1,4-Dimethylamylamine

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Chemical compound



1,4-Dimethylamylamine (DMAA), also known as methylhexanamine or geranamine, is an organic compound with the formula C7H17N. It is a simple aliphatic amine that has been used in various applications, including as a nasal decongestant and as a dietary supplement. DMAA is structurally similar to amphetamine and has stimulant properties.

Chemical Structure and Properties

Chemical structure of 1,4-Dimethylamylamine

DMAA is a colorless liquid at room temperature. It is a derivative of hexane and contains a primary amine group. The compound is chiral, meaning it can exist in two enantiomeric forms, although the commercial product is typically a racemic mixture.

History and Uses

DMAA was first synthesized in the 1940s by the pharmaceutical company Eli Lilly and Company. It was initially marketed as a nasal decongestant under the trade name Forthane. In recent years, DMAA gained popularity as a component in dietary supplements, particularly those marketed for weight loss and performance enhancement.

Dietary Supplements

DMAA has been included in various pre-workout and fat-burning supplements. It is often claimed to increase energy, focus, and athletic performance. However, its safety and efficacy have been the subject of controversy and regulatory scrutiny.

Regulation and Safety

The use of DMAA in dietary supplements has been banned or restricted in several countries due to concerns about its safety. The U.S. Food and Drug Administration (FDA) has issued warnings about DMAA, stating that it is not a dietary ingredient and that products containing DMAA are illegal.

Health Risks

DMAA has been associated with several adverse health effects, including increased blood pressure, cardiovascular events, and neurological symptoms. Its stimulant properties can lead to serious side effects, especially when combined with other stimulants or used in high doses.

Pharmacology

DMAA acts as a central nervous system stimulant. It is thought to exert its effects by increasing the release of norepinephrine and dopamine, neurotransmitters that play a role in attention, alertness, and mood. The exact mechanism of action of DMAA is not fully understood, and more research is needed to elucidate its pharmacological profile.

Legal Status

The legal status of DMAA varies by country. In the United States, the FDA has taken action against companies selling DMAA-containing supplements. In other countries, such as Canada and Australia, DMAA is classified as a controlled substance.

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Contributors: Prab R. Tumpati, MD