Amphetaminil

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Structural formula
Structure of amphetaminil
Structural formula without stereochemistry
General
Surname Amphetaminil
other names
  • [(1-methyl-2-phenylethyl) amino] (phenyl) acetonitrile
  • Amfetaminil
  • Aponeuron
  • AN1
Molecular formula C 17 H 18 N 2
Brief description

crystalline solid

External identifiers / databases
CAS number 17590-01-1 ( mixture of stereoisomers)
EC number 241-560-8
ECHA InfoCard 100,037,767
PubChem 28615
Wikidata Q474630
properties
Molar mass 250.3 g · mol -1
Physical state

firmly

Melting point

84-87 ° C

safety instructions
GHS hazard labeling
no classification available
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Amphetaminil is a mixture of several stereoisomeric compounds and a derivative of amphetamine . Amphetaminil differs from amphetamine only by one substituent on the nitrogen atom or by two substituents on the methyl group on the nitrogen atom compared to methamphetamine .

Pharmacological characterization

Amphetaminil is a psychotropic drug , more precisely a sympathomimetic (see also psychostimulants ). In West Germany, the Berlin company Dr. med. Hans Voigt for medical use under the name AN1. It was used, among other things, to increase drive in seniors.

Misused the drug was as noise and recreationally used.

Metabolism and effects

Amphetaminil is rapidly metabolized to amphetamine in the body , which is why the effects and addiction risks are similar to those of amphetamine.

Structural formula of ( R ) -amphetamine

Stereoisomerism

Amphetaminil contains two stereocenters, so there are four stereoisomers:

Four stereoisomers of amphetaminil

  • ( R ) -2 - [( R ) -1-Phenylpropan-2-ylamino] -2-phenylacetonitrile (CAS No. 478392-08-4)
  • ( S ) -2 - [( S ) -1-Phenylpropan-2-ylamino] -2-phenylacetonitrile (CAS No. 478392-12-0)
  • ( R ) -2 - [( S ) -1-Phenylpropan-2-ylamino] -2-phenylacetonitrile (CAS No. 478392-10-8)
  • ( S ) -2 - [( R ) -1-Phenylpropan-2-ylamino] -2-phenylacetonitrile (CAS No. 478392-14-2)

Web links

Individual evidence

  1. ^ A b The Merck Index : An Encyclopedia of Chemicals, Drugs, and Biologicals . 14th edition. Merck & Co., Whitehouse Station NJ 2006, ISBN 978-0-911910-00-1 , p. 93.
  2. This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
  3. Too popular with drug addicts . In: Die Zeit , No. 40/1972