7560-50-1

Basic information

• Product Name: 4-FORMYLCINNAMIC ACID METHYL ESTER
• Synonyms: METHYL-3-(4-FORMYLPHENYL)-2-(E) PROPENOATE;METHYL 4-FORMYLCINNAMATE;4-FORMYLCINNAMIC ACID METHYL ESTER;methyl 3-(4-formylphenyl)acrylate;4-FORMYLCINNAMIC ACID METHYL;3-(4-Formylphenyl)acrylic acid methyl ester;Methyl p-formylcinnamate;(Z)-4-Formylcinnamic acid methyl ester
• CAS NO: 7560-50-1
• Molecular Formula: C₁₁H₁₀O₃
• Molecular Weight: 190.2
• Product Categories: Aromatic Cinnamic Acids, Esters and Derivatives
• Mol File: 7560-50-1.mol
• Article Data: 103

Chemical Properties

• Melting Point: 86-91℃
• Boiling Point: 334.1±25.0 °C(Predicted)
• Appearance: /
• Density: 1.173
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: 4-FORMYLCINNAMIC ACID METHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 4-FORMYLCINNAMIC ACID METHYL ESTER(7560-50-1)
• EPA Substance Registry System: 4-FORMYLCINNAMIC ACID METHYL ESTER(7560-50-1)

Safety Data

• Hazardous Substances Data: 7560-50-1(Hazardous Substances Data)

Usage

General Description

4-Formylcinnamic acid methyl ester is a chemical compound that belongs to the class of organic compounds known as cinnamic acid esters which are compounds containing a cinnamic acid moiety that carries an ester group at the 3-position. It is slightly soluble in water, but can be dissolved in organic solvents like ethanol and DMSO. With the molecular formula C11H10O3, it has a molar mass of 190.19 g/mol. 4-Formylcinnamic acid methyl ester is most often used in research and development settings, specifically in fields like synthetic organic chemistry. One of its key roles is being a reactant or reagent in the production of numerous chemical structures and substances. Regulations may exist regarding its disposal and handling.

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 
• 144-55-8 sodium hydrogencarbonate 
• 66885-68-5 (E)-p-formylcinnamic acid 
• 67-56-1 methanol 
• 23359-08-2 4-formylcinnamic acid 
• 157-22-2 diazirine 
• 104-88-1 4-chlorobenzaldehyde 
• 87199-17-5 4-formylphenylboronic acid, 
• 15164-44-0 p-(iodophenyl)carboxaldehyde 
• 946-99-6 methyl 3-(4-bromomethyl)cinnamate 

Downstream Products

• 34961-64-3 4-formyldihydrocinnamic acid 
• 441741-65-7 (E)-3-[4-[[[2-(2-methyl-1H-indol-3-yl)ethyl]amino]methyl]phenyl]acrylic acid methyl ester 
• 441741-66-8 (E)-3-[4-[[2-(2-methyl-1H-indol-3-yl)ethylamino]methyl]phenyl]acrylic acid methyl ester hydrochloride 
• 1218928-95-0 (E)-3-{4-[3-(2-methyl-1H-indol-3-yl)piperidin-1-ylmethyl]phenyl}acrylic acid methyl ester 
• 1218928-97-2 (E)-3-{4-[2-(2-methyl-1H-indol-3-ylmethyl)piperidin-1-ylmethyl]phenyl}acrylic acid methyl ester 
• 1218928-96-1 (E)-3-{4-[3-(1H-indol-3-yl)piperidin-1-ylmethyl]phenyl}acrylic acid methyl ester 
• 1352841-04-3 methyl 3-(4-(((triethylsilyl)oxy)methyl)phenyl)acrylate 
• 215258-27-8 (E)-methyl 3-(4-(dimethylcarbamoyl)phenyl)acrylate 
• 1380048-92-9 (E)-methyl 3-(4-{(R)-hydroxy[(S)-2-oxocyclopentyl]methyl}phenyl)acrylate 
• 874899-74-8 methyl (2E)-3-{4-[(E)-2-(2-acetamido-1,3-thiazol-4-yl)vinyl]phenyl}acrylate 

Relevant articles and documents

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.

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.

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.