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Merck
CN

346616

Sigma-Aldrich

1,2-萘醌

97%

别名:

β-萘醌

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About This Item

经验公式(希尔记法):
C10H6O2
CAS号:
分子量:
158.15
Beilstein:
606546
EC 号:
MDL编号:
UNSPSC代码:
12352100
PubChem化学物质编号:

方案

97%

表单

powder

mp

139-142 °C (dec.) (lit.)

官能团

ketone

SMILES字符串

O=C1C=Cc2ccccc2C1=O

InChI

1S/C10H6O2/c11-9-6-5-7-3-1-2-4-8(7)10(9)12/h1-6H

InChI key

KETQAJRQOHHATG-UHFFFAOYSA-N

基因信息

human ... PTPRC(5788)

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一般描述

1,2-萘醌是萘的主要代谢产物之一,它负责发挥其相关的细胞毒性和遗传毒性。 1,2-萘醌是一种大气污染物。它通过激活表皮生长因子受体,引起豚鼠气管平滑肌的收缩。 据报道,1,2-萘醌是柴油废气颗粒(DEP)和大气颗粒物中的环境醌。

应用

在利用扫描电化学显微镜(SECM)对正常人乳房(MCF-10A)细胞的氧化还原活性进行电化学作图时,1,2-萘醌被用作介质。

象形图

Exclamation mark

警示用语:

Warning

危险分类

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

靶器官

Respiratory system

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Shota Kikuno et al.
Toxicology and applied pharmacology, 210(1-2), 47-54 (2005-07-26)
1,2-Naphthoquinone (1,2-NQ) has recently been identified as an environmental quinone in diesel exhaust particles (DEP) and atmospheric PM2.5. We have found that this quinone is capable of causing a concentration-dependent contraction of tracheal smooth muscle in guinea pigs with EC50
B Liu et al.
Proceedings of the National Academy of Sciences of the United States of America, 97(18), 9855-9860 (2000-08-30)
Electrochemical methods have been widely used to monitor physiologically important molecules in biological systems. This report describes the first application of the scanning electrochemical microscope (SECM) to probe the redox activity of individual living cells. The possibilities of measuring the
Takashi Miura et al.
Chemical research in toxicology, 24(4), 559-567 (2011-03-10)
Quinones are reactive chemical species that cause cellular damage by modifying protein thiols and/or catalyzing the reduction of oxygen to reactive oxygen species, thereby promoting oxidative stress. Transcription factor Nrf2 plays a crucial role in cellular defense against electrophilic modification
Wan-Yun Cheng et al.
Environmental health perspectives, 120(2), 267-274 (2011-10-15)
Toxicological studies have correlated inflammatory effects of diesel exhaust particles (DEP) with its organic constituents, such as the organic electrophile 1,2-naphthoquinone (1,2-NQ). To elucidate the mechanisms involved in 1,2-NQ-induced inflammatory responses, we examined the role of oxidant stress in 1,2-NQ-induced
Takashi Miura et al.
Chemical research in toxicology, 24(11), 1836-1844 (2011-08-11)
Many cellular proteins with reactive thiols form covalent bonds with electrophiles, thereby modifying their structures and activities. Here, we describe the recovery of a glycolytic protein, glyceraldehyde-3-phosphate dehydrogenase (GAPDH), from such an electrophilic attack by 1,2-napthoquinone (1,2-NQ). GAPDH readily formed

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