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4-Methylaminorex

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Subjective Effects
Interactions
Tolerance
Legality
4-Methylaminorex molecule structure4-Methylaminorex molecule structure
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Chemical Class
Aminorex

The cis racemate of 4-methylaminorex is a potent psychomotor stimulant1 in the aminorex and 2-amino-5-aryloxazoline chemical classes.2 McNeil Laboratories first synthesized it in 1960. Based on in vitro pharmacological profiles, it has effects comparable to methamphetamine3 and a longer duration of action, reported at around 16 hours. Four stereoisomers of the substance are possible1, with cis isomers used recreationally, and is classified as habit-forming.

Dosage & Duration

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Dosage

Doses are population estimates that vary widely between individuals.

Threshold1 mg
Light1-5 mg
Moderate5-10 mg
Strong10-15 mg
Heavy15+ mg

Duration

Onset5-15 minutes
After Effects1-24 hours
Total14-18 hours

Subjective Effects

Subjective Effects not written up yet

Pharmacology

Pharmacodynamics

4-Methylaminorex acts as a potent monoamine releasing agent in rat brain synaptosomal preparations2; in rat brain synaptosomes, (+/−)-cis-4-methylaminorex is more potent at releasing norepinephrine and dopamine than serotonin.2 For (+/−)-cis-4-methylaminorex, reported monoamine-release EC50 values are 4.8 ± 0.9 nM at NET, 1.7 ± 0.2 nM at DAT, and 53.2 ± 6.8 nM at SERT,4 making it among the most potent and selective dopamine releasing agents described. It is inactive at mouse and rat TAAR1 in the cited studies, which may reduce autoregulatory constraint on its monoaminergic effects.

Pharmacokinetics

Absorption & half-lifenot documented yetMetabolitesnone documented yet

Interactions

Interactions not written up yet

An unlisted combination is an unknown one, not a safe one. Check a dedicated combination chart before mixing.

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Tolerance

Tolerance not written up yet

Harm Potential

Addiction & Dependence

Psychological

Animal experiments indicate abuse liability similar to cocaine and amphetamine; the substance is described as habit-forming.

Toxicity

Lethal Dosage
SpeciesRouteValue
mouseoral17 mg/kg
Cardiovascular

4-Methylaminorex was discovered on the property of three individuals diagnosed with pulmonary hypertension; this finding does not establish causation.5

Nervous system

In rats given high-dose racemic cis-4-methylaminorex by injection, studies reported 20–40% reductions in tryptophan hydroxylase activity, a possible marker of serotonin neurotoxicity.

Seizure Risk

In rats, the highest tested dose of 20 mg/kg racemic cis-4-methylaminorex caused clonic seizures, and some rats died.

History & Culture

4-Methylaminorex was first synthesized by McNeil Laboratories in 1960. A patent published in 1990 described oral use of the cis racemate of 4-methylaminorex as a nasal decongestant.6…

Legality

Legality not written up yet

References

Citations

  1. 4-Methylaminorex. Expert Committee on Drug Dependence Information Repository (1989). https://ecddrepository.org/en/4-methylaminorex12
  2. DARK classics in chemical neuroscience: Aminorex analogues. ACS Chemical Neuroscience (2018). https://doi.org/10.1021/acschemneuro.8b004151234
  3. Pharmacological characterization of the aminorex analogs 4-MAR, 4,4′-DMAR, and 3,4-DMAR. NeuroToxicology (2019). https://doi.org/10.1016/j.neuro.2019.02.0111
  4. 4,4′-DMAR: Chemistry, Pharmacology and Toxicology of a New Synthetic Stimulant of Abuse. Basic & Clinical Pharmacology & Toxicology (2015). https://doi.org/10.1111/bcpt.123991234
  5. Recreational use of aminorex and pulmonary hypertension. PubMed / Chest (2000). https://doi.org/10.1378/chest.118.5.149612
  6. Method of decongesting the nose without adverse stimulant effects. Google Patents (1990). https://patents.google.com/patent/US4980364A/en1

Further Reading

  1. Davis & Brewster 1988 - A Fatality Involving U4Euh, A Cyclic Derivative of Phenylpropanolamine

Article Status

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