2,5-二羟基苯乙酮

中文名称:

2,5-二羟基苯乙酮

中文同义词:

2,5-二羟基苯乙酮;2,5-二羟基乙酰苯;2,5-二羥苯乙酮;2-乙醯氫醌;2,5-二羟基苯乙酮;2,5-二羟基苯乙酮, 98+%;苯乙酮,2,5-二羟基-;乙酮,1-(2,5-二羟苯基)-

英文名称:

2,5-Dihydroxyacetophenone

英文同义词:

1-(2,5-dihydroxyphenyl)-ethanon;1-Acetyl-2,5-dihydroxybenzene;2,5-Dihydroxy-1-acetylbenzene;2’,5’-dihydroxy-acetophenon;Acetophenone, 2,5-dihydroxy-;Acetylhydroquinone;QUINACETOPHENONE;2-Acetylhydroquinone Quinacetophenone

CAS号:

490-78-8

分子式:

C8H8O3

分子量:

152.15

EINECS号:

207-716-4

相关类别:

苯乙酮;通用试剂;有机砌块;羰基化合物;酮;其它酚类;Building Blocks;FINE Chemical INTERMEDIATES;Aromatic Acetophenones Derivatives (substituted);C7 to C8;Carbonyl Compounds;Chemical Synthesis;Ketones;Organic Building Blocks

Mol文件:

490-78-8.mol

熔点 

204-206 °C(lit.)

沸点 

234.6°C (rough estimate)

密度 

1.2143 (rough estimate)

折射率 

1.4447 (estimate)

储存条件 

Store below +30°C.

溶解度 

dioxane: 50 mg/mL, clear

酸度系数(pKa)

9.86±0.18(Predicted)

形态

Crystals or Crystalline Powder

颜色

Yellow to yellow-green

水溶解性 

insoluble

BRN 

637903

InChIKey

WLDWSGZHNBANIO-UHFFFAOYSA-N

CAS 数据库

490-78-8(CAS DataBase Reference)

NIST化学物质信息

Ethanone, 1-(2,5-dihydroxyphenyl)-(490-78-8)

EPA化学物质信息

Ethanone, 1-(2,5-dihydroxyphenyl)- (490-78-8)

生物活性

2,5-Dihydroxyacetophenone (DHAP, 2-Acetylhydroquinone, Quinacetophenone) 是二羟基苯乙酮异构体的混合物，用于食品调味。2,5-Dihydroxyacetophenone 通过抑制 iNOS 的表达来显着抑制 NO 的产生。2,5-Dihydroxyacetophenone 可通过阻断 ERK1/2 和 NF-κB 信号通路来显著地降低促炎细胞因子 TNF-α 和 IL-6 的表达水平。

靶点

Target Value iNOS () ERK1/2 () NF-κB () TNF-α () IL-6 ()

Target

Value

iNOS ()

ERK1/2 ()

NF-κB ()

TNF-α ()

IL-6 ()

体外研究

2,5-Dihydroxyacetophenone significantly inhibits NO production via the suppression of iNOS expression and significantly decreases levels of the pro-inflammatory cytokines TNF-α and IL-6 via the down-regulation of their mRNA expression in LPS-stimulated RAW264.7 cells. 2,5-Dihydroxyacetophenone potently inhibits the phosphorylation of extracellular signal-related kinase (ERK) 1/2 and the nuclear translocation of nuclear factor-κB (NF-κB) p65 in LPS-stimulated cells.

化学性质 

淡黄绿色针状结晶。熔点202-203℃。溶于醇，难溶于醚和苯，几乎不溶于冷水。在碱溶液中呈黄色，遇三氧化铁呈蓝色。能升华。

用途 

用于有机合成。

生产方法 

由对苯二酚二乙酸酯在三氯化铝存在下反应而得。

危险品标志 

Xi

危险类别码 

36/37/38

安全说明 

26-36

WGK Germany 

3

RTECS号

AM7700000

Hazard Note 

Irritant

TSCA 

Yes

海关编码 

29145000