Category: 16909-09-4

Carreiro, Elisabete P. published the artcileChiral monooxazolines as modular copper(I)-heterocomplex building blocks: investigations on the catalytic asymmetric cyclopropanation of alkenes, Application In Synthesis of 16909-09-4, the publication is Tetrahedron (2011), 67(25), 4640-4648, database is CAplus.

Novel chiral monodentate oxazoline ligands I [R = Me, Ph, 2,4-(MeO)₂C₆H₃; R¹ = Ph, PhCH₂, i-Pr] have been synthesized in good yields. The catalytic activity of these monodentate oxazoline/Cu catalysts was evaluated in the catalytic asym. cyclopropanation of styrene and ¦Á-methylstyrene, giving moderate to good enantioselectivities (up to 74% ee for the trans-cyclopropane product) and full conversions (up to 100%). In an attempt to enhance the enantioselectivities of the cyclopropanations, heterocombinations of these ligands were used. Unfortunately, with the data set that was used in this study, no improvements were observed However, to gain an insight into the nature of the active catalyst present under these circumstances, NMR, mass spectrometric and computational studies were carried out and indicated the presence of bidentate heterocomplexes in the equilibrium mixture Anal. of the stereoselectivities (ees and des) did not prove very useful in pinpointing the identity of the active chiral catalyst and only afforded a very weak conclusion. In order to ascertain the importance of the ¦Ð-¦Ð interactions, the monodentate oxazoline ligands I [R = Me; R¹ = Ph, i-Pr] were synthesized and screened in these reactions. Their stereoselectivity was compared to the one of ligands I [R = 2,4-(MeO)₂C₆H₃; R¹ = PhCH₂, i-Pr]. The results suggest the presence of weak ¦Ð-¦Ð interactions.

Tetrahedron published new progress about 16909-09-4. 16909-09-4 belongs to catalysis-chemistry, auxiliary class Alkenyl,Carboxylic acid,Benzene,Ether, name is (E)-3-(2,4-Dimethoxyphenyl)acrylic acid, and the molecular formula is C11H12O4, Application In Synthesis of 16909-09-4.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Gangadhara, Seelolla published the artcileSynthesis, antimicrobial and antioxidant activity of piperidine analog containing trans cinnamamides, Recommanded Product: (E)-3-(2,4-Dimethoxyphenyl)acrylic acid, the publication is Indo American Journal of Pharmaceutical Research (2015), 5(3), 1280-1287, database is CAplus.

Cinnamamides were prepared by using piperidine and different cinnamicacids. The structures of the newly synthesized compounds were confirmed by their IR, LC-MS, 1H & 13C NMR spectral data and tested in vitro for antibacterial activity against Gram-pos. and Gram-neg. bacterial strains. Most of the synthesized compounds showed moderate to good activity comparable to that of the standard drugs Streptomycin and Amphotericin B as an antibacterial and antifungal strain resp. Compounds 4a and 4b exhibited good activity against Gram-pos. bacterial strains S.aureus and B.subtilis resp. Compounds 4a and 4i displayed good activity against fungal strains C.albicans and A.flavus resp.

Indo American Journal of Pharmaceutical Research published new progress about 16909-09-4. 16909-09-4 belongs to catalysis-chemistry, auxiliary class Alkenyl,Carboxylic acid,Benzene,Ether, name is (E)-3-(2,4-Dimethoxyphenyl)acrylic acid, and the molecular formula is C11H12O4, Recommanded Product: (E)-3-(2,4-Dimethoxyphenyl)acrylic acid.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Rokade, Balaji V. published the artcileCopper-Catalyzed Decarboxylative Sulfonylation of ¦Á,¦Â-Unsaturated Carboxylic Acids, Related Products of catalysis-chemistry, the publication is Journal of Organic Chemistry (2014), 79(17), 8110-8117, database is CAplus and MEDLINE.

Copper-catalyzed, ligand-promoted decarboxylative coupling of readily available ¦Á,¦Â-unsaturated acids with sodium aryl sulfinates is presented. This method provides a new avenue for the synthesis of vinyl sulfones via a decarboxylative radical coupling strategy by employing a catalytic amount of Cu(ClO₄)₂¡¤6H₂O, TBHP in decane as an oxidant, and 1,10-phenanthroline as a ligand. The salient feature of this method is that it furnishes exclusively the (E)-isomer.

Journal of Organic Chemistry published new progress about 16909-09-4. 16909-09-4 belongs to catalysis-chemistry, auxiliary class Alkenyl,Carboxylic acid,Benzene,Ether, name is (E)-3-(2,4-Dimethoxyphenyl)acrylic acid, and the molecular formula is C11H12O4, Related Products of catalysis-chemistry.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Lipeeva, Alla V. published the artcileSynthesis of 1H-1,2,3-triazole linked aryl(arylamidomethyl) – dihydrofurocoumarin hybrids and analysis of their cytotoxicity, HPLC of Formula: 16909-09-4, the publication is European Journal of Medicinal Chemistry (2015), 119-128, database is CAplus and MEDLINE.

A series of 2-(4-R-triazolyl)substituted 3-oxo-2,3-dihydrofurocoumarins have been synthesized by a regioselective cycloaddition of 2-azidooreoselone I or 2-azido-9-[(4-methylpiperazin-1-yl)methyl]oreoselone II with various alkynes in the presence of Cu(II)/ascorbate in water/methylene chloride reaction medium. The structure of 2-azidooreoselone was established by X-ray structure anal. The cytotoxicity of 2-substituted dihydrofurocoumarins was determined against three cancer cell lines (CEM-13, MT-4, U-937) using the conventional MTT assays. Among the tested mols., most of the analogs displayed better cytotoxic activity than the parent natural furocoumarin peucedanin III. The activity and selectivity to the cell line increased even further in the series of 2-(4-{2,3-dihydrobenzo[b][1,4]dioxine}triazolyl)-3-oxo-2,3-dihydrofurocoumarins and 2-(4-aryltriazolyl)-3-oxo-2,3-dihydrofurocoumarins having the (4-methylpiperazin-1-ylmethyl) substituent in the 9-th position. The most active compound IV contain the 4-hydroxy-3-methoxybenzamidomethyl substituent in the 4-th position at the triazole ring of 2-(triazol-1-yl)dihydrofurocoumarins. The obtained 2-triazolyl substituted dihydrofurocoumarins were studied as inhibitors of phosphodiesterase (PDE-4B) using docking experiments As a result of virtual screening 3 compounds are selected based on min. binding energy. The interactions of the most active compound and amino acid residues in the binding site were studied.

European Journal of Medicinal Chemistry published new progress about 16909-09-4. 16909-09-4 belongs to catalysis-chemistry, auxiliary class Alkenyl,Carboxylic acid,Benzene,Ether, name is (E)-3-(2,4-Dimethoxyphenyl)acrylic acid, and the molecular formula is C11H12O4, HPLC of Formula: 16909-09-4.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Ahmed, Syed T. published the artcileEngineered Ammonia Lyases for the Production of Challenging Electron-Rich L-Phenylalanines, Formula: C11H12O4, the publication is ACS Catalysis (2018), 8(4), 3129-3132, database is CAplus.

Engineered variants of phenylalanine ammonia lyase from Planctomyces brasiliensis were developed through rational design efforts focusing on the aryl binding pocket of the active site, guided by structural and phylogenetic inference. Inherent problems traditionally associated with the biocatalytic hydroamination of acrylic acids, such as low conversion and poor regioselectivity with alkyl and methoxy derivatives, could be overcome. The PbPAL variants described here represent a valuable addition to the biocatalytic toolbox, allowing previously inaccessible amino acid building blocks to be obtained regio- and enantioselectively on preparative scale.

ACS Catalysis published new progress about 16909-09-4. 16909-09-4 belongs to catalysis-chemistry, auxiliary class Alkenyl,Carboxylic acid,Benzene,Ether, name is (E)-3-(2,4-Dimethoxyphenyl)acrylic acid, and the molecular formula is C11H12O4, Formula: C11H12O4.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Tu, Yuanbiao published the artcileDesign, synthesis, and docking studies of afatinib analogs bearing cinnamamide moiety as potent EGFR inhibitors, Safety of (E)-3-(2,4-Dimethoxyphenyl)acrylic acid, the publication is Bioorganic & Medicinal Chemistry (2016), 24(7), 1495-1503, database is CAplus and MEDLINE.

Two series of afatinib derivatives bearing cinnamamide moiety (10a-n and 11a-h) were designed, synthesized and evaluated for the IC₅₀ values against four cancer cell lines (A549, PC-3, MCF-7 and Hela). Two selected compounds (10e, 10k) were further evaluated for the inhibitory activity against EGFR and VEGFR2/KDR kinases. Seven of the compounds showed excellent cytotoxicity activity and selectivity with the IC₅₀ values in single-digit ¦ÌM to nanomole range. Three of them are equal to more active than pos. control afatinib against one or more cell lines. The most promising compound 10k showed the best activity against A549, PC-3, MCF-7 and Hela cancer cell lines and EGFR kinase, with the IC₅₀ values of 0.07 ¡À 0.02 ¦ÌM, 7.67 ¡À 0.97 ¦ÌM, 4.65 ¡À 0.90 ¦ÌM and 4.83 ¡À 1.28 ¦ÌM, which were equal to more active than afatinib (0.05 ¡À 0.01 ¦ÌM, 4.1 ¡À 2.47 ¦ÌM, 5.83 ¡À 1.89 ¦ÌM and 6.81 ¡À 1.77 ¦ÌM), resp. Activity of compounds 10e (IC₅₀ 9.1 nM) and 10k (IC₅₀ 3.6 nM) against EGFR kinase were equal to the reference compound afatinib (IC₅₀ 1.6 nM). Structure-activity relationships (SARs) and docking studies indicated that replacement of the aqueous solubility 4-(dimethylamino)but-2-enamide group by cinnamamide moiety didn’t decrease the antitumor activity. The results suggested that methoxy substitution had a significant impact on the activity and methoxy substituted on C-4 or C-2,3,4 position was benefit for the activity.

Bioorganic & Medicinal Chemistry published new progress about 16909-09-4. 16909-09-4 belongs to catalysis-chemistry, auxiliary class Alkenyl,Carboxylic acid,Benzene,Ether, name is (E)-3-(2,4-Dimethoxyphenyl)acrylic acid, and the molecular formula is C14H26O2, Safety of (E)-3-(2,4-Dimethoxyphenyl)acrylic acid.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Hedvati, Lilach published the artcileCinnamic acid derived oxazolinium ions as novel cytotoxic agents, Synthetic Route of 16909-09-4, the publication is European Journal of Medicinal Chemistry (2002), 37(7), 607-616, database is CAplus and MEDLINE.

Substituted cinnamoyl chlorides were converted into (2-hydroxyethyl)oxazolinium chlorides (I), N,N-bis-(2-chloroethyl)amides, and (2-chloroethyl)oxazolinium chlorides. Although I which possess electron-donating substituents (Me or MeO) were more potent than those substituted by electron-withdrawing groups (NO₂, Cl or CF₃), the difference in cytotoxic action was not significant. Modification of the lipophilic character in a series of alkoxy-substituted I led to more active compounds, the octyloxyphenyl derivative II being the most potent and displaying cytotoxic activity in the ¦ÌM range. It is assumed that the oxazolinium salts act as alkylating agents, and undergo nucleophilic attack on the methylene adjacent to the ring oxygen where the oxazolinium ring parallels the aziridinium ring intermediate found in classical alkylating agents.

European Journal of Medicinal Chemistry published new progress about 16909-09-4. 16909-09-4 belongs to catalysis-chemistry, auxiliary class Alkenyl,Carboxylic acid,Benzene,Ether, name is (E)-3-(2,4-Dimethoxyphenyl)acrylic acid, and the molecular formula is C11H12O4, Synthetic Route of 16909-09-4.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Meegan, Mary J. published the artcilePiperlongumine (piplartine) and analogues: Antiproliferative microtubule-destabilising agents, Safety of (E)-3-(2,4-Dimethoxyphenyl)acrylic acid, the publication is European Journal of Medicinal Chemistry (2017), 453-463, database is CAplus and MEDLINE.

Piperlongumine (piplartine, 1) is a small mol. alkaloid that is receiving intense interest due to its antiproliferative and anticancer activities. We investigated the effects of 1 on tubulin and microtubules. Using both an isolated tubulin assay, and a combination of sedimentation and western blotting, we demonstrated that 1 is a tubulin-destabilizing agent. This result was confirmed by immunofluorescence and confocal microscopy, which showed that microtubules in MCF-7 breast cancer cells were depolymerized when treated with 1. We synthesized a number of analogs of 1 to explore structure-activity relationships. Compound 13 had the best cytotoxic profile of this series, showing potent effects in human breast carcinoma MCF-7 cells while being relatively non-toxic to non-tumorigenic MCF-10a cells. These compounds will be further developed as potential clin. candidates for the treatment of breast cancer.

European Journal of Medicinal Chemistry published new progress about 16909-09-4. 16909-09-4 belongs to catalysis-chemistry, auxiliary class Alkenyl,Carboxylic acid,Benzene,Ether, name is (E)-3-(2,4-Dimethoxyphenyl)acrylic acid, and the molecular formula is C11H12O4, Safety of (E)-3-(2,4-Dimethoxyphenyl)acrylic acid.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Inada, Akira published the artcileStudies on crude drugs effective on growth of Helicobacter pylori. Growth inhibitors in Kaempferiae Rhizoma, Related Products of catalysis-chemistry, the publication is International Congress Series (1998), 319-326, database is CAplus.

Et 4′-methoxycinnamate and 4′-methoxycinnamic acid were isolated from Kaempferiae Rhizoma (rhizomes of Kaempferia galanga) as growth inhibitors against Helicobacter pylori. The inhibitory effects of related compounds were also examined Structure-activity relationships are discussed.

International Congress Series published new progress about 16909-09-4. 16909-09-4 belongs to catalysis-chemistry, auxiliary class Alkenyl,Carboxylic acid,Benzene,Ether, name is (E)-3-(2,4-Dimethoxyphenyl)acrylic acid, and the molecular formula is C11H12O4, Related Products of catalysis-chemistry.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Sankara Rao, N. published the artcileDesign and synthesis of DNA-intercalative naphthalimide-benzothiazole/cinnamide derivatives: cytotoxicity evaluation and topoisomerase-IIa inhibition, SDS of cas: 16909-09-4, the publication is MedChemComm (2019), 10(1), 72-79, database is CAplus and MEDLINE.

A new series of different naphthalimide-benzothiazole/cinnamide derivatives were designed, synthesized and tested for their in vitro cytotoxicity on selected human cancer cell lines. Among them, derivatives 4a and 4b with the 6-aminobenzothiazole ring and 5g with the cinnamide ring displayed potent cytotoxic activity against colon (IC₅₀: 3.715 and 3.467 uM) and lung cancer (IC₅₀: 4.074 and 3.890 uM) cell lines when compared to amonafide (IC₅₀: 5.459 and 7.762 uM). Later, the DNA binding studies for these selected derivatives (by CD, UV/vis, fluorescence spectroscopy, DNA viscosity, and mol. docking) suggested that these new derivatives significantly intercalate between two strands of DNA. In addition, the most potent derivatives 4a and 4b were also found to inhibit DNA topoisomerase-II.

MedChemComm published new progress about 16909-09-4. 16909-09-4 belongs to catalysis-chemistry, auxiliary class Alkenyl,Carboxylic acid,Benzene,Ether, name is (E)-3-(2,4-Dimethoxyphenyl)acrylic acid, and the molecular formula is C11H12O4, SDS of cas: 16909-09-4.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia