4-Bromo-2,5-dimethoxyphenylisopropylamine, a new centrally active amphetamine analog.

  title={4-Bromo-2,5-dimethoxyphenylisopropylamine, a new centrally active amphetamine analog.},
  author={Alexander T. Shulgin and Thornton Sargent and Claudio Naranjo},
  volume={5 2},
A new centrally active halo-amine, 4-bromo-2,5 dimethoxyphenylisopropylamine, is described. In clinical evalua tion it proved to enhance effectively both emotional and in tellectual perception, without the imagery and perceptual distortions commonly encountered with many of the chemically related psychotomimetics. These properties suggest a potential valuable role in conjunction with psychotherapy. 
Sulfur analogs of psychotomimetic amines.
The syntheses and physical properties are described for 2,5-dimethoxy-4-methylthiophenylethylamine and 2,4-5-trimethoxyphenylisopropylamine wherein the methylthio group replaces a methoxy group or a methyl group, respectively.
Centrally active N-substituted analogs of 3,4-methylenedioxyphenylisopropylamine (3,4-methylenedioxyamphetamine).
Measurements of the pharmacological activity of a series of analogs with substituents on the nitrogen atom indicated that the central activity decreased with the increasing bulk of the N-substituent.
4-Bromo-2,5-dimethoxyphenethylamine: identification of a new street drug.
NMR, UV, and mass spectral data used in the identification of 4-bromo-2,5-dimethoxyphenethylamine as a street drug are presented.
Synthesis of 123I-labelled 4-iodo-2, 5-dimethoxyphenylisopropylamine
A rapid and convenient synthesis of the psychotomimetic agent 4-iodo-2, 5-dimethoxyphenylisopropylamine is described, incorporating the radioisotope 123I (T1/2 13 hr). With the amine function of 2,
An Evaluation of the Potential for Clandestine Manufacture of 3,4-Methylenedioxyamphetamine (MDA) Analogs and Homologs
Encountering a novel controlled-substance analog (designer drug) has become a distinct possibility for all forensic drug laboratories. 3,4-Methylenedioxyamphetamine (MDA) in particular is a receptive
Quantitative structure-activity relationships in the 2,4,5-ring substituted phenylisopropylamines.
Qualitative models based on both regiospecific lipophilicity or electron densities and also metabolic conversion to reactive intermediates are presented, indicating that the 2-X-substituted-4,5-dimethoxyphenylisopropylamines are unusually hydrophilic.
Identification and characterization of 2,5-dimethoxy-3,4-dimethyl-β-phenethylamine (2C-G)--a new designer drug.
The study indicated that the marketing of analogues of controlled substances poses a real analytical challenge for forensic laboratories, and the application of sophisticated methods is often required for unequivocal identification of a new substance.


2,5-Dimethoxy-4-methyl-amphetamine (STP): A New Hallucinogenic Drug
2,5-Dimethoxy-4-methyl-amphetamine, the chemical present in the hallucinogenic drug STP, is about 100 times more potent as a hallucinogen than mescaline and only one-thirtieth as potent as lysergic acid diethylamide.
Structure–Activity Relationships of One-Ring Psychotomimetics
Human dose-response relationships for psychotomimetic phenethylamines : an isopropylamine side chain and triple methoxy substitution provide optimum activity. Available data suggest possible
DOM (STP), a new hallucinogenic drug, and DOET: effects in normal subjects.
Although DOM did not affect visual discrimination, it altered the perception of tachistoscopically presented TAT cards and enhanced performance on serial learning tasks.
Some New Behaviour-disrupting Amphetamines and their Significance
The results suggest that substitution in the para-position is important for hallucinogenic properties in amphetamines.
Investigation of p-Methoxyamphetamine Excretion in Amphetamine Induced Psychosis
A correspondence between the symptoms of schizophrenia and those of drug-induced states caused by agents like LSD or mescaline and Amphetamine psychosis justifies a study of the biochemical basis of this condition.
Psychomimetic methylamphetamine derivatives.
Evaluation of 3,4-methylenedioxyamphetamine (MDA) as an adjunct to psychotherapy.
The ethyl homologs of 2,4,5-trimethoxyphenylisopropylamine.
  • A. Shulgin
  • Chemistry
    Journal of medicinal chemistry
  • 1968