Amfetaminil (also known as amphetaminil, ''N''-cyanobenzylamphetamine, and AN-1; brand name Aponeuron) is a

stimulant Stimulants (also often referred to as psychostimulants or colloquially as uppers) is an overarching term that covers many drugs including those that increase activity of the central nervous system and the body, drugs that are pleasurable and inv ...

drug derived from

amphetamine Amphetamine (contracted from alpha- methylphenethylamine) is a strong central nervous system (CNS) stimulant that is used in the treatment of attention deficit hyperactivity disorder (ADHD), narcolepsy, and obesity. It is also commonly used ...

, which was developed in the 1970s and used for the treatment of

obesity Obesity is a medical condition, sometimes considered a disease, in which excess body fat has accumulated to such an extent that it may negatively affect health. People are classified as obese when their body mass index (BMI)—a person's we ...

ADHD Attention deficit hyperactivity disorder (ADHD) is a neurodevelopmental disorder characterised by excessive amounts of inattention, hyperactivity, and impulsivity that are pervasive, impairing in multiple contexts, and otherwise age-inapp ...

, and

narcolepsy Narcolepsy is a long-term neurological disorder that involves a decreased ability to regulate sleep–wake cycles. Symptoms often include periods of excessive daytime sleepiness and brief involuntary sleep episodes. About 70% of those affec ...

. It has largely been withdrawn from clinical use following problems with

abuse Abuse is the improper usage or treatment of a thing, often to unfairly or improperly gain benefit. Abuse can come in many forms, such as: physical or verbal maltreatment, injury, assault, violation, rape, unjust practices, crimes, or other t ...

. The drug is a

prodrug A prodrug is a medication or compound that, after intake, is metabolized (i.e., converted within the body) into a pharmacologically active drug. Instead of administering a drug directly, a corresponding prodrug can be used to improve how the drug ...

Stereochemistry

Amfetaminil is a molecule with two stereogenic centers. Thus, four different stereoisomers exist: Amphetaminil Structural Formulae of four Stereoisomers

Amphetaminil Structural Formulae of four Stereoisomers

* (''R'')-2- ''R'')-1-Phenylpropan-2-ylamino2-phenylacetonitrile (

CAS number A CAS Registry Number (also referred to as CAS RN or informally CAS Number) is a unique identification number assigned by the Chemical Abstracts Service (CAS), US to every chemical substance described in the open scientific literature. It inclu ...

478392-08-4) * (''S'')-2- ''S'')-1-Phenylpropan-2-ylamino2-phenylacetonitrile (CAS number 478392-12-0) * (''R'')-2- ''S'')-1-Phenylpropan-2-ylamino2-phenylacetonitrile (CAS number 478392-10-4) * (''S'')-2- ''R'')-1-Phenylpropan-2-ylamino2-phenylacetonitrile (CAS number 478392-14-2)

References

{{Phenethylamines Substituted amphetamines Nitriles Norepinephrine-dopamine releasing agents Prodrugs World Anti-Doping Agency prohibited substances