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

HCID 5311271

기본 정보

CAS: 139290-65-6
표준 SMILES: COc1cccc([C@H](O)C2CCN(CCc3ccc(F)cc3)CC2)c1OC
InChIKey: HXTGXYRHXAGCFP-OAQYLSRUSA-N
분자식: C22H28FNO3
평균 분자량: 373.5 g/mol
단동위원소 질량: 373.20532198

개요

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

이름 및 식별자

우선 이름: (+)-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
영어명: (R)-(+)-alpha-(2,3-Dimethoxyphenyl)-1-[2-(4-fluoro-phenyl)ethyl]-4-piperidine methanol
분자식: C22H28FNO3
분자량: 373.46

이름 및 동의어

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

이름 더 보기

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

데이터베이스 식별자

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

물성

구조 계산 물성

XLogP: 3.9
극성 표면적: 41.9 Å²
수소 결합 공여자 수: 1
수소 결합 수용자 수: 5
회전 가능 결합 수: 7
무거운 원자 수: 27
형식 전하: 0
복잡도: 422

실험 및 물리화학적 성질

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

물리화학적 성질

녹는점: 89 · 89-91°C
끓는 점: 499.4 · 499.4±45.0 °C(Predicted)
밀도: 1.15 · 1.150±0.06 g/cm3(Predicted)
저장 조건: 2 · 2-8°C
용해도: 20 mg/mL · DMSO: ≥20mg/mL
산도 계수 (pKa): 13.93 · 13.93±0.20(Predicted)
물리적 상태: 가루
색상: 황백색부터 연한 갈색까지
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

화학적 성질

Colourless solid

안전 및 규제

GHS 분류

GHS Classification · 4건

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.

유해성 정보

Hazard Classes and CategoriesAquatic Acute 1 (100%)

안전 데이터

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

화학 및 산업

약리 정보

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

응용 분야 · 3건

개요Volinanserin 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.

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

일반 설명M100907 blocks the serotonin 2A (5-HT2A) receptors and imposes antidepressant-like effects. It may be used for treating dopaminergic anomalies.