Lisurid
Lisuride
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Grundinformationen
- CAS
140387-89-9- Standard-SMILES
CCN(CC)C(=O)N[C@H]1C=C2c3cccc4[nH]cc(c34)C[C@H]2N(C)C1- InChIKey
SORAZNWVQFKAFD-IBIFCFAISA-N- Summenformel
- C20H26N4O
- Durchschnittliche Molmasse
- 338,4 g/mol
Überblick
Lisuride is a monocarboxylic acid amide. It has a role as a serotonergic agonist, an antiparkinson drug, a dopamine agonist and an antidyskinesia agent. It derives from a hydride of an ergoline.
Namen und Bezeichner
- Bevorzugter Name
- Lisuride
- IUPAC
- 3-[(6aR,9S)-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinolin-9-yl]-1,1-diethylurea
- Lokaler Name
- Lisurid
- Englischer Name
- S-(-)-LISURIDE
- Summenformel
- C20H26N4O
- Molmasse
- 338.45
Namen und Synonyme
LISURIDELysuride18016-80-3LisuridaLisuridumDoperginN'-((8alpha)-9,10-Didehydro-6-methylergolin-8-yl)-N,N-diethylureaE0QN3D755ODTXSID3023217CHEBI:51164Methylergol CarbamideLysurid
Weitere Namen anzeigen
LisuridCABERQOLINEMesorgydinePrestwick_525S-(-)-LISURIDELisuride (S)(-)(+)-(5R,8S)-Lisuride
Urea, N'-((8alpha)-9,10-didehydro-6-methylergolin-8-yl)-N,N-diethyl-3,3-diethyl-1-[(4S,7R)-6-methyl-6,11-diazatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadeca-1(16),2,9,12,14-pentaen-4-yl]ureaMesylate, Lisuride3,3-diethyl-1-((4S,7R)-6-methyl-6,11-diazatetracyclo(7.6.1.0^(2,7).0^(12,16))hexadeca-1(16),2,9,12,14-pentaen-4-yl)ureaRevanil 200Carbamide, MethylergolHydrochloride, LisurideRefChem:799371
Datenbank-Bezeichner
- CAS
140387-89-9、18016-80-3- PubChem CID
- 28864
- DTXSID
Eigenschaften
Berechnete StruktureigenschaftenWird ergänzt
- XLogP
- 2,7
- Polarare Oberfläche (TPSA)
- 51,4 Ų
- H-Brücken-Donoren
- 2
- H-Brücken-Akzeptoren
- 2
- Frei drehbare Bindungen
- 3
- Schwere Atome
- 25
- Formalladung
- 0
- Komplexität
- 544
Experimentelle und physikochemische Eigenschaften
DrugsPharmaceuticals -> Listed in ZINC15
LogP2.2
Solubility1.40e-01 g/L
Human DrugsBreast Feeding; Lactation; Antiparkinson Agents; Dopamine Agonists; Serotonin Receptor Agonists
Physical DescriptionSolid
Physikochemische Eigenschaften
- Schmelzpunkt
- 186 ° · 186°
- Siedepunkt
- 603.4 · 603.4±55.0 °C(Predicted)
- Dichte
- 1.23 · 1.23±0.1 g/cm3(Predicted)
- pka
- 13.06 · 13.06±0.20(Predicted)
- Aggregatzustand
- Solid
- Farbe
- Off-white to light yellow
- CAS Datenbank
- 18016 · 18016-80-3
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
GHS-Klassifizierung
GHS Classification
Danger
H300 (100%): Fatal if swallowed [Danger Acute toxicity, oral]
P260, P262, P264, P270, P271, P280, P284, P301+P316, P302+P352, P304+P340, P316, P320, P321, P330, P361+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Gefahrenhinweise
Hazard Classes and CategoriesAcute Tox. 2 (100%)
Toxikologische Informationen
Effects During Pregnancy and Lactation◉ Summary of Use during Lactation
Sicherheitsdaten
- Alarmwort
- Achtung
- Gefahrenhinweise
- Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code H300
Chemie und Industrie
Pharmakologische Informationen
ATC Code
G - Genito urinary system and sex hormones
N - Nervous system
QG - Genito urinary system and sex hormones
QN - Nervous system
Protein Bindingabout 15%
PharmacodynamicsThere is evidence that lisuride lowers prolactin levels and, in low doses, prevents migraine attacks.
Mechanism of Action
Lisuride is an anti-Parkinson drug chemically related to the dopaminergic ergoline Parkinson's drugs. Lisuride binds to the 5-HT(1A) and 5-HT(2A/2C) receptors. It is also thought to bind to the dopamine receptor and to act as a dopamine agonist. Evidence has also emerged that Lisuride also binds to the Histamine H1 receptor.
MeSH Pharmacological Classification
Agents used in the treatment of Parkinson's disease. The most commonly used drugs act on the dopaminergic system in the striatum and basal ganglia or are centrally acting muscarinic antagonists.
Endogenous compounds and drugs that bind to and activate SEROTONIN RECEPTORS. Many serotonin receptor agonists are used as ANTIDEPRESSANTS; ANXIOLYTICS; and in the treatment of MIGRAINE DISORDERS.
Drugs that bind to and activate dopamine receptors.
Cellular LocationsMembrane
Zugehörige Reaktionen
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