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amfetaminil

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amfetaminil

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Amfetaminil (also known as amphetaminil, '''N-cyanobenzylamphetamine, and AN-1; brand name Aponeuron''') is a stimulant drug derived from amphetamine, which was developed in the 1970s and used for the treatment of obesity, ADHD, and narcolepsy. It has largely been withdrawn from clinical use following problems with abuse. The drug is a prodrug to amphetamine.

Chemical data

Formula
C17H18N2
Molecular weight
250.34 g/mol
IUPAC name
2-phenyl-2-(1-phenylpropan-2-ylamino)acetonitrile
SMILES
CC(CC1=CC=CC=C1)NC(C#N)C2=CC=CC=C2
InChIKey
NFHVTCJKAHYEQN-UHFFFAOYSA-N
XLogP
3.7
Polar surface area
35.8 Ų
H-bond donors
1
H-bond acceptors
2
Formal charge
0

via PubChem

Drug data · ChEMBL

Max clinical phase
Phase 2
Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Mass
250.147
Show 3 more facts
chemical formula
C₁₇H₁₈N₂
canonical SMILES
CC(CC1=CC=CC=C1)NC(C#N)C2=CC=CC=C2
Commons category
Amphetaminil
Sources (2)

via Wikidata · CC0

~2 min read

Encyclopedic overview

6 sections
Contents
  • Chemistry
  • Stereochemistry
  • Synthesis
  • See also
  • References
  • External links

Amfetaminil (also known as amphetaminil, '''N-cyanobenzylamphetamine, and AN-1; brand name Aponeuron') is a stimulant drug derived from amphetamine, which was developed in the 1970s and used for the treatment of obesity, ADHD, and narcolepsy. It has largely been withdrawn from clinical use following problems with abuse. The drug is a prodrug to amphetamine.

==Chemistry== ===Stereochemistry=== Amfetaminil is a molecule with two stereogenic centers. Thus, four different stereoisomers exist:

Excerpted from Wikipedia’s “amfetaminil” article, available under the CC BY-SA 4.0 licence.

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