1519-55-7

Usage

Uses

Used in Mass Spectrometry:
ALPHA-CYANO-4-METHOXYCINNAMIC ACID is used as a matrix in matrix-assisted laser desorption/ionization (MALDI) for mass spectrometry. It aids in the ionization and analysis of various biomolecules due to its strong proton affinity.
Used in Analysis of Nucleic Acids:
ALPHA-CYANO-4-METHOXYCINNAMIC ACID is used as an ionizing agent for nucleic acids, facilitating their analysis in mass spectrometry.
Used in Analysis of Low Molecular-Weight Proteins, Peptides, and Oligosaccharides:
ALPHA-CYANO-4-METHOXYCINNAMIC ACID is used as a matrix in the MALDI technique for the analysis of low molecular-weight proteins, peptides, and oligosaccharides, enhancing the sensitivity and accuracy of mass spectrometry in these applications.

InChI:InChI=1/C11H9NO3/c1-15-10-4-2-8(3-5-10)6-9(7-12)11(13)14/h2-6H,1H3,(H,13,14)/b9-6-

Upstream product

• 107-85-7 1-amino-3-methylbutane 
• 123-11-5 4-methoxy-benzaldehyde 
• 372-09-8 cyanoacetic acid 
• 2286-29-5 ethyl 2-cyano-3-(4-methoxyphenyl)prop-2-enoate 
• 151-50-8 potassium cyanide 
• 110-89-4 piperidine 

Downstream Products

• 2286-29-5 ethyl 2-cyano-3-(4-methoxyphenyl)prop-2-enoate 
• 104-01-8 4-Methoxyphenylacetic acid 
• 36397-19-0 α-Cyano-β-(4-methoxyphenyl)propionic acid 
• 141736-03-0 (Z)-2-Cyano-N-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)-3-(4-methoxy-phenyl)-acrylamide 
• 21405-62-9 2-(4-methoxybenzyl)malonic acid 
• 13565-23-6 2-(4-methoxyphenyl)succinic acid 
• 286848-35-9 2-(imino-{N'-[(3-oxo-5,6-diphenyl-3H-[1,2,4]triazin-2-yl)-acetyl]-hydrazino}-methyl)-3-(4-methoxy-phenyl)-acrylic acid 
• 141736-04-1 (Z)-3-(4-Methoxy-phenyl)-2-(morpholine-4-carbonyl)-acrylonitrile 
• 23795-66-6 (Z)-2-Cyano-N-cyclohexyl-3-(4-methoxy-phenyl)-acrylamide 

Relevant academic research and scientific papers

NOVEL CATHODE BUFFER LAYER MATERIAL AND ORGANIC OR ORGANIC/INORGANIC HYBRID PHOTOELECTRIC DEVICE COMPRISING SAME

The present invention relates to a novel cathode buffer layer material, and an organic or organic/inorganic hybrid photoelectric device comprising same, and, if a novel compound of the present invention is applied to a cathode buffer layer of an organic photoelectric device such as organic solar cells, organic photodiode, colloidal quantum dot solar cell, and perovskite solar cell, a surface property of an electron transfer layer is improved via a high dipole moment of the novel compound, an electron can be easily extracted from a photoactive layer to a cathode electrode, and series resistance and leakage current can be reduced, thereby having a useful industrial effect, as performance of the organic or organic/inorganic hybrid photoelectric device being manufactured, such as an organic solar cell, organic photodiode, colloidal quantum dot solar cell, and perovskite solar cell, can be significantly improved.

Discovery of novel dihydroartemisinin-cinnamic hybrids inducing lung cancer cells apoptosis via inhibition of Akt/Bad signal pathway

A series of dihydroartemisinin-cinnamic acid hybrids were designed, synthesized and evaluated. Most of the tested compounds showed enhanced anti-proliferative activities than artemisinin and dihydroartemisinin, among which 16 g had the superior potency with IC50 values ranging from 5.07 μM to 7.88 μM against four tested cancer cell lines. The cell cycle arrest revealed that 16 g induced A549 cell cycle arrest at G0/G1 phase via regulation of G1-related protein expression (Cdk4). Further mechanism studies reveal that 16 g induced A549 cells apoptosis via inhibiting Akt/Bad pathway. Moreover, 16 g depolarized the mitochondria membrane potentials and induced ROS generation in A549. Additionally, 16 g blocked migration of A549 cells in a concentration-dependent manner. What's more, 16 g is barely nontoxic to zebrafish embryos. Overall, the cell cycle arrest, inhibition of Akt/Bad signal pathway, ROS generation and migration blocked might explain the potent anti-proliferative activities of these compounds.

Monocarboxylate transporter 1 inhibitors as potential anticancer agents

Potent monocarboxylate transporter 1 inhibitors (MCT1) have been developed based on α-cyano-4-hydroxycinnamic acid template. Structure-activity relationship studies demonstrate that the introduction of p-N, N-dialkyl/diaryl, and o-methoxy groups into cyanocinnamic acid has maximal MCT1 inhibitory activity. Systemic toxicity studies in healthy ICR mice with few potent MCT1 inhibitors indicate normal body weight gains in treated animals. In vivo tumor growth inhibition studies in colorectal adenocarcinoma (WiDr cell line) in nude mice xenograft models establish that compound 27 exhibits single agent activity in inhibiting the tumor growth.

Cosmetic composition

A composition suitable for topical application to mammalian skin and hair for inducing, maintaining or increasing hair growth comprises a hair growth promoter chosen from glutamine derivatives and salts thereof. The composition preferably also comprises an activity enhancer which may be chosen from hair growth stimulants, penetration enhancers and cationic polymers.

CINETIQUE ET MECANISME DE LA REACTION DE KNOEVENAGEL DANS LE BENZENE-2 REACTION DU MALONITRILE ET DE LA (+) METHYL-3 CYCLOHEXANONE EN PRESENCE D'UNE AMINE PRIMARIE PURE ET DE SON MELANGE AVEC L'ACIDE ACETIQUE

The kinetics of the reaction of (+)-3-methyl cyclohexanone with malonitrile were studied in benzene at 25 deg C, in the presence of hexylamine-acetic acid mixtures.Hexylamine gives an imine with cyclohexanone in an acid-catalyzed step.This imine then reacts quickly with malononitrile.A rate law of zero order in malononitrile is observed.Separate kinetic results obtained for the formation of the imine and for the imine-malonitrile reaction support this mechanism.Without acetic acid, a complex rate law is observed; hexylamine acts mainly as a basic catalyst.Primary amine-carboxylic acid was used as a catalyst in Knoevenagel reaction, often giving an increase in yield and a diminution in the reaction time compared with the more commonly used catalysts: piperidine, β-alanine, AcOH-AcONH4.