(+)-alpha-(2,3-Dimethoxyphenyl)-1-(2-(4-fluorophenyl)ethyl)-4-piperidinemethanol

HCID 5311271CAS 139290-65-6

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Grundinformationen

Standard-SMILES: COc1cccc([C@H](O)C2CCN(CCc3ccc(F)cc3)CC2)c1OC
InChIKey: HXTGXYRHXAGCFP-OAQYLSRUSA-N
Summenformel: C22H28FNO3
Durchschnittliche Molmasse: 373,5 g/mol
Monoisotopische Masse: 373,20532198

Überblick

Volinanserin is under investigation in clinical trial NCT00464243 (Efficacy and Safety of Volinanserin on Sleep Maintenance Insomnia - Polysomnographic Study).

Namen und Bezeichner

Bevorzugter Name: (+)-alpha-(2,3-Dimethoxyphenyl)-1-(2-(4-fluorophenyl)ethyl)-4-piperidinemethanol
IUPAC: (R)-(2,3-dimethoxyphenyl)-[1-[2-(4-fluorophenyl)ethyl]piperidin-4-yl]methanol
Englischer Name: (R)-(+)-alpha-(2,3-Dimethoxyphenyl)-1-[2-(4-fluoro-phenyl)ethyl]-4-piperidine methanol
Summenformel: C22H28FNO3
Molmasse: 373.46

Namen und Synonyme

Volinanserin139290-65-6MDL-100907M100907VolinanserinaVolinanserineMDL100.907DTXSID6047363MDL-100,907Mdl 100,907EW71EE171JM-100907

Weitere Namen anzeigen

M 100907MDL100907R-MDL 100907MDL 100907 NEWMDL100907-L-tartrateMDL100907 tartrate saltMDL 100907 (MDL-100907MDL-100907(Volinanserin)Volinanserin (MDL100907)

(R)-(2,3-dimethoxyphenyl)-[1-[2-(4-fluorophenyl)ethyl]piperidin-4-yl]methanolMDL-100.907DTXCID4027363alpha-(2,3-Dimethoxyphenyl)-1-(2-(4-fluorophenylethyl))-4-piperidine methanol(R)-(2,3-dimethoxyphenyl)(1-(2-(4-fluorophenyl)ethyl)piperidin-4-yl)methanol(+)-alpha-(2,3-Dimethoxyphenyl)-1-(2-(4-fluorophenyl)ethyl)-4-piperidinemethanolvolinanserinum(R)-(2,3-dimethoxyphenyl)-(1-(2-(4-fluorophenyl)ethyl)piperidin-4-yl)methanol

Datenbank-Bezeichner

CAS: 139290-65-6
PubChem CID: 5311271
DTXSID: DTXSID6047363
ChEMBL: CHEMBL74355
UNII: EW71EE171J
EC Number: 604-124-1
Nikkaji: J555.944H

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 3,9
Polarare Oberfläche (TPSA): 41,9 Å²
H-Brücken-Donoren: 1
H-Brücken-Akzeptoren: 5
Frei drehbare Bindungen: 7
Schwere Atome: 27
Formalladung: 0
Komplexität: 422

Experimentelle und physikochemische Eigenschaften

Collision Cross Section185.0 Å² [M+H]+ [CCS Type: DT; Buffer gas: N2; Ionization: APCI+; Dataset: TOXCAST; Source Identifier: DTXSID6047363]

Physikochemische Eigenschaften

Schmelzpunkt: 89 · 89-91°C
Siedepunkt: 499.4 · 499.4±45.0 °C(Predicted)
Dichte: 1.15 · 1.150±0.06 g/cm3(Predicted)
storage temp.: 2 · 2-8°C
Löslichkeit: 20 mg/mL · DMSO: ≥20mg/mL
pka: 13.93 · 13.93±0.20(Predicted)
Aggregatzustand: powder
Farbe: off-white to light brown
InChI: 1S/C22H28FNO3/c1-26-20-5-3-4-19(22(20)27-2)21(25)17-11-14-24(15-12-17)13-10-16-6-8-18(23)9-7-16/h3-9,17,21,25H,10-15H2,1-2H3/t21-/m1/s1
InChIKey: HXTGXYRHXAGCFP-OAQYLSRUSA-N
SMILES: COc1cccc([C@H](O)C2CCN(CC2)CCc3ccc(F)cc3)c1OC

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Warning

H400 (100%): Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]

P273, P391, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 38 reports by companies from 1 notifications to the ECHA C&L Inventory.

Gefahrenhinweise

Hazard Classes and CategoriesAquatic Acute 1 (100%)

Sicherheitsdaten

wgk: 3
ridadr: UN 3077 9 / PGIII
risk_code: 50
hazard_code: N
safety_code: 61
Speicherklasse: 11 - Combustible Solids

Chemie und Industrie

Pharmakologische Informationen

MeSH Pharmacological ClassificationDrugs that bind to but do not activate serotonin receptors, thereby blocking the actions of serotonin or SEROTONIN RECEPTOR AGONISTS.

Anwendungen · 2 Einträge

BeschreibungVolinanserin is a potent and selective antagonist of the serotonin receptor 5-HT2A (Ki = 0.36-0.85 nM). It weakly binds 5-HT2C, α1-adrenergic, and sigma receptors (Ki = 88, 128, and 87 nM) and much less effectively associates with other serotonin, dopamine, adrenergic, muscarinic acetylcholine receptors and monoamine transporters. Volinanserin displays antipsychotic activity, attenuates impulsivity, and augments antidepressant effects in vivo.

VerwendenAs a serotonin 5-HT2A receptor antagonist, Volinanserin Hydrochloride Salt can be used as potential controls in various biological studies.