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586-06-1

中文名称 奥西那林
英文名称 Orciprenaline
CAS 586-06-1
EINECS 编号 209-569-1
分子式 C11H17NO3
分子量 211.26
MOL 文件 586-06-1.mol
586-06-1 结构式 586-06-1 结构式

基本信息

中文别名
5-(1-羟基-2-异丙基氨基乙基)苯-1,3-二酚
奥西那林
间羟异丙基肾上腺素
英文别名
5-[1-hydroxy-2-(1-methylethylamino)ethyl]benzene-1,3-diol
5-(1-hydroxy-2-propan-2-ylamino-ethyl)benzene-1,3-diol
orciprenaline
1-(3,5-dihydroxyphenyl)-2-isopropylaminoethanol
1,3-Benzenediol, 5-1-hydroxy-2-(1-methylethyl)aminoethyl-
1,3-Benzenediol, 5-[1-hydroxy-2-[(1-methylethyl)amino]ethyl]- (9CI)
3,5-Dihydroxy-a-[(isopropylamino)methyl]benzyl alcohol
Benzyl alcohol, 3,5-dihydroxy-a-[(isopropylamino)methyl]- (6CI, 8CI)
3,5-dihydroxy-alpha-((isopropylamino)methyl)benzyl alcohol
3,5-dihydroxy-alpha-((isopropylamino)methyl)-benzyl alcohol
5-(1-hydroxy-2-((1-methylethyl)amino)ethyl)-3-benzenediol
5-[1-Hydroxy-2-[(1-methylethyl)amino]ethyl]-1,3-benzenediol
Metaproterenol (base and/or unspecified salts)
3,5-Dihydroxy-α-[(isopropylamino)methyl]benzyl alcohol
5-[2-(Isopropylamino)-1-hydroxyethyl]-1,3-benzenediol
所属类别
原料药:平喘药

物理化学性质

外观性状熔点100℃。其硫酸([5874-97-5])熔点202-203℃。
熔点100°
沸点350.94°C (rough estimate)
密度1.1240 (rough estimate)
折射率1.5718 (estimate)
酸度系数(pKa)9.11±0.10(Predicted)

应用领域

用途一
支气管扩张药。

制备方法

方法一
3,5-二乙酸基乙酰首先与溴反应,然后与异丙胺反应得过且过-(3,5-二羟基苯基)-2-异丙胺乙酮,将其溶于甲醇,在室温下以镍催化氢化,得异丙喘宁。

上下游产品信息

常见问题列表

生物活性
Metaproterenol (Orciprenaline) 是一种直接作用的拟交感神经药,是 β2-肾上腺素能受体 (β2AR) 激动剂,其 IC50 为 68 nM。Metaproterenol 还具有抗炎活性。
靶点

IC50: 68 nM (β2-adrenergic receptor)

体外研究

Metaproterenol (10 μM; 74 hours; THP-1 cells and bone marrow macrophages) treatment enhances β-arrestin2 and its interaction with IκBα in high glucose-induced THP-1 cells and bone marrow macrophages.
Metaproterenol (10 μM; 74 hours; THP-1 cells and bone marrow macrophages) treatment leads to downregulation of NF-κB in high glucose-induced THP-1 cells and bone marrow macrophages.

Western Blot Analysis

Cell Line: THP-1 cells and bone marrow macrophages
Concentration: 10 μM
Incubation Time: 74 hours
Result: Enhanced β-arrestin2 and its interaction with IκBα.

RT-PCR

Cell Line: THP-1 cells and bone marrow macrophages
Concentration: 10 μM
Incubation Time: 74 hours
Result: Led to downregulation of NF-κB.
体内研究

Treatment of Zucker diabetic fatty rats with Metaproterenol for 12 weeks attenuates monocyte activation as well as pro-inflammatory and pro-fibrotic responses in the kidneys and heart. Thus, Metaproterenol might has protective effects against diabetic renal and cardiovascular complications.

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