20397-59-5Relevant academic research and scientific papers
Cis-cinnamic acid analogue, gravitropism modifier (by machine translation)
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Paragraph 0127-0128, (2019/11/30)
[Problem] cinnamic acid or cinnamic acid analogue comprising adjusting agent gravitropism cis. [Solution] cinnamic acid and/or cinnamic acid as an active ingredient to adjust gravitropism cis edge agents, cinnamic acid edge is, for example obtained by reacting compounds of the following formula. (In the formula, R is a phenyl group. )Figure 6 [drawing] (by machine translation)
Synthesis of α-fluoro-α,β-unsaturated esters monitored by 1D and 2D benchtop NMR spectroscopy
Weidener, Dennis,Singh, Kawarpal,Blümich, Bernhard
supporting information, p. 852 - 860 (2019/04/01)
For optimization and control of pharmaceutically and industrially important reactions, chemical information is required in real time. Instrument size, handling, and operation costs are important criteria to be considered when choosing a suitable analytica
Effect of Fluorination on Skin Sensitization Potential and Fragrant Properties of Cinnamyl Compounds
Charpentier, Julie,Emter, Roger,Koch, Heinz,Lelièvre, Dominique,Pannecoucke, Xavier,Couve-Bonnaire, Samuel,Natsch, Andreas,Bombrun, Agnes
, (2018/04/27)
A series of three α- and three β-fluorinated representatives of the family of cinnamate-derived odorants (cinnamaldehyde (1), cinnamyl alcohol (2), and ethyl cinnamate (3)) as used as fragrance ingredients is described. Olfactive evaluation shows that the
Ring-closing metathesis of fluoroalkenes toward the synthesis of fluorinated heterocycles containing an oxaza bond
Guérin, David,Dez, Isabelle,Gaumont, Annie-Claude,Pannecoucke, Xavier,Couve-Bonnaire, Samuel
, p. 740 - 748 (2017/11/13)
This study reports the ring-closing metathesis reaction of bisolefins, including a reluctant fluoroalkenes, linked with oxaza moiety. The resulting heterocycles were produced in high yields under high diluting conditions disfavoring the homodimerization s
Development of the First Two-Pore Domain Potassium Channel TWIK-Related K+ Channel 1-Selective Agonist Possessing in Vivo Antinociceptive Activity
Vivier, Delphine,Soussia, Ismail Ben,Rodrigues, Nuno,Lolignier, Stéphane,Devilliers, Ma?ly,Chatelain, Franck C.,Prival, Laetitia,Chapuy, Eric,Bourdier, Geoffrey,Bennis, Khalil,Lesage, Florian,Eschalier, Alain,Busserolles, Jér?me,Ducki, Sylvie
, p. 1076 - 1088 (2017/02/19)
The TWIK-related K+ channel, TREK-1, has recently emerged as an attractive therapeutic target for the development of a novel class of analgesic drugs, suggesting that activation of TREK-1 could result in pain inhibition. Here, we report the synthesis of a series of substituted acrylic acids (1-54) based on our previous work with caffeate esters. The analogues were evaluated for their ability to modulate TREK-1 channel by electrophysiology and for their in vivo antinociceptive activity (acetic acid-induced writhing and hot plate assays), leading to the identification of a series of novel molecules able to activate TREK-1 and displaying potent antinociceptive activity in vivo. Furyl analogue 36 is the most promising of the series.
CIS CINNAMIC ACID ANALOG AND GRAVITROPISM MODIFIER
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Paragraph 0127; 0128, (2017/06/02)
PROBLEM TO BE SOLVED: To provide a gravitropism modifier having effects on creeping property of plants or sugar content of fruits. SOLUTION: There is provided a gravitropism modifier containing cis cinnamic acid and/or a cinnamic acid analog represented by the formula (1) as active ingredients. (1), where A is cyclic hydrocarbon which may have a substituent, X is a bound or a C1 to 5 substituted or unsubstituted hydrocarbon chain, R1 is H, a hydroxyl group, an alkali earth metal salt or the like, R2 is a bond or a C1 to 5 substituted or unsubstituted hydrocarbon chain and R3 and R4 are H or together form C5 to 8 cyclic hydrocarbon. SELECTED DRAWING: Figure 6 COPYRIGHT: (C)2016,JPOandINPIT
PAIN RELIEF COMPOUNDS
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Paragraph 0490, (2015/02/19)
The present invention relates to the use of compounds for the treatment or prevention of pain in mammals, in particularly in human beings, and also to a process for preparing these compounds.
A facile and mild approach for stereoselective synthesis of α-fluoro-α,β-unsaturated esters from α-fluoro-β-keto esters via deacylation
Qian, Jinlong,Yi, Wenbin,Lv, Meifang,Cai, Chun
, p. 127 - 132 (2015/02/02)
The highly stereoselective olefination reaction of α-fluoro-β-keto esters for the synthesis of α-fluoro-α,β-unsaturated esters has been developed. The olefination combines nucleophilic addition, intramolecular nucleophilic addition, and elimination in one step, as well as provides a facile synthetic approach to α-fluoro-α,β-unsaturated esters which are important units in many biologically active compounds and useful precursors in a variety of functional-group transformations.
Synthesis of Small 3-Fluoro- and 3,3-Difluoropyrrolidines Using Azomethine Ylide Chemistry
McAlpine, Indrawan,Tran-Dubé, Michelle,Wang, Fen,Scales, Stephanie,Matthews, Jean,Collins, Michael R.,Nair, Sajiv K.,Nguyen, Mary,Bian, Jianwei,Alsina, Luis Martinez,Sun, Jianmin,Zhong, Jiaying,Warmus, Joseph S.,O'Neill, Brian T.
, p. 7266 - 7274 (2015/07/28)
Here, we report accessing small 3-fluoropyrrolidines and 3,3-difluoropyrrolidines through a 1,3-dipolar cycloaddition with a simple azomethine ylide and a variety of vinyl fluorides and vinyl difluorides. We demonstrate that vinyl fluorides within α,β-unsaturated, styrenyl and even enol ether systems can participate in the cycloaddition reaction. The vinyl fluorides are relatively easy to synthesize through a variety of methods, making the 3-fluoropyrrolidines very accessible.
Highly regioselective SN2′ reaction of β-fluoroallylic phosphates with organocopper reagents and its application to the synthesis of fluorine-containing carbocycles
Nihei, Takashi,Kubo, Yusuke,Ishihara, Takashi,Konno, Tsutomu
, p. 110 - 121 (2015/03/04)
Treatment of β-fluoroallyl phosphates with 2.2 equiv. of organocuprates, prepared readily from 2.2 equiv. each of CuCN and organometallics (organolithium reagents, Grignard reagents, and organozinc reagents), in THF at -40 to 0 °C for 0.25 to 24 h gave γ-products in a highly regioselective manner. Thus obtained γ-adducts were subjected to the ring-closing metathesis, the corresponding cyclic fluoroalkenes being afforded in good yields.
