Ethyl 3,4-Dihydroxybenzoate 3,4-二羟基苯甲酸乙酯

CAS 3943-89-3 MFCD00002199

化学结构图

3943-89-3
SMILES: CCOC(=O)c1ccc(O)c(O)c1

化学属性

Mol. FormulaC9H10O4
Mol. Weight182.18
Density1.422
Melting Point132-134°C
TSCANo
Appearance 白色或浅棕黄色结晶性粉末。无臭或微有酚臭。味微苦。熔点132~135℃。不溶于水,溶于乙醇。
Boiling Point358.1°C at 760 mmHg

别名和识别编码

Chemical NameEthyl 3,4-Dihydroxybenzoate
CAS Number3943-89-3
Synonym Ethyl 3,4-dihydroxybenzoate {LY} Ethyl 3,4-dihydroxybenzoate {} {LY} Ethyl 3,4-dihydroxybenzoate {} {} {LY} Ethyl 3,4-dihydroxybenzoate {} {} {} {LY} Ethyl 3,4-dihydroxybenzoate {} {} {} {} {LY} Ethyl 3,4-dihydroxybenzoate {} {} {} {} {} {LY} Ethyl 3,4-dihydroxybenzoate {} {} {} {} {} {} {LY} Ethyl 3,4-dihydroxybenzoate {} {} {} {} {} {} {} {LY} Ethyl 3,4-dihydroxybenzoate {} {} {} {} {} {} {} {} {LY} Ethyl 3,4-dihydroxybenzoate {} {} {} {} {} {} {} {} {} {LY} Ethyl 3,4-dihydroxybenzoate {} {} {} {} {} {} {} {} {} {} {LY} Ethyl 3,4-dihydroxybenzoate {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Ethyl 3,4-dihydroxybenzoate {} {} {} {} {} {} {} {} {} {} {} {} {LY} Ethyl 3,4-dihydroxybenzoate {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Ethyl 3,4-dihydroxybenzoate {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Ethyl 3,4-dihydroxybenzoate {} {} {} {} {} {} {}
EC Number223-529-0
Beilstein Registry Number2097435
MDL NumberMFCD00002199
PubChem Substance ID77547
Chemical Name Translation3,4-二羟基苯甲酸乙酯
Reaxys-RN2097435
LabNetwork Molecule IDLN00222367
InChIInChI=1S/C9H10O4/c1-2-13-9(12)6-3-4-7(10)8(11)5-6/h3-5,10-11H,2H2,1H3
Canonical SMILESO=C(OCC)C1=CC=C(O)C(O)=C1
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分类

  • {SNA} Building Blocks,
  • {SNA} Aerobic Glycolysis (the Warburg Effect), Building Blocks, C8 to C9, Cancer Metabolism, Cancer Research, Carbonyl Compounds, Cell Biology, Chemical Synthesis, Esters, HIF Prolyl-Hydroxylase Inhibitors, Inhibitors of Aerobic Glycolysis (the Warburg Effect), Organic Building

产品应用

  • An antioxidant

相关文献及参考

  • [2]. Sebastian Philipp, et al. Desferoxamine and ethyl-3,4-dihydroxybenzoate protect myocardium by activating NOS and generating mitochondrial ROS. Am J Physiol Heart Circ Physiol. 2006 Jan;290(1):H450-7.
  • [3]. Byeong-Ju Kwon, et al. Ethyl-3,4-dihydroxybenzoate with a dual function of induction of osteogenic differentiation and inhibition of osteoclast differentiation for bone tissue engineering. Tissue Eng Part A. 2014 Nov;20(21-22):2975-84.
  • [4]. D Nandan, et al. Ethyl-3,4-dihydroxybenzoate inhibits myoblast differentiation: evidence for an essential role of collagen. J Cell Biol. 1990 May;110(5):1673-9.
  • Rayman, M., et al.: Lancet, 356, 233 (2000),
  • Stadlober, M., et al.: Food Chem., 73, 357 (2001),
  • [1]. Bo Han, et al. A prolyl-hydroxylase inhibitor, ethyl-3,4-dihydroxybenzoate, induces cell autophagy and apoptosis in esophageal squamous cell carcinoma cells via up-regulation of BNIP3 and N-myc downstream-regulated gene-1. PLoS One. 2014

安全信息

Signal word
GHS Symbol
WGK Germany3
Safety Statements
  • S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 眼睛接触后,立即用大量水冲洗并征求医生意见;
  • S36 Wear suitable protective clothing 穿戴适当的防护服;
Risk Statements
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
Precautionary statements
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • P271 Use only outdoors or in a well-ventilated area.? 只能在室外或通风良好的地方使用。
  • P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
  • P302+P352
  • P302+P352+P332+P313+P362+P364
  • P304+P340
  • P305+P351+P338
  • P305+P351+P338+P337+P313
  • P312 Call a POISON CENTER or doctor/physician if you feel unwell. 如果你感觉不适,呼叫解毒中心或医生/医师。
  • P321 Specific treatment (see … on this label). 具体治疗(见本标签上的)。
  • P332+P313
  • P337+P313
  • P362 Take off contaminated clothing and wash before reuse. 脱掉污染的衣服,清洗后方可重新使用
  • P403+P233
  • P405 Store locked up. 上锁保管。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
Hazard statements
  • H315 Causes skin irritation 会刺激皮肤
  • H319 Causes serious eye irritation 严重刺激眼睛
  • H335 May cause respiratory irritation 可能导致呼吸道刺激
Personal Protective Equipment dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes Xi
Storage condition 2-8°C, stored under nitrogen {LY} 2-8°C, stored under nitrogen {} {LY} 2-8°C, stored under nitrogen {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {} {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {} {} {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {} {} {} {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {} {} {} {} {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, stored under nitro

其他信息

  • 参考质量标准:FAO/WHO,1992 氯化有机物(以c1计) ≤100mg/kg 游离酸(以原儿茶酸计) ≤0.5% 安全数据 回目录 【危险品标志 】 Xi 【危险类别码 】 R36/37/
  • 用途二:抗氧化剂。
  • 方法一:由3,4一二羟基苯甲酸与乙醇酯化而得。
  • Acros Organics:3,4-二羟基苯甲酸乙酯 Ethyl 3,4-dihydroxybenzoate, 97%(3943-89-3)
  • Ethyl 3,4-Dihydroxybenzoate is an antioxidant compound. It also exhibits anti-inflammatory, anti-parasitic, antibacterial, anti-metastatic, and anticancer activities. Protocatechuic acid inhibits TNF-induced expression and release of adhesion molecules and pro-inflammatory cytokines as well as ADP-induced expression of platelet P-selectin. This compound increases quinone reductase activity and acts as a radical scavenger. Protocatechuic acid ethyl ester inhibits RhoB activation, decreasing expression of matrix metalloproteinase 2 (MMP2) and inactivating NF-κB and also inhibits human topoisomerase II.
  • MOL 文件:3943-89-3.mol
  • 3,4-二羟基苯甲酸乙酯价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2014/06/02 D0571 3,4-二羟基苯甲酸乙酯 Ethyl 3,4-Dihydroxybenzoate 5G 240元 2014/06/02 D0571 3,4-二羟基苯甲酸乙酯 Ethyl 3,4-Dihydroxybenzoate 25G 684元 2010/06/21 325810250 3,4-二羟基苯甲酸乙酯 Ethyl 3,4-dihydroxybenzoate 9
  • 鉴别试验:溶解性 不溶于水;溶于乙醇(0T-42)。 熔程132~135℃。按常规方法测定。 取试样0.5g溶于l0ml氢氧化钠试液(TS-224)后蒸馏。取澄清初馏液4ml,加等体积的氢氧化钠试液和2~3滴碘试液(TS-124),加热此溶液,应有碘仿气味释出。 取试样0.1g溶于5ml乙醇,加1滴稀氯化铁试液(TS-103),应呈绿色。 将试验3中的蒸馏残留物酸化,将沉淀重结晶,其熔程为190~194℃(同时分解)。
  • 参考质量标准:FAO/WHO,1992 氯化有机物(以c1计) ≤100mg/kg 游离酸(以原儿茶酸计) ≤0.5% 安全数据 回目录 【危险品标志 】 Xi 【危险类别码 】 R36/37/38 【安全说明 】 S26-S36-S37/39 【WGK Germany 】 3 【Hazard Note 】 Irritant 制备方法 回目录 【方法一】 由3,4一二羟基苯甲酸与乙醇酯化而得。 上下游产品信息 回目录 【上游原料】 苯甲酸 化学品安全说明书(MSDS) 回目录 【MSDS 信息】 Ethyl 3,4-dihydroxybenzoate(3943-89-3).msds 常见问题列表 回目录 【鉴别试验】 溶解性 不溶于水;溶于乙醇(0T-42)。 熔程132~135℃。按常规方法测定。 取试样0.5g溶于l0ml氢氧化钠试液(TS-224)后蒸馏。取澄清初馏液4ml,加等体积的氢氧化钠试液和2~3滴碘试液(TS-124),加热此溶液,应有碘仿气味释出。 取试样0.1g溶于5ml乙醇,加1滴稀氯化铁试液(TS-103),应呈绿色。 将试验3中的蒸馏残留物酸化,将沉淀重结晶,其熔程为190~194℃(同时分解)。 知名试剂公司产品信息 回目录 【Acros Organics】 3,4-二羟基苯甲酸乙酯 Ethyl 3,4-dihy

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