3-Hydroxyacetophenone
(Synonyms: 3-羟基苯乙酮,m-Hydroxyacetophenone) 目录号 : GC617073-Hydroxyacetophenone(m-Hydroxyacetophenone)是羟基取代的烷基苯基酮,可用于合成对映纯(-)-rivastigmine。
Cas No.:121-71-1
Sample solution is provided at 25 µL, 10mM.
Quality Control & SDS
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- Purity: >98.00%
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- SDS (Safety Data Sheet)
- Datasheet
3-Hydroxyacetophenone (m-Hydroxyacetophenone) is the hydroxy-substituted alkyl phenyl ketone that can be used in synthesis of enantiopure (-)-rivastigmine[1][2].
[1]. Katharine Moore Tibbetts, et al. Controlling dissociation of alkyl phenyl ketone radical cations in the strong-field regime through hydroxyl substitution position. J Phys Chem A. 2014 Sep 18;118(37):8170-6. [2]. Kiwon Han, et al. Chemoenzymatic synthesis of rivastigmine via dynamic kinetic resolution as a key step. J Org Chem. 2010 May 7;75(9):3105-8.
Cas No. | 121-71-1 | SDF | |
别名 | 3-羟基苯乙酮,m-Hydroxyacetophenone | ||
Canonical SMILES | CC(C1=CC=CC(O)=C1)=O | ||
分子式 | C8H8O2 | 分子量 | 136.15 |
溶解度 | 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 | |||
1 mg | 5 mg | 10 mg | |
1 mM | 7.3448 mL | 36.7242 mL | 73.4484 mL |
5 mM | 1.469 mL | 7.3448 mL | 14.6897 mL |
10 mM | 0.7345 mL | 3.6724 mL | 7.3448 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 | ||||||||||
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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。
Cyclized geranyl stilbenes from the rhizomes of Helminthostachys zeylanica
Planta Med 2003 Oct;69(10):964-7.PMID:14648406DOI:10.1055/s-2003-45112.
Three new cyclized geranyl stilbenes, ugonstilbene A ( 1), ugonstilbene B ( 2), and ugonstilbene C ( 3), and one known compound 3-Hydroxyacetophenone, were isolated from the dried rhizomes of H. zeylanica. The structures of these three new compounds were elucidated on the basis of spectral analysis. Compounds 1 - 3 exhibited moderate antioxidant activity by the DPPH assay with IC (20) of 11.31 +/- 1.11, 38.72 +/- 0.47, and 30.80 +/- 1.19 microM, respectively, while the IC (20) of Trolox was 8.70 +/- 0.95 microM.
Pheromonal activity of single castoreum constituents in beaver,Castor canadensis
J Chem Ecol 1991 Apr;17(4):715-34.PMID:24258917DOI:10.1007/BF00994195.
Behavioral activity of single components of beaver castoreum was demonstrated for the first time. In four experiments samples were presented to free-ranging beaver in their family territories. First, responses to whole castoreum and anal gland secretion (AGS) from males and females were tested. Second, 24 compounds, known to be constituents of beaver castoreum, were individually screened for activity. Four of these consistently released immediate responses during the observation periods. These are the phenols 4-ethylphenol and 1,2-dihydroxybenzene and the ketones acetophenone and 3-Hydroxyacetophenone. In the most complete responses, the beaver sniffed from the water, were attracted to the odor, swam toward its source, went on land, and then approached, sniffed, pawed, and scent-marked the artificial scent mound. 4-Ethoxyphenol, a compound not yet found in castoreum, also released these responses. Five additional compounds resulted in a few delayed visits to the samples during the night following the observations, as evidenced by destroyed scent mounds. These are 4-methyl-1,2-dihydroxybenzene, 4-methoxyacetophenone, 5-methoxysalicylic acid, salicylaldehyde, and 3-hydroxybenzoic acid. Third, mixtures of 24 and six compounds were tested. Responses to these mixtures could be as strong as those to whole castoreum. Fourth, the four regularly active compounds were tested in two additional beaver populations and proved to be active there, too. The response was strongest in the densest beaver population.
Effect of proglycosyn and other phenolic compounds on glycogen metabolism in isolated hepatocytes. Potential role of glucuronidated metabolites
Eur J Biochem 1993 Dec 1;218(2):745-51.PMID:8269965DOI:10.1111/j.1432-1033.1993.tb18429.x.
The mechanism by which proglycosyn (LY 177,507) stimulates glycogen synthesis in isolated hepatocytes [Harris, R. A., Yamanouchi, K., Roach, P. J., Yen, T. T., Dominiani, S. J. & Stephens, T. W. (1989) J. Biol. Chem. 264, 13674-13680] has been investigated. When incubated in the presence of hepatocytes, proglycosyn was metabolized to an O-demethylated glucuronidated derivative, as determined by fast-atom-bombardment mass spectrometry and enzymic analysis. This metabolite accumulated almost linearly inside the cells to reach a concentration of approximately 3 mumol/g protein after 50 min, without apparent release into the medium. In confirmation of previous work, proglycosyn decreased the level of phosphorylase a and increased that of synthase a in hepatocytes. Washing of cells incubated with proglycosyn for 30 min considerably decreased the concentration of the drug without significantly modifying the intracellular concentration of the metabolite and the activation state of glycogen synthase. Several compounds bearing structural analogy with proglycosyn were also tested for their effect on glycogen metabolism. At millimolar or submillimolar concentrations, resorcinol, m-anisidine, phenol, 3-Hydroxyacetophenone, and 3-acetamidophenol, although not 4-acetamidophenol, stimulated the incorporation of [14C]glucose into glycogen, decreased the level of phosphorylase a and increased the level of synthase a. In the case of phenol, the effect on the glycogen enzymes paralleled the intracellular accumulation of phenylglucuronide. Furthermore, ethanol and D-galactosamine, which decreased the conversion of phenol to phenylglucuronide and the intracellular concentration of phenylglucuronide, counteracted the effect of phenol on the synthase and on the phosphorylase. From these results, it is suggested that the effect of proglycosyn and of simpler phenol derivatives is mediated by glucuronidated metabolites, which act on an intracellular target.
Synthesis of 4-acetylbenzoxazolin-2(3H)-one reported from zea mays
J Nat Prod 1998 Jun 26;61(6):821-2.PMID:9644075DOI:10.1021/np970525d.
A three-step alternative synthesis of 4-acetylbenzoxazolin-2(3H)-one (4) is reported. Starting from inexpensive 3-Hydroxyacetophenone (1) 3-hydroxy-2-nitroacetophenone (2) is prepared by nitration followed by catalytic hydrogenation to yield 2-amino-3-hydroxyacetophenone (3) in which a C=O unit is inserted by means of bis(trichloromethyl)carbonate (triphosgene) in the presence of triethylamine to afford 4 in 35% overall yield.