CAS 139290-65-6 (+)-alpha-(2,3-Dimethoxyphenyl)-1-(2-(4-fluorophenyl)ethyl)-4-piperidinemethanol (HCID 5311271)

概要

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

名称と識別子

優先名称: (+)-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
現地名: ボリナンセリン
英語名: (R)-(+)-alpha-(2,3-Dimethoxyphenyl)-1-[2-(4-fluoro-phenyl)ethyl]-4-piperidine methanol
分子式: C22H28FNO3
分子量: 373.46

名称と別名

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

名称をさらに表示

ボリナンセリンボリナンセリン HYDROCHLORIDE SALT(R)-(2,3-ジメトキシフェニル)({1-[2-(4-フルオロフェニル)エチル]ピペリジン-4-イル})メタノール(R)-α-(2,3-ジメトキシフェニル)-1-[2-(4-フルオロフェニル)エチル]-4-ピペリジンメタノール(R)-α-[1-[2-(4-フルオロフェニル)エチル]ピペリジン-4-イル]-2,3-ジメトキシベンジルアルコール(R)-α-[1-[2-(4-フルオロフェニル)エチル]ピペリジン-4-イル]-α-(2,3-ジメトキシフェニル)メタノール(αR)-α-[1-(4-フルオロフェネチル)-4-ピペリジニル]-2,3-ジメトキシベンジルアルコール(αR)-α-(2,3-ジメトキシフェニル)-1-(4-フルオロフェネチル)-4-ピペリジンメタノール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

データベース識別子

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

物性

構造計算による物性

XLogP: 3.9
極性表面積: 41.9 Å²
水素結合供与体数: 1
水素結合受容体数: 5
回転可能結合数: 7
重原子数: 27
形式電荷: 0
複雑度: 422

実験および物理化学的性質

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

物理化学的性質

融点: 89 · 89-91°C
沸点: 499.4 · 499.4±45.0 °C(Predicted)
比重(密度): 1.15 · 1.150±0.06 g/cm3(Predicted)
貯蔵温度: 2 · 2-8°C
溶解性: 20 mg/mL以上 · DMSO：20mg/mL以上
酸解離定数(Pka): 13.93 · 13.93±0.20(Predicted)
外見: 粉
色: オフホワイトからライトブラウン
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

化学的性質

化学的特性Colourless solid

安全と法規制

GHS分類

GHS Classification · 4 件

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.

危険有害性情報

Hazard Classes and CategoriesAquatic Acute 1 (100%)

安全データ

wgk: 3
ridadr: UN 3077 9 / PGIII
risk_code: 50
hazard_code: N
safety_code: 61
ストレージクラス: 11 - Combustible Solids

化学と産業

薬理情報

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

応用分野 · 3 件

説明Volinanserin 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.

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

一般的な説明M100907 blocks the serotonin 2A (5-HT2A) receptors and imposes antidepressant-like effects. It may be used for treating dopaminergic anomalies.