依达拉奉

依达拉奉用途

Edaravone 是一种新颖的,有效的自由基清除剂,能够抑制大鼠与 MMP-9 有关的脑出血。

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依达拉奉作用

依达拉奉是一种脑保护剂（自由基清除剂）。临床研究提示N-乙酰门冬氨酸（NAA）是特异性的存活神经细胞的标志，脑梗塞发病初期含量急剧减少。脑梗塞急性期患者给予依达拉奉，可抑制梗塞周围局部脑血流量的减少，使发病后第28天脑中NAA含量较甘油对照组明显升高。临床前研究提示，大鼠在缺血/缺血再灌注后静脉给予依达拉奉，可阻止脑水肿和脑梗塞的进展，并缓解所伴随的神经症状，抑制迟发性神经元死亡。机理研究提示，依达拉奉可清除自由基，抑制脂质过氧化，从而抑制脑细胞、血管内皮细胞、神经细胞的氧化损伤。

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依达拉奉名称

[ CAS 号 ]:
89-25-8

[ 中文名 ]:
依达拉奉

[ 英文名 ]:
edaravone

[中文别名 ]:

[英文别名 ]:

1-PHENYL-3-METHYL-5-PYRAZALONE
3-methyl-1-phenyl-1H-pyrazol-5(4H)-one
2,4-dihydro-5-methyl-2-phenyl-3h-pyrazol-3-one
5-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one
3-methyl-1-phenyl-4,5-dihydro-1H-pyrazol-5-one
1-PHENYL-3-METHYL-5-PYRAZOLONE
1-PHENYL-3-METHYL-5-PYRAZOLE
3-METHYL-1-PHENYL-2-PYRAZOLIN-5ONE
MFCD00003138
1-PHENYL-3-METHYL-5- PYRAZOLONE

依达拉奉生物活性

[ 描述 ]:

Edaravone 是一种新颖的,有效的自由基清除剂,能够抑制大鼠与 MMP-9 有关的脑出血。

[ 相关类别 ]:

信号通路 >> 代谢酶/蛋白酶 >> MMP

研究领域 >> 神经疾病

[体外研究]

依达拉奉对谷氨酸的毒性具有预防和治疗作用。依达拉奉的预处理降低了谷氨酸对SGN的毒性。依达拉奉可减少谷氨酸引起的细胞凋亡和坏死。依达拉奉(500μM)的预处理将这些变化逆转至大致正常水平。依达拉奉对SGNs对谷氨酸诱导的细胞凋亡的保护作用与PI3K/Akt通路和Bcl-2蛋白家族有关[4]。

[体内研究]

依达拉奉通过抑制内皮损伤和改善脑缺血中的神经元损伤发挥神经保护作用。依达拉奉提供了NOS的理想特征：它增加了eNOS(用于挽救缺血性中风的有益NOS)并减少了nNOS和iNOS(有害的NOS)。依达拉奉预处理可以减少溶栓治疗诱导的再灌注后脑水肿和出血事件[1]。依达拉奉显着降低梗塞体积,依达拉奉治疗大鼠(227.6 mm3)的平均梗死体积显着低于对照大鼠(264.0 mm3)。依达拉奉治疗也减少了缺血后出血量(依达拉奉治疗大鼠为53.4 mm3,对照组为176.4 mm3)。此外,依达拉奉治疗大鼠(23.5％)的出血量与梗死体积的比率低于未治疗大鼠(63.2％)[2]。在依达拉奉(20 mg/kg)治疗的大鼠中,胼call体,生发基质和大脑皮层的星形胶质细胞活性(胶质纤维酸性蛋白)和凋亡细胞(caspase-3)减少[3]。

[细胞实验]

通过MTT测定和台盼蓝染色定量细胞活力。向每个孔中加入MTT（5mg / mL，20μL）并在药物处理后在37℃下孵育4小时。除去培养基，将细胞沉淀溶解在DMSO中。然后，使用ELISA读数器在570nm下测量光密度（OD）值。

[参考文献]

[1]. Yoshida, H., et al. Neuroprotective effects of edaravone: a novel free radical scavenger in cerebrovascular injury. CNS Drug Rev, 2006. 12(1): p. 9-20.

[2]. Okamura, K., et al. Edaravone, a free radical scavenger, attenuates cerebral infarction and hemorrhagic infarction in rats with hyperglycemia. Neurol Res, 2013.

[3]. Garcia CA, et al. Edaravone reduces astrogliosis and apoptosis in young rats with kaolin-induced hydrocephalus. Childs Nerv Syst. 2016 Dec 17. [Epub ahead of print]

[4]. Bai X, et al. Protective Effect of Edaravone on Glutamate-Induced Neurotoxicity in Spiral Ganglion Neurons. Neural Plast. 2016;2016:4034218. Epub 2016 Nov 10.

[相关活性小分子]

依达拉奉物理化学性质

[ 密度 ]:
1.2±0.1 g/cm3

[ 沸点 ]:
333.0±11.0 °C at 760 mmHg

[ 熔点 ]:
126-128 °C(lit.)

[ 分子式 ]:
C₁₀H₁₀N₂O

[ 分子量 ]:
174.199

[ 闪点 ]:
155.2±19.3 °C

[ 精确质量 ]:
174.079315

[ PSA ]:
32.67000

[ LogP ]:
0.44

[ 外观性状 ]:
淡黄色结晶粉末

[ 蒸汽压 ]:
0.0±0.7 mmHg at 25°C

[ 折射率 ]:
1.606

[ 储存条件 ]:
Store at RT

[ 水溶解性 ]:
3 g/L (20 ºC)

依达拉奉MSDS

详细MSDS(安全技术说明书)

依达拉奉毒性和生态

CHEMICAL IDENTIFICATION

RTECS NUMBER :: UQ9625000

CHEMICAL NAME :: 2-Pyrazolin-5-one, 3-methyl-1-phenyl-

CAS REGISTRY NUMBER :: 89-25-8

LAST UPDATED :: 199701

DATA ITEMS CITED :: 10

MOLECULAR FORMULA :: C10-H10-N2-O

MOLECULAR WEIGHT :: 174.22

WISWESSER LINE NOTATION :: T5NMV DHJ BR& E1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: Standard Draize test

ROUTE OF EXPOSURE :: Administration into the eye

SPECIES OBSERVED :: Rodent - rabbit

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

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 3500 mg/kg

TOXIC EFFECTS :: Behavioral - convulsions or effect on seizure threshold Behavioral - changes in motor activity (specific assay) Lungs, Thorax, or Respiration - dyspnea

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

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 2012 mg/kg

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

MUTATION DATA

TYPE OF TEST :: Specific locus test

TEST SYSTEM :: Rodent - mouse Lymphocyte

DOSE/DURATION :: 300 mg/L

REFERENCE :: EMMUEG Environmental and Molecular Mutagenesis. (Alan R. Liss, Inc., 41 E. 11th St., New York, NY 10003) V.10- 1987- Volume(issue)/page/year: 17,196,1991 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - 83422 No. of Facilities: 11 (estimated) No. of Industries: 2 No. of Occupations: 2 No. of Employees: 114 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - 83422 No. of Facilities: 62 (estimated) No. of Industries: 5 No. of Occupations: 5 No. of Employees: 580 (estimated) No. of Female Employees: 137 (estimated)

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依达拉奉安全信息

[ 符号 ]:

GHS07

[ 信号词 ]:
Warning

[ 危害声明 ]:
H302-H315-H319-H335

[ 警示性声明 ]:
P261-P305 + P351 + P338

[ 个人防护装备 ]:
dust mask type N95 (US);Eyeshields;Gloves

[ 危害码 (欧洲) ]:
Xi:Irritant

[ 风险声明 (欧洲) ]:
R36/37/38

[ 安全声明 (欧洲) ]:
S26-S36

[ 危险品运输编码 ]:
NONH for all modes of transport

[ WGK德国 ]:
1

[ RTECS号 ]:
UQ9625000

[ 海关编码 ]:
2933199090

依达拉奉合成路线

详细合成路线

依达拉奉上下游产品

依达拉奉上游产品

依达拉奉下游产品

依达拉奉制备

用冰醋酸为原料,高温裂解得乙烯酮，经聚合得双乙烯酮，再进行氨解制得乙酰基乙酰胺.

另以苯胺为原料,在酸性条件(盐酸)下,经用NaNO2重氮化,再以亚硫酸氢铵和亚硫酸铵作还原剂进行还原,加硫酸水解生成苯肼.苯肼与乙酰基乙酰胺缩合生成本品

1. 2,4-二氢-5-甲基-2-苯基-3H-吡唑-3-酮(依达拉奉)的合成

在反应瓶中加入苯肼108g(1mol)、乙酰乙酸乙酯130g(127.5ml,1mol)和冰醋酸440ml,加毕,搅拌加热至流温度,搅拌回流反应3~4h.用TLC跟踪[展开剂:石油醚/乙酸乙酯(4:1)],在GF254硅胶板点样展开,苯肼斑点消失,反应达终点.冷至室温,移至蒸馏瓶中用旋转蒸发器减压浓缩蒸出溶剂,蒸出的溶剂进行回收,剩余油状物冷却至室温.加乙酸乙酯适量,搅拌充分后置于冰箱过夜.过滤,滤饼用冷的乙酸乙酯或石油醚洗涤,抽干,得2,4-二氢-5-甲基-2-苯基-3H-吡唑-3-酮(依达拉奉)粗品157g,收率90%,粗品为淡黄色针状结晶.

2. 依达拉奉的精制

在反应瓶中加入粗品157g和25%~30%乙醇水溶液420ml,搅拌加热回流至全溶解,稍冷却#加入活性炭25g,搅拌回流25min.趁热过滤,抽干,将滤液减压浓缩至蒸馏瓶壁有少量结晶析出,停止浓缩,冷却至5~10ºC析晶,过滤,滤饼于50ºC下真空干燥,得白色针状结晶依达拉奉精制品135g,精制收率86%,总收率为77.4%,mp127~129ºC. 纯度>99.5%(HPLC法).

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依达拉奉海关

[ 海关编码 ]: 2933199090

[ 中文概述 ]:
2933199090. 其他结构上有非稠合吡唑环化合物. 增值税率:17.0%. 退税率:13.0%. 监管条件:无. 最惠国关税:6.5%. 普通关税:20.0%

[ 申报要素 ]: 品名, 成分含量, 用途, 乌洛托品请注明外观, 6－己内酰胺请注明外观, 签约日期

[ Summary ]:
2933199090. other compounds containing an unfused pyrazole ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

依达拉奉文献

Ellipticine induces apoptosis in T-cell lymphoma via oxidative DNA damage.

Leuk. Lymphoma 56(3) , 739-47, (2015)

The tumor suppressor p53 is often mutated in human cancers. Restoring its antitumor activity has been shown to be a promising therapeutic approach for cancer treatment. Here we analyzed the activity a...

The free radical scavenger, edaravone, ameliorates delayed neuropsychological sequelae after acute carbon monoxide poisoning in rabbits.

Undersea Hyperb. Med. 40(3) , 223-9, (2013)

The mechanism underlying delayed neuropsychological sequelae (DNS) after acute carbon monoxide (CO) poisoning is unclear. There are no effective treatments for DNS. As part of a new generation of anti...

Protective effect of edaravone against Alzheimer's disease-relevant insults in neuroblastoma N2a cells.

Neurosci. Lett. 531(2) , 160-5, (2012)

Oxidative stress has been demonstrated to be involved in the pathogenesis of Alzheimer's disease (AD). Thus, antioxidant therapy may represent a promising avenue for the treatment of AD. Edaravone (3-...

更多文献

依达拉奉

依达拉奉用途

依达拉奉作用

依达拉奉名称

依达拉奉生物活性

依达拉奉物理化学性质

依达拉奉MSDS

详细MSDS(安全技术说明书)

依达拉奉毒性和生态

CHEMICAL IDENTIFICATION

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

MUTATION DATA

依达拉奉安全信息

依达拉奉合成路线

详细合成路线

依达拉奉上下游产品

依达拉奉上游产品

依达拉奉下游产品

依达拉奉制备

依达拉奉海关

依达拉奉文献

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