N-(1-ブチルピペリジン-4-イルメチル)-1,2-(トリメチレンオキシ)-1H-インドール-3-カルボアミド

Piboserod

HCID 177336
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基本情報

CAS
152811-62-6
標準SMILES
CCCCN1CCC(CNC(=O)c2c3n(c4ccccc24)CCCO3)CC1
InChIKey
KVCSJPATKXABRQ-UHFFFAOYSA-N
分子式
C22H31N3O2
平均分子量
369.5 g/mol
単同位体質量
369.24162723

概要

Piboserod (SB 207266) is a selective 5-HT(4) receptor antagonist.

名称と識別子

優先名称
Piboserod
IUPAC
N-[(1-butylpiperidin-4-yl)methyl]-3,4-dihydro-2H-[1,3]oxazino[3,2-a]indole-10-carboxamide
現地名
N-(1-ブチルピペリジン-4-イルメチル)-1,2-(トリメチレンオキシ)-1H-インドール-3-カルボアミド
英語名
PIBOSEROD,2H-(1,3)OXAZINO(3,2-A)INDOLE-10-CARBOXAMIDE, N-((1-BUTYL-4-PIPERIDINYL)METHYL)-3,4-DIHYDRO-
分子式
C22H31N3O2
分子量
369.5

名称と別名

Piboserod152811-62-6N-[(1-butylpiperidin-4-yl)methyl]-3,4-dihydro-2H-[1,3]oxazino[3,2-a]indole-10-carboxamideN-((1-butylpiperidin-4-yl)methyl)-3,4-dihydro-2H-[1,3]oxazino[3,2-a]indole-10-carboxamideSB2072564UQ3S81B25DTXSID60165129N-[(1-BUTYLPIPERIDIN-4-YL)METHYL]-2H,3H,4H-[1,3]OXAZINO[3,2-A]INDOLE-10-CARBOXAMIDEpiboserodumN-((1-butylpiperidin-4-yl)methyl)-2H,3H,4H-(1,3)oxazino(3,2-a)indole-10-carboxamideN-((1-butylpiperidin-4-yl)methyl)-3,4-dihydro-2H-(1,3)oxazino(3,2-a)indole-10-carboxamideRefChem:174124
名称をさらに表示
N-[(1-ブチル-4-ピペリジニル)メチル]-3,4-ジヒドロ-2H-[1,3]オキサジノ[3,2-a]インドール-10-カルボアミドN-(1-ブチルピペリジン-4-イルメチル)-1,2-(トリメチレンオキシ)-1H-インドール-3-カルボアミドN-[(1-ブチルピペリジン-4-イル)メチル]-2H,3H,4H-[1,3]オキサジノ[3,2-a]インドール-10-カルボキサミド3,4-ジヒドロ-N-[(1-ブチル-4-ピペリジニル)メチル]-2H-[1,3]オキサジノ[3,2-a]インドール-10-カルボアミドCS-2135Unii-4uq3S81B25SB207266(Piboserod)Piboserod(SB-207266)SB-207266 >=98% (HPLC)Piboserod, 10 mM in DMSO
DTXCID8087620110-127-4SB-207266MFCD00923681SB 207266N-[(1-butyl-4-piperidinyl)methyl]-3,4-dihydro-2H-[1,3]-oxazino[3,2-a]indole-10-carboxamidePiboserod [INN]PIBOSEROD,2H-(1,3)OXAZINO(3,2-A)INDOLE-10-CARBOXAMIDE, N-((1-BUTYL-4-PIPERIDINYL)METHYL)-3,4-DIHYDRO-

データベース識別子

CAS
152811-62-6
PubChem CID
177336
DTXSID
DTXSID60165129
ChEMBL
CHEMBL356359
UNII
4UQ3S81B25
EC Number
110-127-4
Nikkaji
J711.350A

物性

構造計算による物性

XLogP
3.7
極性表面積
46.5 Ų
水素結合供与体数
1
水素結合受容体数
3
回転可能結合数
6
重原子数
27

実験および物理化学的性質

DrugsPharmaceuticals -> Listed in ZINC15

物理化学的性質

融点
110 · 110-113°
沸点
570.3 · 570.3±35.0 °C(Predicted)
比重(密度)
1.22 · 1.22±0.1 g/cm3(Predicted)
貯蔵温度
2 · 2-8°C
溶解性
30 mg/mL; · DMF: 30 mg/mL; DMSO: 20 mg/mL; Ethanol: 30 mg/mL; Ethanol:PBS (pH7.2)(1:20): 0.05 mg/mL
外見
粉

安全と法規制

GHS分類

GHS Classification · 4 件

Danger

H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]

P264, P270, P301+P316, P321, P330, 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.

危険有害性情報

Hazard Classes and CategoriesAcute Tox. 3 (100%)

安全データ

wgk
WGK 3
ridadr
UN 2811 6.1 / PGIII
Hazard Classifications
Acute Tox. 3 Oral
ストレージクラス
6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects

化学と産業

薬理情報

Pharmacodynamics · 1 件

GlaxoSmithKline was investigating piboserod, a 5HT4 antagonist, for the treatment of atrial fibrillation. Phase II trials were ongoing in March 2004, but by December of that year, development had been discontinued. Piboserod had previously being investigated for the treatment of irritable bowel syndrome (IBS), but development for this indication was terminated in 1999.

Mechanism of Action · 1 件

Piboserod appears to act as a specific antagonist of one of the receptors for 5-hydroxytryptamine, the 5-HT4 receptor. The 5-HT4 receptor antagonists are thought to antagonize both the ability of serotonin to sensitize the peristaltic reflex and 5-HT-induced defecation, at least in animal studies. As 5-HT4 receptors are present in human atrial cells and when stimulated may cause atrial arrhythmias, piboserod was under investigation in clinical trials for atrial fibrillation.

応用分野

使用Treatment of irritable bowel syndrome (selective 5HT4receptor antagonist).

サプライヤー58 社

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