奥西那林

奥西那林用途

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。

奥西那林名称

[ CAS 号 ]:
586-06-1

[ 中文名 ]:
奥西那林

[ 英文名 ]:
orciprenaline

[中文别名 ]:

间羟异丙基肾上腺素

[英文别名 ]:

orciprenaline
1-(3,5-Dihydroxyphenyl)-2-isopropylaminoethanol
Metaproterenol
EINECS 209-569-1

奥西那林生物活性

[ 描述 ]:

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。

[ 相关类别 ]:

研究领域 >> 内分泌

[ 靶点 ]

IC50: 68 nM (β2-adrenergic receptor)[1]

[体外研究]

Metaproterenol(10μM；74小时；THP-1细胞和骨髓巨噬细胞)治疗可增强β-arrestin2及其与高葡萄糖诱导的THP-1细胞和骨髓巨噬细胞中IκBα的相互作用[1]。Metaproterenol(10μM；74小时；THP-1细胞和骨髓巨噬细胞)治疗导致高葡萄糖诱导的THP-1细胞和骨髓巨噬细胞中NF-κB的下调[1]。蛋白质印迹分析[1]细胞系：THP-1细胞和骨髓巨噬细胞浓度：10μM孵育时间：74小时结果：β-arrestin2增强及其与IκBα的相互作用。RT-PCR[1]细胞系：THP-1细胞和骨髓巨噬细胞浓度：10μM孵育时间：74小时结果：导致NF-κB下调。

[体内研究]

用间蛋白肾治疗Zucker糖尿病性脂肪大鼠12周减弱单核细胞活化以及肾脏和心脏中的促炎和促纤维化反应。因此,间蛋白肾可能对糖尿病肾脏和心血管并发症具有保护作用[1]。

[参考文献]

[1]. Noh H, et al. Beta 2-adrenergic receptor agonists are novel regulators of macrophage activation in diabetic renal and cardiovascular complications. Kidney Int. 2017 Jul;92(1):101-113.

[2]. Ibrahim FA, et al. Highly sensitive spectrofluorimetric method for rapid determination of orciprenaline in biological fluids and pharmaceuticals. Luminescence. 2019 Feb;34(1):77-83.

奥西那林物理化学性质

[ 密度 ]:
1.2±0.1 g/cm3

[ 沸点 ]:
417.5±40.0 °C at 760 mmHg

[ 分子式 ]:
C₁₁H₁₇NO₃

[ 分子量 ]:
211.258

[ 闪点 ]:
179.7±17.9 °C

[ 精确质量 ]:
211.120850

[ PSA ]:
72.72000

[ LogP ]:
0.13

[ 蒸汽压 ]:
0.0±1.0 mmHg at 25°C

[ 折射率 ]:
1.579

奥西那林毒性和生态

CHEMICAL IDENTIFICATION

RTECS NUMBER :: DO1800000

CHEMICAL NAME :: Benzyl alcohol, 3,5-dihydroxy-alpha-((isopropylamino)methyl)-

CAS REGISTRY NUMBER :: 586-06-1

LAST UPDATED :: 199709

DATA ITEMS CITED :: 13

MOLECULAR FORMULA :: C11-H17-N-O3

MOLECULAR WEIGHT :: 211.29

WISWESSER LINE NOTATION :: QR CQ EYQ1MY

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Human - man

DOSE/DURATION :: 286 ug/kg

TOXIC EFFECTS :: Behavioral - tremor Cardiac - arrhythmias (including changes in conduction) Vascular - BP elevation not characterized in autonomic section

REFERENCE :: AJMSA9 American Journal of the Medical Sciences. (Slack Inc., 6900 Grove Rd., Thorofare, NJ 08086) New series: V.1- 1841- Volume(issue)/page/year: 291,168,1986

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 3370 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: TXAPA9 Toxicology and Applied Pharmacology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1959- Volume(issue)/page/year: 8,353,1966

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 67200 ug/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: TXAPA9 Toxicology and Applied Pharmacology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1959- Volume(issue)/page/year: 8,353,1966

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: >8130 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: TXAPA9 Toxicology and Applied Pharmacology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1959- Volume(issue)/page/year: 8,353,1966

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 240 mg/kg

TOXIC EFFECTS :: Autonomic Nervous System - sympathomimetic

REFERENCE :: APTOA6 Acta Pharmacologica et Toxicologica. (Copenhagen, Denmark) V.1-59, 1945-86. For publisher information, see PHTOEH Volume(issue)/page/year: 31,33,1972

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 295 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: USXXAM United States Patent Document. (U.S. Patent Office, Box 9, Washington, DC 20231) Volume(issue)/page/year: #4011258

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 86 mg/kg

TOXIC EFFECTS :: Behavioral - changes in motor activity (specific assay) Cardiac - pulse rate increase, without fall in BP Skin and Appendages - hair

REFERENCE :: APTOA6 Acta Pharmacologica et Toxicologica. (Copenhagen, Denmark) V.1-59, 1945-86. For publisher information, see PHTOEH Volume(issue)/page/year: 38,474,1976

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Mammal - dog

DOSE/DURATION :: 125 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: TXAPA9 Toxicology and Applied Pharmacology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1959- Volume(issue)/page/year: 8,353,1966

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Mammal - dog

DOSE/DURATION :: 30 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: TXAPA9 Toxicology and Applied Pharmacology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1959- Volume(issue)/page/year: 8,353,1966

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: 3110 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: TXAPA9 Toxicology and Applied Pharmacology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1959- Volume(issue)/page/year: 8,353,1966

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: 81300 ug/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: TXAPA9 Toxicology and Applied Pharmacology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1959- Volume(issue)/page/year: 8,353,1966 ** REPRODUCTIVE DATA **

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 800 ug/kg

SEX/DURATION :: female 1 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Maternal Effects - uterus, cervix, vagina

REFERENCE :: RDCNBM Reproduccion. (Madrid, Spain) V.1-7, 1974-83. Discontinued. Volume(issue)/page/year: 5,31,1981 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X5007 No. of Facilities: 35 (estimated) No. of Industries: 1 No. of Occupations: 1 No. of Employees: 476 (estimated) No. of Female Employees: 255 (estimated)

奥西那林制备

【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。