基本情報
- CAS
13392-18-2- 標準SMILES
CC(Cc1ccc(O)cc1)NCC(O)c1cc(O)cc(O)c1- InChIKey
LSLYOANBFKQKPT-UHFFFAOYSA-N- 分子式
- C17H21NO4
- 平均分子量
- 303.35 g/mol
- 単同位体質量
- 303.14705815
概要
Fenoterol is a member of the class resorcinols that is 5-(1-hydroxyethyl)benzene-1,3-diol in which one of the methyl hydrogens is replaced by a 1-(4-hydroxyphenyl)propan-2-amino group. A beta2-adrenergic agonist, it is used (as the hydrobromide salt) as a bronchodilator in the management of reversible airway obstruction. It has a role as a beta-adrenergic agonist, a bronchodilator agent, a sympathomimetic agent and a tocolytic agent. It is a member of resorcinols, a secondary alcohol and a secondary amino compound.
名称と識別子
- 優先名称
- Fenoterol
- IUPAC
- 5-[1-hydroxy-2-[1-(4-hydroxyphenyl)propan-2-ylamino]ethyl]benzene-1,3-diol
- 現地名
- フェノテロール
- 英語名
- Fenoterol
- 分子式
- C17H21NO4
- 分子量
- 303.35
名称と別名
fenoterol13392-18-2PhenoterolFenoterolumBerotec5-(1-hydroxy-2-{[1-(4-hydroxyphenyl)propan-2-yl]amino}ethyl)benzene-1,3-diolDosberotecAirum1-(3,5-Dihydroxyphenyl)-1-hydroxy-2-((4-hydroxyphenyl)isopropylamino)ethane5-[1-hydroxy-2-[1-(4-hydroxyphenyl)propan-2-ylamino]ethyl]benzene-1,3-diol1-(p-Hydroxyphenyl)-2-((beta-hydroxy-beta-(3',5'-dihydroxyphenyl))ethyl)aminopropane3,5-Dihydroxy-alpha-(((p-hydroxy-alpha-methylphenethyl)amino)methyl)benzyl alcohol
名称をさらに表示
ポルボノール5-[2-[[3-(4-ヒドロキシフェニル)プロパン-2-イル]アミノ]-1-ヒドロキシエチル]ベンゼン-1,3-ジオール3,5-ジヒドロキシ-α-[[(4-ヒドロキシ-α-メチルフェネチル)アミノ]メチル]ベンジルアルコール5-[1-ヒドロキシ-2-[[2-(4-ヒドロキシフェニル)-1-メチルエチル]アミノ]エチル]-1,3-ベンゼンジオールフェノテロールlcoholTh 1165opropaneAURORA KA-7877Fenoterol MonomerFenoterol USP/EP/BPFenoterol (Th-1165aFenoterol & Fenoterol Hydrobromide
DTXSID4023046CHEBI:1492261,3-Benzenediol, 5-(1-hydroxy-2-((2-(4-hydroxyphenyl)-1-methylethyl)amino)ethyl)-5-{1-Hydroxy-2-[2-(4-hydroxy-phenyl)-1-methyl-ethylamino]-ethyl}-benzene-1,3-diolNSC-757811TH-11655-(1-hydroxy-2-(1-(4-hydroxyphenyl)propan-2-ylamino)ethyl)benzene-1,3-diolp-Hydroxyphenylorciprenaline
物性
構造計算による物性
- XLogP
- 2
- 極性表面積
- 93 Ų
- 水素結合供与体数
- 5
- 水素結合受容体数
- 5
- 回転可能結合数
- 6
- 重原子数
- 22
- 形式電荷
- 0
- 複雑度
- 310
実験および物理化学的性質
DrugsPharmaceuticals
LogP0.34
Solubility1.62e-01 g/L
Human DrugsPharmaceuticals
Melting Point222-223
Physical DescriptionSolid
Collision Cross Section
180.4 Ų [M+H]+ [CCS Type: TW]
169.04 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
168.94 Ų [M-H]-
物理化学的性質
- 融点
- 181 · 181-183°C
- 沸点
- 566 · 566.0±45.0 °C(Predicted)
- 比重(密度)
- 1.289 · 1.289±0.06 g/cm3(Predicted)
- 貯蔵温度
- -20 °C · Store at -20°C
- 酸解離定数(Pka)
- 8.5 · pKa 8.5 (Uncertain);10.0 (Uncertain)
- 外見
- Solid
- 色
- Light brown to brown
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
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P270, P271, P301+P317, P304+P340, P317, P330, 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
Regulatory InformationREACH registered substance: 5-(1-Hydroxy-2-{[1-(4-hydroxyphenyl)-2-propanyl]amino}ethyl)-1,3-benzenediol (EC: 680-817-2)
Other Safety InformationIMAP assessments - 1,3-Benzenediol, 5-[1-hydroxy-2-[[2-(4-hydroxyphenyl)-1-methylethyl]amino]ethyl]-: Environment tier I assessment
Hazard Classes and CategoriesAcute Tox. 4 (100%)
毒性情報
Drug Induced Liver Injury
Drug-Induced Liver Injury Severity and Toxicity (DILIst)
fenoterol
DILI Positive
Oral; Respiratory (inhalation)
DOI:10.1016/j.drudis.2019.09.022
安全データ
- 危険有害性情報
- コード 危険有害性情報 危険有害性クラス 区分 注意喚起語 シンボル P コード H302
化学と産業
薬理情報
ATC Code
R03AL01
R - Respiratory system
R - Respiratory system
G - Genito urinary system and sex hormones
QR - Respiratory system
QG - Genito urinary system and sex hormones
PharmacodynamicsFenoterol is a beta agonist designed to open up the airways to the lungs by decreasing bronchconstriction.
Mechanism of ActionBeta(2)-receptor stimulation in the lung causes relaxation of bronchial smooth muscle, bronchodilation, and increased bronchial airflow.
Metabolism/MetabolitesHepatic.
MeSH Pharmacological Classification
Agents that cause an increase in the expansion of a bronchus or bronchial tubes.
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.
Drugs that prevent preterm labor and immature birth by suppressing uterine contractions (TOCOLYSIS). Agents used to delay premature uterine activity include magnesium sulfate, beta-mimetics, oxytocin antagonists, calcium channel inhibitors, and adrenergic beta-receptor agonists. The use of intravenous alcohol as a tocolytic is now obsolete.
Compounds bind to and activate ADRENERGIC BETA-2 RECEPTORS.
Cellular LocationsMembrane
用途と製造
UsesUse (kg; approx.) in Germany (2009): >50
Use ClassificationPharmaceuticals
応用分野
関連反応
2 件
化合物ノート
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