22138-72-3

Usage

Uses

Used in Organic Synthesis:
3-(4-Fluoro-phenyl)-2-methyl-acrylic acid is utilized as a key intermediate in organic synthesis for the production of a variety of complex organic molecules. Its unique structure allows for versatile chemical reactions, facilitating the synthesis of new compounds with potential applications in various fields.
Used in Pharmaceutical Industry:
In the pharmaceutical sector, 3-(4-Fluoro-phenyl)-2-methyl-acrylic acid is employed as a precursor in the development of new drugs. Its incorporation into drug molecules can impart specific pharmacological properties, such as enhanced potency, selectivity, or bioavailability, making it a valuable component in medicinal chemistry.
Used in Material Science:
3-(4-Fluoro-phenyl)-2-methyl-acrylic acid may also find applications in material science, where it could be used to develop new materials with unique properties. Its potential reactivity and structural features make it a promising candidate for the creation of advanced materials with applications in various industries.
Used in Chemical Process Development:
3-(4-Fluoro-phenyl)-2-methyl-acrylic acid's potential reactivity and structural attributes make 3-(4-Fluoro-phenyl)-2-methyl-acrylic acid a candidate for the development of innovative chemical processes. It could be instrumental in the design of new reaction pathways or the improvement of existing ones, leading to more efficient and sustainable chemical production methods.

Upstream product

• 459-57-4 4-fluorobenzaldehyde 
• 123-62-6 propionic acid anhydride 
• 134294-41-0 ethyl 3-(4-fluorophenyl)-2-methyl-2-propenoate 
• 64-18-6 formic acid 
• 18826-59-0 1-(4-fluorophenyl)-prop-1-yne 
• 516-05-2 methyl-propanedioic acid 

Downstream Products

• 1346513-25-4 C₂₅H₂₇FO₂ 
• 22138-73-4 3-(4-fluorophenyl)-2-methylpropanoic acid 
• 37794-19-7 6-fluoro-2-methylindanone 
• 1346513-28-7 C₂₀H₁₄F₄O₂ 
• 1346513-26-5 C₂₃H₂₃FO₂ 

Relevant academic research and scientific papers

Synthesis, spectroscopic characterization, X-ray structures, biological screenings, DNA interaction study and catalytic activity of organotin(IV) 3-(4-flourophenyl)-2-methylacrylic acid derivatives

A series of organotin(IV) carboxylate complexes [Me2SnL 2] (1), [Bu2SnL2] (2), [Oct2SnL 2] (3), [Me3SnL] (4), [Bu3SnL] (5) and [Ph 3SnL] (6), where L = O2C(CH3)CCHC 6H4F have been successfully synthesized and characterized by FT-IR, NMR (1H, 13C) and single crystal analysis. The ligand coordinates to tin atom via carboxylate group. Compound 1 and 4 have also been studied by single crystal XRD analysis. The synthesized compounds were screened for their biological activities including anti-bacterial, anti-fungal, anti-tumor and cytotoxicity. The compounds 4-6 exhibit excellent anti-bacterial, anti-fungal and anti-tumor activities. The ligand binds with DNA double helix by hydrogen bonding between the ligand and the base pairs in DNA typically to N3 of adenine and O2 of thymine as well as partial intercalation of aromatic ring into the base pairs of DNA. The complexes also interact with DNA via intercalation of aromatic ring into the base pairs of DNA. The catalytic activity of compounds 46 was assessed in transesterification of triglycerides in rocket seed oil into biodiesel. The choice of these compounds is the Lewis acid nature of tin atom. The samples were taken in regular interval of 1, 8, 16 and 24 h and % age conversion was determined by 1H NMR. All the tested compounds showed good catalytic activity in the order 4 > 5 > 6.

The synergistic copper/ppm Pd-catalyzed hydrocarboxylation of alkynes with formic acid as a CO surrogate as well as a hydrogen source: An alternative indirect utilization of CO2

An unprecedented strategy has been developed involving the earth-abundant Cu-catalyzed hydrocarboxylation of alkynes with HCOOH to (E)-acrylic derivatives with high regio- and stereoselectivity via synergistic effects with ppm levels of a Pd catalyst. Both symmetrical and unsymmetrical alkynes bearing various functional groups were successfully hydrocarboxylated with HCOOH, and the modification of a pharmaceutical molecule exemplified the practicability of this process. This protocol employs HCOOH as both a CO surrogate and hydrogen donor with 100% atom economy and it can be viewed as an alternative approach for indirect CO2 utilization. Mechanistic investigations indicate a Cu/ppm Pd cooperative catalysis mechanism via alkenylcopper species as potential intermediates formed from Cu-hydride active catalytic species with HCOOH as a hydrogen source. This bimetallic system involving inexpensive Cu and trace Pd provides a reliable and efficient hydrocarboxylation method to access industrially useful acrylic derivatives with HCOOH as a hydrogen source, and it provides novel clues for optimizing other Cu-H-related co-catalytic systems.

Copper-Photocatalyzed Contra-Thermodynamic Isomerization of Polarized Alkenes

The contra-thermodynamic isomerization of α- and β-substituted cinnamate derivatives catalyzed by the Cu(OAc)2/rac-BINAP complex under blue light irradiation is reported. The use of an oxazolidinone template, which favored the complexation of the copper catalyst to the substrate, allowed the E → Z isomerization of the catalytically formed chromophore under simple and robust reaction conditions in good to excellent ratios. The mechanism of this process based on the transient formation of a chromophore was also studied.

COMPOUNDS, COMPOSITIONS AND METHODS OF TREATING CANCER

Disclosed are compounds of formulas I and II, in which R, R0, R1-R4, R7-R10, n, X, Y, Y', and E are as described herein, pharmaceutical compositions containing such compounds. The compounds and pharmaceutical compositions are for use in treating or preventing diseases, for example, cancer.

Pd-Catalyzed α-Selective C-H Functionalization of Olefins: En Route to 4-Imino-β-Lactams

Pd-catalyzed α-olefinic C-H activation of simple α,β-unsaturated olefins has been developed. 4-imino-β-lactam derivatives were readily synthesized via activation of α-olefinic C-H bonds with excellent cis stereoselectivity. A wide range of heterocycles at the β-position are compatible with this reaction. The product of 4-imino-β-lactam derivatives can be readily converted to 2-aminoquinoline which exists extensively in pharmaceutical drugs and natural products.

INDENYL COMPOUNDS, PHARMACEUTICAL COMPOSITIONS, AND MEDICAL USES THEREOF

Disclosed are compounds, for example, compounds of formula I, wherein R, R0, R1-R8, n, X, Y, Y′, and E are as described herein, pharmaceutical compositions containing such compounds, and methods of treating or preventing a disease or condition, for example, cancer.

METHOD OF TREATING OR PREVENTING RAS-MEDIATED DISEASES

Disclosed are compounds, for example, a compound of formula I, wherein R, R0, R1-R8, n, X, Y, Y′, and E are as described herein, pharmaceutical compositions containing such compounds, and methods of treating or preventing a disease or condition for example, cancer, mediated by the ras gene.

Synthesis of Albicidin Derivatives: Assessing the Role of N-terminal Acylation on the Antibacterial Activity

The peptide antibiotic albicidin, which is synthesized by the plant pathogenic bacterium, Xanthomonas albilineans, represents the most prominent member of a new class of antibacterial gyrase inhibitors. It shows remarkable antibacterial activities against Gram-positive and Gram-negative microorganisms. Its unique structure potentially represents a new lead structure for the development of an antibacterial drug. Here we report the synthesis of 14 albicidin derivatives with structural variations at the N-terminus, primarily investigating the effects of variation of cinnamoyl, phenylpropanoyl, and benzoyl residues. Gyrase inhibition in vitro and determination of minimal inhibitory concentrations were assessed in parallel. Activities in a nanomolar range and the importance of N-acylation were demonstrated.

TRPA1 antagonists

Compounds of formula (I) wherein R1, R2, R3, m, and Y are defined in the specification are TRPA1 antagonists. Compositions comprising such compounds and methods for treating conditions and disorders using such compounds

CINNAMIC ACID AMIDE DERIVATIVE

The present invention provides a cinnamic acid amide derivative having an excellent analgesic action. The cinnamic acid amide derivative of the present invention is a compound showing excellent analgesic actions to not only a nociceptive pain model animal but also a neuropathic pain model animal, which is very useful as an agent for treating various pain diseases showing acute or chronic pains or neuropathic pains.