2,6-Dimethoxyphenol
(Synonyms: 2,6-二甲氧基苯酚) 目录号 : GC64411
A phenolic lignan pyrolysis product
Cas No.:91-10-1
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >99.50%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
Syringol is a phenolic lignan pyrolysis product that has been found in wood smoke.1,2
1.Kj?llstrand, J., and Petersson, G.Phenolic antioxidants in wood smokeSci. Total Environ.277(1-3)69-75(2001) 2.Wedekind, R., Keski-Rahkonen, P., Robinot, N., et al.Syringol metabolites as new biomarkers for smoked meat intakeAm. J. Clin. Nutr.110(6)1424-1433(2019)
| Cas No. | 91-10-1 | SDF | Download SDF |
| 别名 | 2,6-二甲氧基苯酚 | ||
| 分子式 | C8H10O3 | 分子量 | 154.16 |
| 溶解度 | Water : 25 mg/mL (162.17 mM; Need ultrasonic) | 储存条件 | Store at -20°C |
| General tips | 请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液；一旦配成溶液，请分装保存，避免反复冻融造成的产品失效。 储备液的保存方式和期限：-80°C 储存时，请在 6 个月内使用，-20°C 储存时，请在 1 个月内使用。 为了提高溶解度，请将管子加热至37℃，然后在超声波浴中震荡一段时间。 |
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| Shipping Condition | 评估样品解决方案：配备蓝冰进行发货。所有其他可用尺寸：配备RT，或根据请求配备蓝冰。 | ||
| 制备储备液 | |||
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1 mg | 5 mg | 10 mg |
| 1 mM | 6.4868 mL | 32.4338 mL | 64.8677 mL |
| 5 mM | 1.2974 mL | 6.4868 mL | 12.9735 mL |
| 10 mM | 0.6487 mL | 3.2434 mL | 6.4868 mL |
| 第一步：请输入基本实验信息（考虑到实验过程中的损耗，建议多配一只动物的药量） | ||||||||||
| 给药剂量 | mg/kg |  |
动物平均体重 | g | |
每只动物给药体积 | ul | |
动物数量 | 只 |
| 第二步：请输入动物体内配方组成（配方适用于不溶于水的药物；不同批次药物配方比例不同，请联系GLPBIO为您提供正确的澄清溶液配方） | ||||||||||
| % DMSO % % Tween 80 % saline | ||||||||||
| 计算重置 | ||||||||||
计算结果:
工作液浓度： mg/ml；
DMSO母液配制方法： mg 药物溶于 μL DMSO溶液（母液浓度 mg/mL，
体内配方配制方法：取 μL DMSO母液，加入 μL PEG300，混匀澄清后加入μL Tween 80，混匀澄清后加入 μL saline，混匀澄清。
1. 首先保证母液是澄清的；
2.
一定要按照顺序依次将溶剂加入，进行下一步操作之前必须保证上一步操作得到的是澄清的溶液，可采用涡旋、超声或水浴加热等物理方法助溶。
3. 以上所有助溶剂都可在 GlpBio 网站选购。
Electrochemical Characterization of the Laccase-Catalyzed Oxidation of 2,6-Dimethoxyphenol: an Insight into the Direct Electron Transfer by Enzyme and Enzyme-Mediator System
Appl Biochem Biotechnol 2022 Oct;194(10):4348-4361.PMID:35146637DOI:10.1007/s12010-022-03838-3.
The oxidation process of 2,6-Dimethoxyphenol (2,6-DMP) by laccase from Botryosphaeria rhodina MAMB-05 and the corresponding enzyme-mediator systems was studied using cyclic voltammetry (CV). The enzyme was classified as a high oxidation potential laccase (> 0.70) V vs. NHE) based on its Redox potential at different pHs. The cyclic voltammograms for 2,6-DMP (- 58.7 mV pH-1) showed that its oxidation potential decreased more significantly compared to the enzyme (- 50.2 mV pH-1) by varying the pH. The 2,2'-azino-bis[3-ethyl-benzothiazoline-6-sulfonic acid] diammonium salt (ABTS) and 2,2,6,6-tetramethylpiperidine 1-oxyl radical (TEMPO) mediators were effectively oxidized by laccase from B. rhodina MAMB-05. The influence of laccase on the comproportionation of ABTS and the ionic step of the oxidation of TEMPO was also studied using CV. A higher potential difference was observed between laccase and the substrate, and correlated with higher enzyme activity. For the laccase-mediator systems, there was no clear correlation of potential difference between laccase and mediators with enzyme activity towards 2,6-DMP. This observation suggests that there are other limiting parameters for enzyme activity despite Redox potential difference, especially during ionic steps of the mechanism.
The prevention by sulphydryl compounds of the toxicity in the cat of 2,6-Dimethoxyphenol and its morpholinopropionyl ester
Br J Pharmacol 1975 Jan;53(1):93-8.PMID:1125495DOI:10.1111/j.1476-5381.1975.tb07334.x.
1 Intravenous (minus)-2,6-dimethoxyphenyl-2-morpholinopropionate hydrochloride (M&B 16,573) produced anaesthesia of short duration in the mouse, rat, rabbit, cat, dog and monkey. In the cat but not in other species, a severe and usually fatal toxic reaction was seen 1-2 h after administration. 2 This toxic reaction but not the anaesthetic properties of M&B 16,573 was prevented by the intravenous administration of cysteine or N-acetylcysteine. Cysteamine or dimercaprol were ineffective. 3 Intravenous administration of 2,6-Dimethoxyphenol or 2,6-dimethoxyquinol in the cat produced a response similar to the delayed toxic effects of M&B 16,573 but not preceded by anaesthesia. The toxic effects of these compounds were prevented by cysteine. 4 Intravenous 4-allyl-2,6-dimethoxyphenyl-2-morpholinopropionate hydrochloride produced anaesthesia in the cat without the delayed toxic effects seen after M&B 16,573. 5 The acute toxicity of 2,6-dimethoxyquinol in mice was reduced by the administration of cysteine or N-acetylcysteine. 6 It is postulated that the delayed effects produced by M&B 16,573 in the cat are due to the formation of 2,6-dimethoxyquinol and 2,6-dimethoxybenzoquinone in this species, the toxicity of the latter being reduced by sulphydryl compounds.
Catalytic Cleavage of the C-O Bond in 2,6-Dimethoxyphenol Without External Hydrogen or Organic Solvent Using Catalytic Vanadium Metal
Front Chem 2020 Jul 28;8:636.PMID:32850653DOI:10.3389/fchem.2020.00636.
Hydrogenolysis of the C-O bonds in lignin, which promises to be able to generate fuels and chemical feedstocks from biomass, is a particularly challenging and important area of investigation. Herein, we demonstrate a vanadium-catalyzed cleavage of a lignin model compound (2,6-Dimethoxyphenol). The impact of the catalyst in the context of the temperature, reaction time, and the solvent, was examined for the cleavage of the methyl ethers in 2,6-Dimethoxyphenol. In contrast to traditional catalytic transfer hydrogenolysis, which requires high pressure hydrogen gas or reductive organic molecules, such as an alcohol and formic acid, the vanadium catalyst demonstrates superior catalytic activity on the cleavage of the C-O bonds using water as a solvent. For example, the conversion of 2,6-Dimethoxyphenol is 89.5% at 280°C after 48 h using distilled water. Notably, the vanadium-catalyzed cleavage of the C-O bond linkage in 2,6-Dimethoxyphenol affords 3-methoxycatechol, which undergoes further cleavage to afford pyrogallol. This work is expected to provide an alternative method for the hydrogenolysis of lignin and related compounds into valuable chemicals in the absence of external hydrogen and organic solvents.
Selective methoxy ether cleavage of 2,6-Dimethoxyphenol followed by a selective acylation
Tetrahedron Lett 2012 Jan 4;53(1):11-14.PMID:22162619DOI:10.1016/j.tetlet.2011.10.140.
A Friedel-Crafts reaction of 2,6-Dimethoxyphenol in the presence of aluminum chloride and propanoyl or butanoyl chlorid, respectively, lead, at elevated temperatures, to a selective cleavage of one of the methoxy groups followed by a selective acylation of the meta position with respect to the phenolic hydroxyl group. Under the same reaction conditions 2-methoxyphenol doesn't get demethylated; a mechanism to account for these findings is proposed. This reaction gives access to a variety of ortho-acylated catechols. Substituted catechols are widely used in supramolecular chemistry and are precursors of pesticides, flavors and fragrances. Additionally, catechol moieties are found in various natural products.
Simultaneous determination of 2-methoxyphenol, 2-methoxy-4-methylphenol, 2,6-Dimethoxyphenol and 4'-hydroxy-3'-methoxyacetophenone in urine by capillary gas chromatography
J Chromatogr B Analyt Technol Biomed Life Sci 2003 Oct 5;795(2):389-94.PMID:14522045DOI:10.1016/s1570-0232(03)00593-2.
A method for the simultaneous determination of 2-methoxyphenol, 2-methoxy-4-methylphenol, 2,6-Dimethoxyphenol and 4'-hydroxy-3'-methoxyacetophenone in urine has been described. The metabolites were analyzed after enzymatic hydrolysis and extraction on octyl (C8) cartridges by using gas chromatography with flame ionization detection and a 5/95% copolymer of diphenyl-poly(dimethylsiloxane) capillary column. Methoxyphenols were well separated within 12 min. Recovery was over 90% in the range from 0.5 to 20 microg/ml; the detection limit was varying in the range of 0.05-0.11 microg/ml. The relative standard deviations and the accuracy were in the range of 3.1-15.5 and 2.4-16.0%, respectively.