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586-06-1

中文名稱 奧西那林
英文名稱 Orciprenaline
CAS 586-06-1
EINECS 編號 209-569-1
分子式 C11H17NO3
分子量 211.26
MOL 文件 586-06-1.mol
586-06-1 結(jié)構(gòu)式 586-06-1 結(jié)構(gòu)式

基本信息

中文別名
5-(1-羥基-2-異丙基氨基乙基)苯-1,3-二酚
奧西那林
間羥異丙基腎上腺素
英文別名
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
所屬類別
原料藥:平喘藥

物理化學(xué)性質(zhì)

外觀性狀熔點100℃。其硫酸([5874-97-5])熔點202-203℃。
熔點100°
沸點350.94°C (rough estimate)
密度1.1240 (rough estimate)
折射率1.5718 (estimate)
酸度系數(shù)(pKa)9.11±0.10(Predicted)
CAS 數(shù)據(jù)庫586-06-1(CAS DataBase Reference)

應(yīng)用領(lǐng)域

用途一
支氣管擴(kuò)張藥。

制備方法

方法一
3,5-二乙酸基乙酰首先與溴反應(yīng),然后與異丙胺反應(yīng)得過且過-(3,5-二羥基苯基)-2-異丙胺乙酮,將其溶于甲醇,在室溫下以鎳催化氫化,得異丙喘寧。

上下游產(chǎn)品信息

常見問題列表

生物活性
Metaproterenol (Orciprenaline) 是一種直接作用的擬交感神經(jīng)藥,是 β2-腎上腺素能受體 (β2AR) 激動劑,其 IC50 為 68 nM。Metaproterenol 還具有抗炎活性。
靶點

IC50: 68 nM (β2-adrenergic receptor)

體外研究

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.
體內(nèi)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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