The Class Of Monoamines; Comparing DMHA (2-Aminoisoheptane) to DMAA (1,3-dimethylamylamine)

by Erik Tremblay

The popular compound and once commonly used decongestant 1,3-dimethylamylamine, or DMAA, was a fitness industry favorite appearing in supplements such as the original JACK3D and Mesomorph until it was very controversially removed from the market by the encouragement of the FDA. The lack of sound evidence for any negative effects when taken within a safe dose was what made the pulling of the compound controversial. However, the end of the DMAA era brought upon the new compound we have talked about before, DMHA or 2-Aminoisoheptane. If you are not familiarly with this compound go back and read our DMHA blog. It is important to know that we will be referencing the more advanced form of DMHA we use in our HURRICANE, 2-Amino-5-Mehtylheptane, to compare to DMAA. The similar effects of DMHA to DMAA comes from the similarity in the structures of both compounds, as both compounds are monoamines (have 1 NH2 group) and only vary slightly.

Both compounds work similarly as Catecholamine Reuptake Inhibitors, which increase functioning catecholamine levels within your body. Catecholamine’s are neurotransmitters within the body that get their name from their structure (as all these compounds do). They are both monoamines with what is referred to as a catechol, a benzene ring(Black Arrow) with two hydroxyl groups(OH) on two consecutive carbons:

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Both these monoamines, DMAA and DMHA, act as reuptake inhibitors for the catecholamines. Reuptake occurs in the synapse of your neurons, when neurotransmitters are absorbed by the plasma membrane of an axon terminal after a neural impulse has been conducted. So if some of the reuptake is inhibited by these compounds binding to and blocking the function of each specific Catecholamine Active Transporter,the concentration of the neurotransmitters outside of your cells are increased. This generates the enhanced effects each catecholamine is responsible for; focus, energy, bronchodilation, etc. However, the structure of each compound is what causes the differences in effectiveness, as DMHA is said to be about 70-80% the strength of DMAA.

DMAA and Monoamines

DMAA is an extremely effective stimulant whose structure we’ll compare to a commonly known compound, amphetamine (adderall). Notice both the structures have the suffix “amine” in their name, indicating the presence of a NH2 group which classifies it as a monoamine and allows for the inhibition of reuptake processes mentioned above to be carried out when present. The only difference between the two structures is the fact that amphetamine contains a benzene ring and methyl group(CH3-black arrows) while DMAA only contains methyl groups. While the methyl group functions well in blocking enzymes (in this case mainly monoamine oxidase(MAO))from breaking them down, the bulky benzene ring functions even more effectively. DMAA contains two methyl groups located directly next to the NH2 group on either side, very effectively blocking MOA and increasing potency. As we said though, even though DMAA contains two methyl groups and amphetamine only contains 1, the presence of the benzene ring causes amphetamine to more effectively block the MAO causing increased effects. The most potent monoamine as a stimulant, methamphetamine, contains the same double methyl-group as DMAA, and also with the benzene ring of amphetamine.The presence of the benzene ring also increases the passing of the compound through the blood-brain-barrier, which is important for working on neurotransmitter pathways.

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So, How Does DMHA Compare?

The rare but enhanced version of DMHA that we use in HURRICANE is 2-Amino-5-Methylheptane (compared to 2-Amino-6-methylheptane). Even though spelt slightly different as it’s written in it’s IUPAC (International Union of Pure and Applied Chemistry) form, the “Amino” prefix indicates the presence of yes, you guessed it, a NH2 group. This classifies it as a monoamine and allows it to act as the catecholamine inhibitor we discussed before. Looking at it’s structure it does not contain a benzene ring, causing it to not pass the blood-brain-barrier as well, but it does contain a methyl group acting to enhance it’s effects and prolong it’s functioning time. The reason the “5” version we use is more potent than the “6” version commonly used is due to the location of this methyl group. When the methyl group is located closer to the Amine group, it more effectively blocks the action of any enzymes breaking down the amine. The location of the methyl on the 5’ carbon compared to the 6’ is closer to the 2’ Amine group causing it to act more potently. While it’s effects are less than that compared to more potent stimulants such as adderall, it carries other performance enhancing effects such bronchodilation. The decreased efficiency is what causes the dose range of DMHA to be higher with peak around 75mg-150mg depending on the version

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