Lisdexamphetamine (Vyvanse)

Vyvanse

Molecular structure via molpic based on CDK

Rotamer []

Conformer structure via 3Dmol.js

Physical properties []
Molecular mass	263.38 g/mol ^[1]
Appearance	Golden-colored solid from methanol ^[1]
Melting point	191-193 ^[1]
Solubility	White to off-white powder. MP 120-122 °C. Solubility in water: 792 mg/mL /Lisdexamfetamine dimethanesulfonate/ ^[1]
Predicted LogP	1.2 ^[1]

Structural Identifiers []
Molecular formula	C₁₅H₂₅N₃O ^[1]
IUPAC name	(2S)-2,6-diamino-N-[(2S)-1-phenylpropan-2-yl]hexanamide ^[1]
SMILES	C[C@@H](CC1=CC=CC=C1)NC(=O)[C@H](CCCCN)N ^[1]
InChI	InChI=1S/C15H25N3O/c1-12(11-13-7-3-2-4-8-13)18-15(19)14(17)9-5-6-10-16/h2-4,7-8,12,14H,5-6,9-11,16-17H2,1H3,(H,18,19)/t12-,14-/m0/s1 ^[1]
InChIKey	VOBHXZCDAVEXEY-JSGCOSHPSA-N ^[1]

Lisdexamphetamine

Lisdexamphetamine (also known as Lisdexamfetamine, lysine-d-amphetamine, lisdexanfetamina, lysine-dextroamphetamine, (2S)-2,6-Diamino-N-((1S)-1-methyl-2-phenylethyl)hexanamide, (2S)-2,6-Diamino-N-[(1S)-1-methyl-2-phenylethyl]hexanamide, (2S)-2,6-diamino-N-((2S)-1-phenylpropan-2-yl)hexanamide, lisdexamfetaminum, (2S)-2,6-diamino-N-((2S)-1-phenylpropan-2-yl)hexanimidic acid or (2S)-2,6-diamino-N-[(2S)-1-phenylpropan-2-yl]hexanimidic acid) is a codrug, prodrug and stimulant substance of the amphetamine class.

Chemistry

Pharmacology

Lisdexamphetamine acts as a codrug for:

Active metabolites []
Lysine Dextroamphetamine

Physical effects
Abnormal heartbeat Appetite suppression Dehydration Dry mouth Increased blood pressure Increased heart rate Increased libido Restless legs Shakiness Stamina enhancement Stimulation Teeth grinding Vasoconstriction

Cognitive effects
Analysis enhancement Cognitive euphoria Compulsive redosing Disinhibition Ego inflation Focus enhancement Increased music appreciation Mania Motivation enhancement Suggestibility suppression Thought acceleration Wakefulness

Anodyne Usernotes []
magnus / Lisdexamphetamine^[dimesylate] via Oral	up to 70mg; very good focus enhancement; music enhancement; wakefulness and insomnia; pupil dilation; calmer experience than racemic amphetamine; clean but little euphoria; suppression of hunger and thirst
0xea / Lisdexamphetamine^[dimesylate] via Oral and Intravenous at 30-150mg oral and 50-150mg intravenous	prodrug to dextroamphetamine; moderate stimulation; moderate euphoria; minimal vasoconstriction

References []

National Center for Biotechnology Information. PubChem Compound Summary for CID 11597698, Lisdexamphetamine. Accessed July 22, 2025. https://pubchem.ncbi.nlm.nih.gov/compound/11597698

Anodyne

Lisdexamphetamine

Chemistry

Stereochemistry []

Pharmacology

Subjective effects []

See also []

External links []

References []