine.
Research Chemicals Forum. Posts about methylhexanamine should be in this forum.
Research Chemicals Image Gallery. Images that relate to methylhexanamine should be in this gallery.
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