Tag: M.W=200-250

Kremer, Silke published the artcileSilver Compounds in Synthetic Chemistry. Part 8. Complexes of Perfluoroorgano Silver(I) Derivatives with 4-Dimethyl-aminopyridine (DMAP), Recommanded Product: Trimethyl(perfluorophenyl)silane, the publication is Zeitschrift fuer Anorganische und Allgemeine Chemie (2014), 640(12-13), 2458-2462, database is CAplus.

Attempted syntheses of AgR_f¡¤DMAP were performed using the established route starting from AgF and Me₃SiR_f (R_f = CF₃, C₂F₅, C₆F₅) followed by the addition of DMAP. Unexpectedly, reactions with perfluoroalkylsilver(I) derivatives yielded products, which underwent known equilibrium, while exclusively the pentafluorophenyl derivative exhibits its zwitterionic nature in solution and in the solid state. Moreover, both perfluoroalkyl derivatives investigated decomposed slowly but more or less selectively even at -20¡ã in solution: AgC₂F₅¡¤DMAP mainly into AgOCOCF₃ (probably under the influence of moisture) and AgCF₃¡¤DMAP mainly into the unprecedented derivative 3-trifluoromethyl-4-dimethylaminopyridine. The mol. structure of AgC₆F₅¡¤DMAP was elucidated showing a twist arrangement of the aromatic rings quite unusual for linear coordinated species.

Zeitschrift fuer Anorganische und Allgemeine Chemie published new progress about 1206-46-8. 1206-46-8 belongs to catalysis-chemistry, auxiliary class Organic Silicones, name is Trimethyl(perfluorophenyl)silane, and the molecular formula is C9H9F5Si, Recommanded Product: Trimethyl(perfluorophenyl)silane.

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

Teixeira de Barros, Carla Maria published the artcileTherapeutic profile of orphan medicines, Category: catalysis-chemistry, the publication is Pharmacoepidemiology and Drug Safety (2007), 16(4), 435-440, database is CAplus and MEDLINE.

Purpose: To characterize the therapeutic profile of orphan medicines. Materials and Methods: A cross-sectional study was performed during 2 mo in a convenience sample of seven hospital pharmacy services, in the region of Lisbon. Data were collected, from pharmaceutical service’s records. Results: A total of 18 orphan medicines, were dispensed to 355 patients with rare diseases. Most patients were adults (76.4%). Premature and neonates accounted with 50.0% of the paediatric patients. Differences were not found between the proportion of male and female patients across age groups (p = 0.762). Only 18.3% were inpatients. A high proportion of paediatric inpatients (58.3%) were seen in relation to adult inpatients (5.9%) (p = 0.001). In general, anti-neoplastic and immunomodulating agents for rare cancers were the most frequent dispensed medicines (51.3%). In relation to paediatrics, Caffeine Citrate for primary apnoea of premature newborns had the higher frequency distribution (57.1%). Five (71.4%) medicines dispensed for paediatrics, do not have market authorisation and the remaining (28.6%) were used off-label. For pulmonary arterial hypertension 19 of 27 patients (70.3%) were treated with Bosentan. According to evidence-based clin. practice guidelines, Bosentan has a good level of evidence and substantial benefit: grade of recommendation A. Conclusions: Most orphan medicines dispensed to paediatrics and adults were not licensed. A special pharmacovigilance program and a risk management plan through the entire life cycle should be implemented, towards effectiveness and safety of orphan medicines.

Pharmacoepidemiology and Drug Safety published new progress about 38260-01-4. 38260-01-4 belongs to catalysis-chemistry, auxiliary class Chelating Agents, name is N1,N1′-(Ethane-1,2-diyl)bis(ethane-1,2-diamine) dihydrochloride, and the molecular formula is C19H21N3O3S, Category: catalysis-chemistry.

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

Das, Sanju published the artcileAn organophotoredox-catalyzed redox-neutral cascade involving N-(acyloxy)phthalimides and maleimides, Recommanded Product: 2-(4-(tert-Butyl)phenoxy)acetic acid, the publication is Organic Chemistry Frontiers (2021), 8(10), 2256-2262, database is CAplus.

An organophotoredox-catalyzed reduction/addition/oxidation cascade of N-protected maleimides and N-(acyloxy)phthalimides is documented. The mild and efficient redox-neutral process involved the hitherto unknown Giese-type addition of aryloxy-alkyl radicals on N-protected maleimides and a successive oxidation allowing an overall Z-alkenylation of the N-substituted pyrrolidine-2,5-dione motif through a formal translocation of the maleimide double bond.

Organic Chemistry Frontiers published new progress about 1798-04-5. 1798-04-5 belongs to catalysis-chemistry, auxiliary class Carboxylic acid,Benzene,Ether, name is 2-(4-(tert-Butyl)phenoxy)acetic acid, and the molecular formula is C12H16O3, Recommanded Product: 2-(4-(tert-Butyl)phenoxy)acetic acid.

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

Pearson, Anthony J. published the artcileModel studies on the synthesis of carboxylate-binding pocket analogs of vancomycin using arene-ruthenium chemistry, Safety of 2-(3-(Benzyloxy)phenyl)acetic acid, the publication is Journal of Organic Chemistry (1992), 57(6), 1744-52, database is CAplus.

Preparation of several protected L–p-chlorophylalanine derivatives in high optical purity and their complex formation with [CpRu(MeCN)₃]PF₆ (Cp = cyclopentadienyl) are described. The complexation reaction, as well as subsequent photochem. decomplexations, proceeds with retention of optical purity. Reactions of these chloroarene complexes with 3-hydroxyphenylglycine derivatives proceed mild conditions to give aryl ether-ruthenium complexes, which can be converted to diaryl ethers in which both aromatic rings have protected amino acid or peptide side chains. Efforts to effect cycloamidation to give vancomycin carboxylate-binding pocket analogs using a number of known coupling reagents were unsuccessful.

Journal of Organic Chemistry published new progress about 1860-58-8. 1860-58-8 belongs to catalysis-chemistry, auxiliary class Carboxylic acid,Benzene,Ether, name is 2-(3-(Benzyloxy)phenyl)acetic acid, and the molecular formula is C15H14O3, Safety of 2-(3-(Benzyloxy)phenyl)acetic acid.

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

Webb, Eric W. published the artcileNucleophilic (Radio)Fluorination of Redox-Active Esters via Radical-Polar Crossover Enabled by Photoredox Catalysis, Name: 2-(4-(tert-Butyl)phenoxy)acetic acid, the publication is Journal of the American Chemical Society (2020), 142(20), 9493-9500, database is CAplus and MEDLINE.

A redox-neutral method for nucleophilic fluorination of N-hydroxyphthalimide esters e.g., I using an Ir photocatalyst under visible light irradiation was reported. The method provides access to a broad range of aliphatic fluorides, including primary, secondary, and tertiary benzylic fluorides as well as unactivated tertiary fluorides, that are typically inaccessible by nucleophilic fluorination due to competing elimination. In addition, the decarboxylative fluorination conditions are readily adapted to radiofluorination with [18F]KF. The reactions proceed by two electron transfers between the Ir catalyst and redox-active ester substrate to afford a carbocation intermediate that undergoes subsequent trapping by fluoride. Examples of trapping with O- and C-centered nucleophiles and deoxyfluorination via N-hydroxyphthalimidoyl oxalates are also presented, suggesting that this approach may offer a general blueprint for affecting redox-neutral SN1 substitutions under mild conditions.

Journal of the American Chemical Society published new progress about 1798-04-5. 1798-04-5 belongs to catalysis-chemistry, auxiliary class Carboxylic acid,Benzene,Ether, name is 2-(4-(tert-Butyl)phenoxy)acetic acid, and the molecular formula is C20H21ClN4O4, Name: 2-(4-(tert-Butyl)phenoxy)acetic acid.

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

Dowlati, Bahram published the artcileA combination risk assessment of paracetamol: electrochemical oxidation behavior and cytotoxic effect evaluation of paracetamol in the presence of N¹,N²-dibenzylethane-1,2-diamine, Related Products of catalysis-chemistry, the publication is New Journal of Chemistry (2016), 40(6), 5121-5127, database is CAplus.

The cytotoxic effect of paracetamol in the presence of a diamine derivative was evaluated in liver cells. In this study, hydropyrazinoquinoxalinylidene-acetamide (HPQA), as an agent that is toxic to the liver, was synthesized in an electrochem. cell as a simulated body environment by an electrooxidation reaction. A direct electron transfer (DET) mechanism occurred during the process on the surface of the carbon anode. The electrochem. oxidation of paracetamol was studied using cyclic voltammetry and controlled-potential coulometry (CPC) techniques. The product was characterized by FT-IR, ¹H NMR, ¹³C NMR and ESI-MS² after purification The cytotoxicity of the final compound was evaluated using an MTT assay on the CCL-13 liver cell line. The results indicate that the presence of amine derivatives leads to an increase in the toxic effects of paracetamol in the human body. The cell viability at a concentration of 500 ¦Ìg mL^-1 was 78% for paracetamol, whereas the viability of liver cells in the presence of the product was 18% at 168 ¦Ìg mL^-1. A cycloaddition mechanism was suggested according to the overall results that were obtained.

New Journal of Chemistry published new progress about 140-28-3. 140-28-3 belongs to catalysis-chemistry, auxiliary class Benzenes, name is N1,N2-Dibenzylethane-1,2-diamine, and the molecular formula is C16H20N2, Related Products of catalysis-chemistry.

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

Chao, Chen Shen published the artcileAdsorption study. III. Adsorption of surfactants on the acrylic glass surface, Computed Properties of 2016-56-0, the publication is Yingyong Jiemian Huaxue (1982), 7-12, database is CAplus.

Eleven typical anionic, cationic, and nonionic surfactants were used to study their adsorption on the acrylic glass surface. With the exception of dodecyl ammonium acetate, all of the other surfactants were adsorbed with their nonpolar groups and with their polar groups exposed. The concentration necessary for saturated adsorption and the hydrophilicity (from contact angle measurement of water drop) were closely related to the structures of the surfactants. For anionic and cationic surfactants with smaller and more polar groups, the concentration for saturated adsorption is lower than those with larger and less polar groups. The P.O.E. ether phosphate has a very high hydrophilicity (very small contact angle) due to the high polarizability of its polar group. The concentration for saturated adsorption of P.O.E. (polyoxyethylene) type nonionic surfactants is very high due to the steric effect of the bulky P.O.E. group.

Yingyong Jiemian Huaxue published new progress about 2016-56-0. 2016-56-0 belongs to catalysis-chemistry, auxiliary class Active Esterification, name is Dodecylamineacetate, and the molecular formula is C14H31NO2, Computed Properties of 2016-56-0.

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

Xiao, Zhu-Ping published the artcile4-Alkoxy-3-arylfuran-2(5H)-ones as inhibitors of tyrosyl-tRNA synthetase: Synthesis, molecular docking and antibacterial evaluation, Synthetic Route of 1860-58-8, the publication is Bioorganic & Medicinal Chemistry (2011), 19(13), 3884-3891, database is CAplus and MEDLINE.

A series of novel 4-alkoxy-3-arylfuran-2(5H)-ones as tyrosyl-tRNA synthetase inhibitors were synthesized. Of these compounds, 3-(4-hydroxyphenyl)-4-(2-morpholinoethoxy)furan-2(5H)-one (27) was the most potent. The binding model and structure-activity relationship indicate that replacement of morpholine-ring in the side chain of 27 with a substituent containing more hydrophilic groups would be more suitable for further modification. Antibacterial assay revealed that the synthetic compounds are effective against growth of Gram-pos. organisms, and 27 is the most potent agent against Staphylococcus aureus ATCC 25923 with MIC₅₀ value of 0.23 ¦Ìg/mL.

Bioorganic & Medicinal Chemistry published new progress about 1860-58-8. 1860-58-8 belongs to catalysis-chemistry, auxiliary class Carboxylic acid,Benzene,Ether, name is 2-(3-(Benzyloxy)phenyl)acetic acid, and the molecular formula is C19H15NO3, Synthetic Route of 1860-58-8.

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

Dabkowski, Wojciech published the artcileStudies on the efficient generation of phosphorus-carbon bonds via a rearrangement of P^III esters catalysed by trimethylhalosilanes, Application of Allyldiphenylphosphine oxide, the publication is Chemistry – A European Journal (2009), 15(7), 1747-1756, database is CAplus and MEDLINE.

Halotrimethylsilanes Me₃SiX (X = Br, I) catalyze rearrangements of tricoordinate phosphorus esters R’R”P-OR into the corresponding phosphoryl systems R’R”P(O)R. This provides a simple and efficient route to a variety of structures containing phosphorus-carbon bonds, under mild conditions and with good yields. The reaction mechanism was investigated in detail by ³¹P NMR spectroscopy and independent synthesis of the reaction intermediates. It has been demonstrated that the primary products of this catalytic reaction are halogeno P^III structures R’R”PX and silyl ethers ROSiMe₃ and that they subsequently react to give the corresponding phosphorus silyl esters -Me₃SiOPR’R”- and alkyl halides RX. At higher temperatures these intermediates then react to form R’R”P(O)R compounds This paper also features the surprising observation that when esters Ph₂POR and halotrimethylsilanes Me₃SiX (X = Br, I) are used in 2:1 ratio, phosphonium salts Ph₂R₂P⁺X^– and trimethylsilyl diphenylphosphinate -Ph₂P(O)OSiMe₃ are formed as the major products. Exptl. evidence indicates that the mechanisms of both reactions are fundamentally different from that of the Michaelis-Arbuzov reaction. Me₃SiCl is not reactive and this paper explains why.

Chemistry – A European Journal published new progress about 4141-48-4. 4141-48-4 belongs to catalysis-chemistry, auxiliary class Aryl phosphine ligand,Mono-phosphine Ligands, name is Allyldiphenylphosphine oxide, and the molecular formula is C15H15OP, Application of Allyldiphenylphosphine oxide.

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