2309-07-1
2309-07-1 結(jié)構(gòu)式
基本信息
4-羥基-3-甲氧基肉桂酸甲酯
FERULIC ACID METHYL ESTER
METHYL 3-(4-HYDROXY-3-METHOXY)CINNAMATE
METHYL 4-HYDROXY-3-METHOXYCINNAMATE
METHYL FERULATE
METHYL TRANS-3-(4'-HYDROXY-3'-METHOXYPHENYL)-ACRYLATE
3-(4-hydroxy-3-methoxyphenyl)-2-propenoicacimethylester
4-hydroxy-3-methoxy-cinnamicacimethylester
3-(3-Methoxy-4-hydroxyphenyl)acrylic acid methyl ester
3-(4-Hydroxy-3-methoxyphenyl)propenoic acid methyl ester
3-Methoxy-4-hydroxybenzeneacrylic acid methyl ester
Maritin F
Fumalic acid methyl ester
物理化學(xué)性質(zhì)
安全數(shù)據(jù)
制備方法
67-56-1
1135-24-6
22329-76-6
以甲醇和3-甲氧基-4-羥基苯基丙烯酸為原料合成(E)-3-(4-羥基-3-甲氧基苯基)丙烯酸甲酯的一般步驟：將阿魏酸（1.94 g，10 mmol）溶解于無水甲醇（3.20 g，100 mmol）中，加入0.25 mL濃硫酸作為催化劑。在攪拌下回流反應(yīng)，通過薄層色譜（TLC）監(jiān)測反應(yīng)進程。待原料點消失后，停止反應(yīng)并冷卻至室溫。將反應(yīng)混合物倒入冰水體系中，用10%過量的碳酸鈉溶液中和剩余的酸。隨后，用飽和鹽水洗滌反應(yīng)混合物，并用乙醚進行萃取。分離有機相后，合并有機層并用無水硫酸鈉干燥。過濾除去干燥劑后，減壓蒸除溶劑得到粗產(chǎn)物。粗產(chǎn)物用正己烷洗脫，進一步通過重結(jié)晶純化，得到白色固體狀的(E)-3-(4-羥基-3-甲氧基苯基)丙烯酸甲酯，質(zhì)量為1.42 g（理論質(zhì)量為2.08 g），收率為68.3%。
參考文獻：
[1] European Journal of Medicinal Chemistry, 2009, vol. 44, # 1, p. 332 - 344
[2] Chinese Chemical Letters, 2014, vol. 25, # 3, p. 474 - 478
[3] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 19, p. 6085 - 6088
[4] Molecular Crystals and Liquid Crystals, 2016, vol. 624, # 1, p. 59 - 68
[5] Organic and Biomolecular Chemistry, 2009, vol. 7, # 11, p. 2367 - 2377
| 報價日期 | 產(chǎn)品編號 | 產(chǎn)品名稱 | CAS號 | 包裝 | 價格 |
| 2025/05/22 | B22657 | 4-羥基-3-甲氧基肉桂酸甲酯, 99% Methyl 4-hydroxy-3-methoxycinnamate, 99% | 2309-07-1 | 2g | 507元 |
| 2025/05/22 | B22657 | 4-羥基-3-甲氧基肉桂酸甲酯, 99% Methyl 4-hydroxy-3-methoxycinnamate, 99% | 2309-07-1 | 10g | 1850元 |
| 2025/05/22 | HY-W018643 | 阿魏酸甲酯 Ferulic acid methyl ester | 2309-07-1 | 500 mg | 250元 |
常見問題列表
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p38
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Ferulic acid methyl ester (25 μg/mL) has no cytotoxic effects on BMDMs after treatment for 6 h, 18 h, 48 h.
Ferulic acid methyl ester (Methyl ferulate; 5, 10, 25 μg/mL) suppresses TNFα, IL6, IFNγ but not IL10, inhibits NO generation at 10 and 25 μg/mL, in primary bone marrow derived-macrophages (BMDMs).
Ferulic acid methyl ester (25 μg/mL) inhibits COX-2 expression, blocks p-p38 and p-JNK.
Cell Viability Assay
| Cell Line: | Primary bone marrow derived-macrophages (BMDMs) |
| Concentration: | 25 μg/mL |
| Incubation Time: | 6 h, 18 h, 48 h |
| Result: | Showed no cytotoxic effects on BMDMs. |
Western Blot Analysis
| Cell Line: | RAW 246.7 cells |
| Concentration: | 10 μg/mL and 25 μg/mL |
| Incubation Time: | For 1 h before stimulation with LPS |
| Result: | Significantly suppressed COX-2 expression at 25 μg/mL. |