CAS: 1504-74-1; 2-Methoxycinnamaldehyde

该化合物是一种合成有机化合物,其特征是,在苯环上与不饱和甲酰胺(-CH=CH-CHHO)相邻的甲氧基(-OCH3)组(-OCH3)存在. 这种结构具有独特的反应性,使其作为有机合成的中间体,特别是在调味剂,香味剂和药品的生产中具有价值.它的结合系统增强了稳定性,同时允许选择性的化学修改,如Michael的添加或凝聚反应. 甲氧基组进一步影响电子特性,改善有机溶剂的溶性. 由于它的芳香和甲酰胺功能,2-苯丙胺丁,还针对潜在的生物活动进行了研究,包括抗微生物和抗氧化剂特性.

结构式图片

相似化合物

6099-03-2 60125-24-8 14737-91-8

欧盟法规

ECHA物质C&L通报REACH预注册

上下游产品

CAS号1504-61-6 o-Methoxycinnam... | CAS号33538-83-9 3-(2-甲氧基苯基)丙醛 | CAS号3698-28-0 2-烯丙基苯甲醚 | CAS号86657-75-2 1-methoxy-2-(1,... | CAS号6099-03-2 2-甲氧基肉桂酸 | CAS号98288-15-4 methyl (E)-3-(2... | CAS号86657-70-7 1-(2-methoxyphe... | CAS号135-02-4 邻甲氧基苯甲醛 | CAS号109-92-2 乙烯基乙醚 | CAS号75-07-0 乙醛 | CAS号10493-37-5 邻甲氧基苯丙醇 | CAS号579-75-9 邻甲氧基苯甲酸 | CAS号135-02-4 邻甲氧基苯甲醛 | CAS号1011-54-7 反式-2-甲氧基肉桂酸 | CAS号33538-83-9 3-(2-甲氧基苯基)丙醛 | CAS号1504-61-6 o-Methoxycinnam... | CAS号117069-09-7 Cyclohexanone, ... | CAS号69-72-7 水杨酸 | CAS号433936-29-9 1-(3,3-dimethox...

合成工艺路线路线简述

  • 合成目标产物 2'-Methoxycinnamaldehyde 主要起始原料 O-Methoxycinnamyl Alcohol
  • (文献来源)合成步骤主要原料 O-Methoxycinnamyl Alcohol
2-甲氧基肉桂酸置于manganese(Iv) Oxide,二异丁基氢化铝体系中,用 四氢呋喃,甲醇,二氯甲烷,丙酮 用作溶剂,化学反应生成2'-甲氧基肉桂醛
参考文献:Synthesis And Biological Activity Of Cinnamaldehydes As Angiogenesis Inhibitors
标题:Synthesis And Biological Activity Of Cinnamaldehydes As Angiogenesis Inhibitors
摘要:A Series Of 2-Hydroxycinnamaldehyde Derivatives Was Synthesized For Examing A Structure-Activity Relationship For Inhibition Of Angiogenesis. The Anti-Angiogenic Effects Of 2'-Substituted Cinnamaldehdes And Related Analogs Were Determined In A Chick Embryo Chorioallantoic Membrane Assay System. (C) 1997 Elsevier Science Ltd.
Doi:10.1016/s0960-894X(97)10008-7

海关参考信息

专利信息


专利号:US-9469603-B2
优先权日:2012-03-12
标 题 :Reaction product of hydrazine derivatives and carbon dioxide
发明人:HUR NAM HWI; LEE BYEONG NO
权利人:UNIV SOGANG RES FOUNDATION
摘要:The present invention relates to the synthesis of a novel compound, in which liquid hydrazine and the derivatives thereof react with excess carbon dioxide to enable the carbon dioxide to chemically bond to the hydrazine and the derivatives thereof. To this end, high-pressure carbon dioxide is used to synthesize hydrazine and the derivatives thereof to which the carbon dioxide is bonded in a pure form with no water and no by-product. Furthermore, the present invention provides a method for utilizing the above-described compounds by reacting the compounds with carbonyl compounds.

专利号:US-2019276389-A1
优先权日:2015-12-18
标题:Synthesis of aryl cyclohexane ester derivatives useful as sensates in consumer products
发明人:WOS JOHN AUGUST; YELM KENNETH EDWARD; BUNKE GREGORY MARK; FREDERICK HEATH ALAN; REILLY MICHAEL; HAUGHT JOHN CHRISTIAN; SREEKRISHNA KOTI TATACHAR; LIN YAKANG
权利人:PROCTER & GAMBLE
摘要:Personal care compositions, such as oral care and skin care compositions containing a flavor/perfume system comprising one or more coolants. The pleasant cool sensation provided by a coolant is enhanced in terms of quicker onset, greater intensity, impact or longer duration, which improves appeal and acceptability of the compositions to consumers.

专利号:US-8754259-B2
优先权日:2008-08-15
标 题 :Synthesis of cyclohexane derivatives useful as sensates in consumer products
发明人:YELM KENNETH EDWARD; BUNKE GREGORY MARK; HAUGHT JOHN CHRISTIAN
权利人:PROCTER & GAMBLE; PROCTER & GAMBLE
摘要:The present invention provides synthetic routes for preparing various isomers of cyclohexane-based coolants, such as menthyl esters and menthanecarboxamide derivatives, in particular those substituted at the amide nitrogen, for example with an aromatic ring or aryl moiety. Such structures have high cooling potency and long lasting sensory effect, which make them useful in a wide variety of consumer products. One synthetic route involves a copper catalyzed coupling of a primary menthanecarboxamide with an aryl halide, such reaction working best in the presence of potassium phosphate and water. Using this synthetic route, specific isomers can be prepared including the menthanecarboxamide isomer having the same configuration as l-menthol and new isomers such as a neoisomer having opposite stereochemistry at the carboxamide (C-1) position. The neoisomer unexpectedly has potent and long lasting cooling effect. Preparation schemes for neoisomers of other menthyl derivatives which are useful as coolants, including esters, ethers, carboxy esters and other N-substituted carboxamides are also provided.

专利号:US-7834216-B2
优先权日:2004-12-29
标 题 :Desmosdumotins, the method for preparing the same and use as anti-tumor or anti-AIDS agents
发明人:WU JIUHONG; NAKAGAWA-GOTO KYOKO; WANG XIHONG; SHI NING
权利人:WU JIUHONG; NAKAGAWA-GOTO KYOKO; WANG XIHONG; SHI NING
摘要:This invention discloses the method for preparing desmosdumotin C, the series of desmosdumotin C derivatives and their manufactures, and the total synthesis of desmosdumotin B. The invention also discloses uses of the derivatives and pharmaceutical compositions containing the same in preparation of medicines for treatment of tumor or AIDS.

专利号:CA-2731967-A1
优先权日:2008-08-15
标 题:Synthesis of cyclohexane derivatives useful as sensates in consumer products

专利号:CN-109678718-A
优先权日:2019-01-16
标 题 :Method for catalyzing synthesis of phenylpropionate derivatives by ionic liquid
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主要参考文献

[参考文献]: Jin Yh, Et Al. 2-Methoxycinnamaldehyde Inhibits The Tnf-α-Induced Proliferation And Migration Of Human Aortic Smooth Muscle Cells. Int J Mol Med. 2017 Jan;39(1):191-198.
[参考文献]: Liu Yh, Et Al. Cinnamomum Verum Ingredient 2-Methoxycinnamaldehyde: A New Antiproliferative Drug Targeting Topoisomerase I And Ii In Human Lung Squamous Cell Carcinoma Nci-H520 Cells. Eur J Cancer Prev. 2017 Jul;26(4):314-323.
[参考文献]: Wong Hy, Et Al. Cinnamomum Verum Component 2-Methoxycinnamaldehyde: A Novel Anticancer Agent With Both Anti-Topoisomerase I And Ii Activities In Human Lung Adenocarcinoma A549 Cells In Vitro And In Vivo. Phytother Res. 2016 Feb;30(2):331-40.
[参考文献]: Alavala Matta Reddy, Et Al. Cinnamaldehyde And 2-Methoxycinnamaldehyde As Nf-Kappab Inhibitors From Cinnamomum Cassia. Planta Med. 2004 Sep;70(9):823-7.
[参考文献]: Emilie Deletre, Et Al. Electrophysiological And Behavioral Characterization Of Bioactive Compounds Of The Thymus Vulgaris, Cymbopogon Winterianus, Cuminum Cyminum And Cinnamomum Zeylanicum Essential Oils Against Anopheles Gambiae And Prospects For Their Use As Bednet Treatments. Parasit Vectors. 2015 Jun 11:8:316.

合成参考文献


摘要:Celik, I.; Hummel, S.; Kirsch, S. F., Science of Synthesis Knowledge Updates, (2019) 1, 7.
摘要:Cheng, B.; Wang, T., Science of Synthesis Knowledge Updates, (2020) 3, 175.
摘要:González-Bello, C., Science of Synthesis Knowledge Updates, (2018) 3, 441.
摘要:Witt, D., Science of Synthesis Knowledge Updates, (2019) 2, 307.
摘要:Huy, P.; Czekelius, C., Science of Synthesis Knowledge Updates, (2019) 2, 116.
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