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セリプロロール

Celiprolol

HCID 2663
ノート反応
基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
部分構造検索類似構造を探す

基本情報

CAS
56980-93-9
標準SMILES
CCN(CC)C(=O)Nc1ccc(OCC(O)CNC(C)(C)C)c(C(C)=O)c1
InChIKey
JOATXPAWOHTVSZ-UHFFFAOYSA-N
分子式
C20H33N3O4
平均分子量
379.5 g/mol
単同位体質量
379.24710654

概要

3-[3-acetyl-4-[3-(tert-butylamino)-2-hydroxypropoxy]phenyl]-1,1-diethylurea is an aromatic ketone.

名称と識別子

優先名称
Celiprolol
IUPAC
3-[3-acetyl-4-[3-(tert-butylamino)-2-hydroxypropoxy]phenyl]-1,1-diethylurea
現地名
セリプロロール
英語名
Celiprolol
分子式
C20H33N3O4
分子量
379.49

名称と別名

celiprolol56980-93-9CeliprololumCeliprolol PCHUL/1677RHC-5320AACER002 FREE BASEDRB57K47QCACER-002 FREE BASEDTXSID3020259ST1396N'-(3-Acetyl-4-(3-((1,1-dimethylethyl)amino)-2-hydroxypropoxy)phenyl)-N,N-diethylurea
名称をさらに表示
セリプロロール(±)-セリプロロールN'-[3-アセチル-4-[3-[(1,1-ジメチルエチル)アミノ]-2-ヒドロキシプロポキシ]フェニル]-N,N-ジエチル尿素3-[3-アセチル-4-[3-(tert-ブチルアミノ)-2-ヒドロキシプロポキシ]フェニル]-1,1-ジエチル尿素(-)-3-[3-アセチル-4-[3-(tert-ブチルアミノ)-2-ヒドロキシプロポキシ]フェニル]-1,1-ジエチル尿素rac-3-[3-アセチル-4-[(R*)-3-(tert-ブチルアミノ)-2-ヒドロキシプロポキシ]フェニル]-1,1-ジエチル尿素(-)-セリプロロールrac-1,1-ジエチル-3-[3-アセチル-4-[(R*)-2-ヒドロキシ-3-[(1,1-ジメチルエチル)アミノ]プロポキシ]フェニル]尿素N′-[3-アセチル-4-[3-[(1,1-ジメチルエチル)アミノ]-2-ヒドロキシプロポキシ]フェニル]-N,N-ジエチル尿素EdsivoSelectol-diethyl-celiptololdl-CeliprololCeliprolol Base(R,S)-CeliprololRacemic Celiprolol

物性

構造計算による物性

XLogP
1.9
極性表面積
90.9 Ų
水素結合供与体数
3
水素結合受容体数
5
回転可能結合数
10
重原子数
27
形式電荷
0
複雑度
474

実験および物理化学的性質

DrugsPharmaceuticals
LogP1.92
Human DrugsPharmaceuticals
Melting Point120-122
Dissociation Constants9.66

物理化学的性質

融点
110 · 110-112°
沸点
586.5 · 586.5±50.0 °C(Predicted)
比重(密度)
1.114 · 1.114±0.06 g/cm3(Predicted)
貯蔵温度
-20 °C · -20°C Freezer, Under Inert Atmosphere
溶解性
クロロホルム(微量)、メタノール(微量)
外見
個体
酸解離定数(Pka)
9.7 · pKa ~9.7 (Uncertain)
色
黄色のスティッキー
水溶解度
22.9 mg/L · 22.9mg/L(22.5℃)
CAS データベース
56980 · 56980-93-9(CAS DataBase Reference)

安全と法規制

安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。

GHS分類

GHS Classification · 3 件

H412 (100%): Harmful to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]

P273, 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 CategoriesAquatic Chronic 3 (100%)

毒性情報

Drug Induced Liver Injury · 4 件

Drug-Induced Liver Injury Severity and Toxicity (DILIst)

Celiprolol

DILI Positive

DOI:10.1016/j.drudis.2019.09.022

化学と産業

薬理情報

ATC Code · 3 件

C07AB08

C - Cardiovascular system

QC - Cardiovascular system

Protein Binding25-30%.
Mechanism of Action · 1 件

Celiprolol is a vasoactive beta-1 selective adrenoceptor antagonist with partial beta-2 agonist activity. The beta-2 agonist activity is thought to account for its mild vasodilating properties. It lowers blood pressure in hypertensive patients at rest and on exercise. The effects on heart rate and cardiac output are dependent on the pre-existing background level of sympathetic tone. Under conditions of stress such as exercise, celiprolol attenuates chronotropic and inotropic responses to sympathetic stimulation. However, at rest minimal impairment of cardiac function is seen.

Biological Half-Life5 hours
Metabolism/MetabolitesA 14C labelled dose was completely recovered within 48 hours. The first-pass effect in the liver is insignificant. Celiprolol is metabolized to a minor extent (1-3%).
MeSH Pharmacological Classification · 5 件

Agents used for the treatment or prevention of cardiac arrhythmias. They may affect the polarization-repolarization phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibers. Anti-arrhythmia agents are often classed into four main groups according to their mechanism of action: sodium channel blockade, beta-adrenergic blockade, repolarization prolongation, or calcium channel blockade.

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 that mimic the effects of stimulating postganglionic adrenergic sympathetic nerves. Included here are drugs that directly stimulate adrenergic receptors and drugs that act indirectly by provoking the release of adrenergic transmitters.

関連反応

0 件
反応記録を作成

現在のフィルター条件では反応記録がありません。

化合物ノート

読み込み中…

このページの内容基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
Celiprolol USP/EP/BP
Urea, N'-(3-acetyl-4-(3-((1,1-dimethylethyl)amino)-2-hydroxypropoxy)phenyl)-N,N-diethyl-1-{3-acetyl-4-[3-(tert-butylamino)-2-hydroxypropoxy]phenyl}-3,3-diethylureaREV 5320A1-(3-acetyl-4-(3-(tert-butylamino)-2-hydroxypropoxy)phenyl)-3,3-diethylureaRefChem:124293DTXCID90259REV5320AC07AB08

データベース識別子

CAS
56980-93-9
PubChem CID
2663
DTXSID
DTXSID3020259
ChEMBL
CHEMBL27810
ChEBI
CHEBI:94461
UNII
DRB57K47QC
EC Number
260-497-7
Nikkaji
J11.825G、J246.148J

Drugs used to cause dilation of the blood vessels.

Drugs that bind to and block the activation of ADRENERGIC BETA-1 RECEPTORS.

Absorption, Distribution and Excretion · 3 件

Absorption of an oral dose is rapid and consistent but incomplete (55% for 200 mg dose and 74% for 400 mg dose) from the gastrointestinal tract. The bioavailability of celiprolol has been shown to be markedly affected by food and one should avoid administration of celiprolol with food. Coadministration of chlorthalidone, hydrochlorothiazide and theophylline also reduces the bioavailability of celiprolol. Following oral dosing, maximal blood concentrations are reached between 2 and 3 hours.

The distribution volume is 4.5L/kg. Celiprolol is hydrophilic and does not cross the blood-brain barrier. The binding to plasma proteins is about 25-30%.

Cleared by both renal and non-renal excretory pathways. Celiprolol is not recommended for patients with creatinine clearance less than 15 mL per minute.

用途と製造

UsesUse (kg; approx.) in Germany (2009): >2500
Use ClassificationPharmaceuticals

応用分野

使用Celiprolol is an intermediate in the synthesis of Celiprolol Hydrochloride (C254500). Celiprolol is a cardioselective β1-adrenergic blocker. Antihypertensive, antianginal.

上流・下流製品情報

上流原料

tert-ブチルアミンエピクロロヒドリンジメチルカルバモイルクロリド

サプライヤー5 社

Baoji Guokang Healthchem co.,ltd+8615604608665 15604608665 · [email protected]
LGM Pharma1-(800)-881-8210 · [email protected]
銳迪國際科技有限公司18024082417 · [email protected]
厦门盈融达化工有限公司+86-0592-6210733 · [email protected]
湖北康鑫源顺医药化工有限公司027-51831887 15337167856 · [email protected]