7560-50-1

Usage

Uses

Used in Synthetic Organic Chemistry:
4-Formylcinnamic acid methyl ester is used as a reactant or reagent for the synthesis of various chemical structures and substances. Its unique chemical properties make it a valuable component in the development of new organic compounds and materials.
Used in Research and Development Settings:
In research and development, 4-Formylcinnamic acid methyl ester is utilized to explore its potential applications and properties. Scientists and chemists investigate its reactivity, stability, and interactions with other compounds to better understand its role in chemical reactions and to discover new uses for this versatile compound.

Upstream product

• 1122-91-4 4-bromo-benzaldehyde 
• 292638-85-8 acrylic acid methyl ester 
• 623-27-8 terephthalaldehyde, 
• 21204-67-1 methyl (triphenylphosphoranylidene)acetate 
• 1779-58-4 (methyloxycarbonylmethyl)triphenylphosphonium bromide 
• 67-56-1 methanol 
• 66885-68-5 (E)-p-formylcinnamic acid 
• 15164-44-0 p-(iodophenyl)carboxaldehyde 
• 5927-18-4 trimethyl phosphonoacetate 
• 81172-89-6 terephthalaldehyde mono(diethylacetal) 
• 104-88-1 4-chlorobenzaldehyde 
• 87199-17-5 4-formylphenylboronic acid, 
• 23359-08-2 4-formylcinnamic acid 
• 157-22-2 diazirine 

Downstream Products

• 145589-32-8 (E)-3-[4-(2-Methyl-1-propenyl)phenyl]2-propenoic acid, methyl ester 
• 325707-96-8 3-{4-[4,5-bis-(4-diallylamino-phenyl)-1H-imidazol-2-yl]-phenyl}-acrylic acid methyl ester 
• 404951-55-9 (2E)-3-[4-[[[2-(1H-indol-3-yl)ethyl]amino]methyl]phenyl]-2-propenoic acid methyl ester 

Relevant academic research and scientific papers

Pd salen complex@CPGO as a convenient, effective heterogeneous catalyst for Suzuki–Miyaura and Heck–Mizoroki cross-coupling reactions

A Pd(II) Schiff base complex supported on graphene oxide nanosheets (Pd(II) salen@CPGO) has been synthesized and characterized by FT-IR, ICP-AES, XRD, SEM/EDX and TEM. The synthesized nanocatalyst has been found to be an efficient heterogeneous catalyst for Suzuki–Miyaura and Heck–Mizoroki coupling reactions. Pd(II) salen@CPGO could be separated and recovered easily from the reaction mixture and recycled several times without a discernible decrease in its catalytic activity. The construction of a solid sheet-supported Pd catalyst would be expected to be a promising system to perform heterogeneous catalytic reactions.

Palladium(II) complexes of (t-butyl salicylidene) diphenyl disulfide diamine: synthesis, structure, spectral characterization and catalytic properties

The hexadentate N2S2O2 donor ligand N,N’-bis(3,5-tert-butylsalicylidene) diphenyl disulfide-2,2’-diamine was synthesised by the condensation of 2-aminophenyl disulfide and 3,5-di-tert-butyl-2-hydroxybenzaldehyde and its mo

Curcumin histone deacetylase inhibitor and preparation method and medical application thereof

The invention relates to the fields of medicinal chemistry and biology, in particular to a curcumin histone deacetylase inhibitor. The invention also discloses a preparation method of the inhibitor and an application of the inhibitor in exerting anti-tumor activity by inhibiting histone deacetylase.

HISTONE DEACETYLASE 6 INHIBITORS AND METHOD FOR TREATING NEUROPATHIC PAIN

Disclosed herein are hydroxamic acid compounds. Also disclosed is a method of using the hydroxamic acid compounds for treating a condition associated with histone deacetylase 6.

Triazine-hyperbranched polymer-modified magnetic nanoparticles-supported nano-cobalt for C–C cross-coupling reactions

Design of hyperbranched polymers (HBPs) and crafting them in catalytic systems especially in organic chemistry are a relatively unexplored domain. This paper reports the utilization of triazine-hyperbranched polymer (THBP)-coated magnetic chitosan nanoparticles (MCs) as stabilizing matrix for cobalt nanoparticles. Cobalt nanoparticles were fabricated by coordination cobalt(II) ions with amine-terminated triazine polymer and then reduced into Co(0) using sodium borohydride in aqueous medium. The Co(0)-THBP@MCs were fully characterized by FT-IR, SEM–EDX, TEM, and TGA analyses. The presence of metallic cobalt was determined by ICP and XRD techniques. This novel hyperbranched polyaromatic polymer-encapsulated cobalt nanoparticles showed high catalytic activity in Mizoroki–Heck and Suzuki–Miyaura cross-coupling reactions. Heck and Suzuki reactions were carried out using 0.35 and 0.4?mol% of cobalt nanoparticles in which the turnover number (TON) values were calculated as 271 and 225, respectively. In addition, the produced heterogeneous catalyst could be recovered and reused without considerable loss of activity. Oxygen stability and high reusability over 7 runs with trace leaching of the cobalt into the reaction media as well as moisture stability of the immobilized cobalt nanoparticles are their considerable worthwhile advantages.

Synthesis and structural characterization of a palladium complex as an anticancer agent, and a highly efficient and reusable catalyst for the Heck coupling reaction under ultrasound irradiation: A convenient sustainable green protocol

The complex [Pd(paOH)2].2Cl (1) was synthesized by the self-assembly method with palladium chloride and pyridine-2-carbaldehyde-oxime (paOH) in aqueous acetonitrile solution under ambient conditions. Complex 1 was fully characterized by FT-IR, UV–vis and NMR spectroscopic techniques, as well as elemental analysis. The single crystal X-ray structure of complex 1 indicates that the Pd(II) ion is bonded to four nitrogen atoms from two pyridine-2-carbaldehyde-oxime ligands. The molecular geometry of the Pd(II) ion in complex 1 is distorted square-planar with a trans geometry and with two free chloride ions. Using an MTT assay, the anticancer activities of the palladium complex 1 were studied with respect to human breast cancer (MCF-7) and hepatocellular carcinoma (HePG-2) cell lines. The data obtained show that complex 1 displays strong activity towards the viability and the growth of the cancer cell lines MCF-7 and HepG2. Additionally, complex 1 exhibits excellent catalytic activity for the Heck cross-coupling reaction with water as the solvent under ultrasound irradiation. Ultrasound irradiation not only enhanced the rate and the yield of the reaction, but also promoted the in situ generation of a well-dispersed zero-valent Pd-colloidal species as the active catalyst from complex 1. Finally, the luminescence spectrum of complex 1 is discussed.

Development and pre-clinical testing of a novel hypoxia-activated KDAC inhibitor

Tumor hypoxia is associated with therapy resistance and poor patient prognosis. Hypoxia-activated prodrugs, designed to selectively target hypoxic cells while sparing normal tissue, represent a promising treatment strategy. We report the pre-clinical efficacy of 1-methyl-2-nitroimidazole panobinostat (NI-Pano, CH-03), a novel bioreductive version of the clinically used lysine deacetylase inhibitor, panobinostat. NI-Pano was stable in normoxic (21% O2) conditions and underwent NADPH-CYP-mediated enzymatic bioreduction to release panobinostat in hypoxia (2). Treatment of cells grown in both 2D and 3D with NI-Pano increased acetylation of histone H3 at lysine 9, induced apoptosis, and decreased clonogenic survival. Importantly, NI-Pano exhibited growth delay effects as a single agent in tumor xenografts. Pharmacokinetic analysis confirmed the presence of sub-micromolar concentrations of panobinostat in hypoxic mouse xenografts, but not in circulating plasma or kidneys. Together, our pre-clinical results provide a strong mechanistic rationale for the clinical development of NI-Pano for selective targeting of hypoxic tumors.

Coordination from Heteroscorpionate Ligand Towards Pd(II) via Pd???Hδ?C(sp3) Interaction: Structural and Catalytic Studies

The coordination ability of the heteroscorpionate ligand 2,2-bis(3,5-dimethylpyrazol-1-yl)-1-p-tolylethanol (1) towards palladium (II) dihalides was evaluated. The structures of the respective palladium complexes (2 and 3) were elucidated in solution by NMR spectroscopy, and their molecular structures were established by single crystal X-ray diffraction analyses. Both studies revealed the existence of Pd???Hδ?C(sp3) anagostic interactions. The molecular structure of complexes 2 and 3 displays coordination of ligand 1 to palladium in a κ3-NNH tridentate fashion via two nitrogen atoms and one δ-anagostic H???Pd interaction. The metal center exhibits a square pyramidal geometry. The distances of anagostic Hδ???Pd interactions ranged from 2.566 to 2.576 ?. The δ-anagostic H???Pd interactions in complexes 2 and 3 were also identified by Bader's quantum theory of atoms in molecules (QTAIM) and non-covalent interaction (NCI) analysis. The catalytic efficiencies of complexes 2 and 3 in the Suzuki-Miyaura cross-coupling reactions were evaluated and the results showed that palladium (II) dibromide complex is the most efficient of the series. Complex 3 was also evaluated in Mizoroki-Heck cross-coupling reactions.

A Bis (BICAAC) Palladium(II) Complex: Synthesis and Implementation as Catalyst in Heck-Mizoroki and Suzuki-Miyaura Cross Coupling Reactions

Carbenes are one of the most appealing, well-explored, and exciting ligands in modern chemistry due to their tunable stereoelectronic properties and a wide area of applications. A palladium complex (BICAAC)2PdCl2 with a recently discovered cyclic (alkyl)(amino)carbene having bicyclo[2.2.2] octane skeleton (BICAAC) was synthesized and characterized. The enhanced σ-donating and π-accepting ability of this carbene lend a hand to form a robust Pd-carbene bond, which allowed us to probe its reactivity as a precatalyst in Heck-Mizoroki and Suzuki-Miyaura cross-coupling reactions with low catalyst loading in open-air conditions. The diverse range of substrates was explored for both the cross-coupling reactions. To get a better understanding of the catalytic reactions, several analytical techniques such as field-emission scanning electron microscopy, high-resolution transmission electron microscopy, and powder X-ray diffraction were employed in a conclusive manner.

Synthesis and characterization of a new bis-NHC palladium complex and its catalytic activity in the Mizoroki–Heck reaction

A new bis-N-heterocyclic carbene palladium complex, (C13H9N2F2)2PdCl2, is synthesized by a three-step reaction and characterized by 1H NMR and 13C NMR spectroscopy as well as by X-ray crystallography. This new bis-N-heterocyclic carbene palladium complex has excellent stability and is capable of efficiently catalyzing the Mizoroki–Heck coupling reaction of aryl halides with acrylates.