Lisdexamfetamine Dimesylate

HCID 11597697

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Grundinformationen

CAS: 608137-33-3
Standard-SMILES: CS(=O)(=O)O.CS(=O)(=O)O.C[C@@H](Cc1ccccc1)NC(=O)[C@@H](N)CCCCN
InChIKey: CETWSOHVEGTIBR-FORAGAHYSA-N
Summenformel: C17H33N3O7S2
Durchschnittliche Molmasse: 455,6 g/mol
Monoisotopische Masse: 455,1759924

Überblick

Lisdexamfetamine Dimesylate is the dimesylate form and prodrug of the d-isomer of amphetamine, a non-catecholamine sympathomimetic amine with central nervous system (CNS) stimulating activity. Upon administration, lisdexamphetamine is converted to dextroamphetamine through cleavage of the lysine group. Dextroamphetamine acts by facilitating the release of catecholamines, particularly noradrenaline and dopamine, from its storage sites in nerve terminals in the CNS, and inhibits their uptake within the mesocorticolimbic system, a major component of the brain reward system, resulting in measurable behavioral changes such as euphoria, mental alertness and excitement and appetite suppression. As a CNS stimulant, this agent may increase blood pressure.

Namen und Bezeichner

Bevorzugter Name: Lisdexamfetamine Dimesylate
IUPAC: (2S)-2,6-diamino-N-[(2S)-1-phenylpropan-2-yl]hexanamide;methanesulfonic acid

Namen und Synonyme

Lisdexamfetamine dimesylateVyvanse608137-33-3Lisdexamfetamine mesilateNRP-104SPD489Tyvenselis-dexamfetamine dimesylateNRP104SJT761GEGSNRP 104SPD-489

Weitere Namen anzeigen

Lisdexamfetamine dimesilateLisdexamphetamine dimesilateLisdexamfetamine dimethanesulfonateDTXSID60209653Dimesylate, Lis-dexamfetamineelvanseElvanse adultRefChem:57033

Datenbank-Bezeichner

CAS: 608137-33-3
PubChem CID: 11597697
DTXSID: DTXSID60209653
ChEMBL: CHEMBL1201178
UNII: SJT761GEGS

Eigenschaften

Berechnete StruktureigenschaftenWird ergänzt

Polarare Oberfläche (TPSA): 207 Å²
H-Brücken-Donoren: 5
H-Brücken-Akzeptoren: 9
Frei drehbare Bindungen: 8
Schwere Atome: 29
Formalladung: 0
Komplexität: 344

Experimentelle und physikochemische Eigenschaften

DrugsDEA NFLIS-Drug Category -> Phenethylamines (Amphetamines) (S)

Human Drugs · 3 Einträge

Breast Feeding; Lactation; Milk, Human; Adrenergic Agents; Central Nervous System Stimulants; Dopamine Agents; Sympathomimetics; Wakefulness-Promoting Agents

FDA approved drugs -> Active ingredient

Sicherheit und Regulatorisches

Toxikologische Informationen

Drug Induced Liver Injury · 6 Einträge

Drug Induced Liver Injury Rank (DILIrank 2.0)

Lisdexamfetamine dimesylate

Ambiguous-DILI-concern

Adverse reactions

DOI:10.1016/j.drudis.2016.02.015

Effects During Pregnancy and Lactation◉ Summary of Use during Lactation

Chemie und Industrie

Pharmakologische Informationen

FDA Pharmacological Classification · 4 Einträge

LISDEXAMFETAMINE DIMESYLATE

Central Nervous System Stimulant [EPC]; Central Nervous System Stimulation [PE]

LISDEXAMFETAMINE DIMESYLATE CAPSULES

Central Nervous System Stimulation [PE]; Central Nervous System Stimulant [EPC]

MeSH Pharmacological Classification · 2 Einträge

A loosely defined group of drugs that tend to increase behavioral alertness, agitation, or excitation. They work by a variety of mechanisms, but usually not by direct excitation of neurons. The many drugs that have such actions as side effects to their main therapeutic use are not included here.

Drugs that block the transport of DOPAMINE into axon terminals or into storage vesicles within terminals. Most of the ADRENERGIC UPTAKE INHIBITORS also inhibit dopamine uptake.