Ketanserin
Grundinformationen
- CAS
74050-98-9- Standard-SMILES
O=C(c1ccc(F)cc1)C1CCN(CCn2c(=O)[nH]c3ccccc3c2=O)CC1- InChIKey
FPCCSQOGAWCVBH-UHFFFAOYSA-N- Summenformel
- C22H22FN3O3
- Durchschnittliche Molmasse
- 395,4 g/mol
- Monoisotopische Masse
- 395,16451978
Überblick
Ketanserin is a member of the class of quinazolines that is quinazoline-2,4(1H,3H)-dione which is substituted at position 3 by a 2-[4-(p-fluorobenzoyl)piperidin-1-yl]ethyl group. It has a role as a cardiovascular drug, an antihypertensive agent, an alpha-adrenergic antagonist, a serotonergic antagonist and an EC 3.4.21.26 (prolyl oligopeptidase) inhibitor. It is a member of piperidines, an organofluorine compound, a member of quinazolines and an aromatic ketone. It is a conjugate base of a ketanserin(1+).
Namen und Bezeichner
- Bevorzugter Name
- Ketanserin
- IUPAC
- 3-[2-[4-(4-fluorobenzoyl)piperidin-1-yl]ethyl]-1H-quinazoline-2,4-dione
- Lokaler Name
- Ketanserin
- Englischer Name
- Ketanserin
- Summenformel
- C22H22FN3O3
- Molmasse
- 395.43
Namen und Synonyme
Ketanserin74050-98-9KetanserineKetanserinumKetanserinaKetaserin3-(2-(4-(4-Fluorobenzoyl)piperidin-1-yl)ethyl)quinazoline-2,4(1H,3H)-dioneSerefrexR-41468DTXSID3023188R-41,4683-[2-[4-(4-fluorobenzoyl)piperidin-1-yl]ethyl]-1H-quinazoline-2,4-dione
Weitere Namen anzeigen
KetRHSOFC8EEC3p73Hp73Lp53CPSHFM4TP73L
R 41468R 41,46897F9DE4CT43-(2-(4-(4-Fluorobenzoyl)piperidinol)ethyl)-2,4(1H,3H)-quinazolinedioneNSC-7589592,4(1H,3H)-Quinazolinedione, 3-(2-(4-(4-fluorobenzoyl)-1-piperidinyl)ethyl)-CHEBI:6123DTXCID103188
Datenbank-Bezeichner
- CAS
74050-98-9、83846-83-7- PubChem CID
- 3822
- DTXSID
DTXSID3023188
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 2,6
- Polarare Oberfläche (TPSA)
- 69,7 Ų
- H-Brücken-Donoren
- 1
- H-Brücken-Akzeptoren
- 5
- Frei drehbare Bindungen
- 5
- Schwere Atome
- 29
- Formalladung
- 0
- Komplexität
- 627
Experimentelle und physikochemische Eigenschaften
Drugs
Pharmaceuticals -> Cardiovascular system -> Antihypertensives
Pharmaceuticals -> Listed in ZINC15
LogP2.9
Collision Cross Section191.99 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
Physikochemische Eigenschaften
- Schmelzpunkt
- 227 · 227-235°C
- Dichte
- 1.28 · 1.280±0.06 g/cm3(Predicted)
- storage temp.
- 2 · Sealed in dry,2-8°C
- Löslichkeit
- 10 mg/mL, · DMF: 10 mg/mL, clear, colorless
- Aggregatzustand
- Solid
- pka
- 7.5 · 7.5(at 25℃)
- Farbe
- White to Off-White
- Biologische Quelle
- human
- Merck
- 14 · 14,5296
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
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 36 reports by companies from 1 notifications to the ECHA C&L Inventory.
Gefahrenhinweise
Other Safety InformationIMAP assessments - 2,4(1H,3H)-Quinazolinedione, 3-[2-[4-(4-fluorobenzoyl)-1-piperidinyl]ethyl]-: Environment tier I assessment
Hazard Classes and CategoriesAcute Tox. 4 (100%)
Sicherheitsdaten
- wgk
- 3
- hs_code
- 29339900
- RTECS-Nr.
- VA1411190
Chemie und Industrie
Pharmakologische Informationen
ATC Code
C - Cardiovascular system
QC - Cardiovascular system
QD - Dermatologicals
MeSH Pharmacological Classification
Drugs used in the treatment of acute or chronic vascular HYPERTENSION regardless of pharmacological mechanism. Among the antihypertensive agents are DIURETICS; (especially DIURETICS, THIAZIDE); ADRENERGIC BETA-ANTAGONISTS; ADRENERGIC ALPHA-ANTAGONISTS; ANGIOTENSIN-CONVERTING ENZYME INHIBITORS; CALCIUM CHANNEL BLOCKERS; GANGLIONIC BLOCKERS; and VASODILATOR AGENTS.
Drugs or agents which antagonize or impair any mechanism leading to blood platelet aggregation, whether during the phases of activation and shape change or following the dense-granule release reaction and stimulation of the prostaglandin-thromboxane system.
Drugs that bind to but do not activate serotonin receptors, thereby blocking the actions of serotonin or SEROTONIN RECEPTOR AGONISTS.
Anwendungen
BeschreibungKetanserin is an antihypertensive agent with antagonist properties at both the serotonin-S2 and α1-adrenergic receptors. Its mechanism of action, while still controversial, may involve interactions at both of these loci.
VerwendenAn antihypertensive, with affinity for multiple GPCR receptors.
Vor- und nachgelagerte Produkte
Vorgelagerte Rohstoffe
Ergänzende Hinweise
DefinitionChEBI: A member of the class of quinazolines that is quinazoline-2,4(1H,3H)-dione which is substituted at position 3 by a 2-[4-(p-fluorobenzoyl)piperidin-1-yl]ethyl group.
Zugehörige Reaktionen
7
Notizen zur Verbindung
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