lisdexamfetamine

Lisdexamfetamine, sold under the brand names Vyvanse (, ) and Elvanse among others, is a stimulant medication that is used as a treatment for attention deficit hyperactivity disorder (ADHD) in both children and adults, and for moderate-to-severe binge eating disorder in adults. A prodrug of dextroamphetamine, lisdexamfetamine is taken by mouth. Its effects generally begin within 90 minutes and last for up to 14 hours.

Key facts

Drug.Verifiedfields: changed
Drug.Watchedfields: changed
Drug.verifiedrevid: 418022579
Drug.image: Lisdexamfetamine structure.svg
Drug.image_class: skin-invert-image
Drug.width: 260px
Drug.image2: LDX_LISDEXAMFETAMINE_3D-BALL-AND-STICK.png
Drug.image_class2: bg-transparent
Drug.width2: 250
Drug.tradename: Vyvanse, Elvanse, Tyvense, others
Drug.MedlinePlus: a607047
Drug.DailyMedID: Lisdexamfetamine
Drug.pregnancy_AU: B3
Drug.dependency_liability: Moderate
Drug.addiction_liability: Moderate
Drug.routes_of_administration: By mouth
Drug.ATC_prefix: N06
Drug.ATC_suffix: BA12

via Wikipedia infobox

Chemical data

Formula: C15H25N3O
Molecular weight: 263.38 g/mol
IUPAC name: (2S)-2,6-diamino-N-[(2S)-1-phenylpropan-2-yl]hexanamide
SMILES: C[C@@H](CC1=CC=CC=C1)NC(=O)[C@H](CCCCN)N
InChIKey: VOBHXZCDAVEXEY-JSGCOSHPSA-N
XLogP: 1.2
Polar surface area: 81.1 Å²
H-bond donors: 3
H-bond acceptors: 3
Formal charge: 0

via PubChem

Drug data · ChEMBL

Max clinical phase: Approved
Molecule type: Small molecule
First approval: 2007
Admin. routes: oral
Indications: cocaine dependence, attention deficit hyperactivity disorder, methamphetamine dependence, eating disorder

via ChEMBL · EBI

Described at

Vyvanse: Side effects, dosage, alternatives, and more

Vyvanse (lisdexamfetamine dimesylate) is a prescription medication used to treat ADHD and binge eating disorder. Learn about dosage, side effects, and more.

medicalnewstoday.com →

Link to a page describing this subject · 40,000 chars · not written by Vinony

Wikidata facts

Mass: 263.199762
Manufacturer: Takeda Pharmaceutical Company
Has use: medication

Show 10 more facts

legal status (medicine): boxed warning
chemical formula: C₁₅H₂₅N₃O
subject has role: nootropic
Commons category: Lisdexamfetamine
World Health Organisation international non-proprietary name: lisdexamfetamine
isomeric SMILES: C[C@@H](CC1=CC=CC=C1)NC(=O)[C@H](CCCCN)N
canonical SMILES: CC(CC1=CC=CC=C1)NC(=O)C(CCCCN)N
defined daily dose: 30.0
medical condition treated: binge eating disorder
described at URL: www.patientslikeme.com/treatment/lisdexamfetamine

Sources (5)

via Wikidata · CC0

~15 min read

Encyclopedic overview

20 sections

Contents

Uses
Medical
Enhancing performance
Available forms
Contraindications
Adverse effects
Interactions
Pharmacology
Mechanism of action
Pharmacokinetics
Chemistry
Comparison to other formulations
History
Society and culture
Name
Research
Depression
Explanatory notes
Reference notes
References

Common side effects of lisdexamfetamine include loss of appetite, anxiety, diarrhea, trouble sleeping, irritability, and nausea. Rare but serious side effects include mania, sudden cardiac death in those with underlying heart problems, and psychosis. It has a high potential for substance abuse. Serotonin syndrome may occur if used with certain other medications. Its use during pregnancy may result in harm to the fetus, and use during breastfeeding is not recommended by the manufacturer as dextroamphetamine (its metabolite) can pass through the breastmilk.

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