Month: December 2022

Yan, Wenhao published the artcileLate-Stage Difluoromethylation of Aliphatic Carboxylic Acids with Copper Catalysis, Computed Properties of 2051-95-8, the publication is Synlett (2020), 31(8), 745-749, database is CAplus.

In this article, approaches towards difluoromethylation are discussed and the development of the first aliphatic decarboxylative difluoromethylation reaction is detailed. With a broad scope, the real-world utility of the protocol is demonstrated.

Synlett published new progress about 2051-95-8. 2051-95-8 belongs to catalysis-chemistry, auxiliary class Carboxylic acid,Benzene,Ketone, name is 3-Benzoylpropionicacid, and the molecular formula is C4Br2N2O4S, Computed Properties of 2051-95-8.

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

Fuchte, Hanna E. published the artcileIdentification of sites with elevated PM levels along an urban cycle path using a mobile platform and the analysis of 48 particle bound PAH, Related Products of catalysis-chemistry, the publication is Atmospheric Environment (2022), 118912, database is CAplus.

Using a multidisciplinary approach, this study provides insight into everyday exposure scenarios of urban commuters to aerosol particles and their associated polycyclic aromatic hydrocarbons. It combines high spatiotemporal resolution particle measurements, used to determine the distribution of particulate matter in the urban environment, with the chem. anal. of the health-relevant particle fraction (< 2.5¦Ìm) at higher polluted sites. In Sept. 2019, multiple test rides were conducted using a mobile platform along an urban cycle path in Aachen, Germany. With this, particle number and mass concentrations were recorded. Based on this data, five sites with elevated levels of particulate matter concentrations were identified. At these locations, the airborne respirable particles (PM2.5) were collected using a high-volume sampler. These were then quantified for an extended set of PAH and alkylated PAH by GC-MS. The alkylated distribution pattern of PAH in the samples all exhibited a typical pyrogenic pattern. A more detailed assessment of toxicity was possible because PAH such as dibenzo[a,l]pyrene or 7H-benzo[c]fluorene could be taken into account. The non-EPA PAH contributed up to 81% to the total toxicity of the particles expressed in toxic equivalent The measurement of an extended set of PAH was beneficial and is highly recommended for future studies.

Atmospheric Environment published new progress about 191-07-1. 191-07-1 belongs to catalysis-chemistry, auxiliary class Electronic Materials, name is Coronene, and the molecular formula is C24H12, Related Products of catalysis-chemistry.

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

Kohri, Naonori published the artcileDevelopment of camostat mesilate troche for the prevention of induced mucositis in the mouth at cancer chemotherapy, Recommanded Product: 2-(4-((4-Guanidinobenzoyl)oxy)phenyl)acetic acid methanesulfonic acid salt, the publication is Yakuzaigaku (2001), 61(1), 34-45, database is CAplus.

We prepared a troche containing camostat mesilate for the prevention of the mucositis in the mouth induced by cancer chemotherapy. The troche was formed by the direct compression of a powder mixture of camostat mesilate, a flavoring agent, hydroxypropyl cellulose, and magnesium stearate. A troche containing 10% or 20% hydroxypropyl cellulose and a flavoring agent of coffee or green apple diminished the bitterness of camostat mesilate. It was found that the metabolizing rate of camostat in saliva was much slower than that in blood, although metabolites in saliva were the same kinds as those in blood. The amounts of camostat retained in the mouth after administration of the troche to healthy subjects were much larger than those after applying a gargle which had a bitter taste. Moreover, the troche containing the flavoring agent of green apple showed smaller amounts of camostat and its metabolites retained in the mouth compared to the troche containing the flavoring agent of coffee. It is considered that the increase in the secreting volume of saliva after administration of the troche containing the flavoring agent of green apple would prevent the retaining of camostat and its metabolites in the mouth. Moreover, the administration of a troche is more convenient than that of a gargle for patients. The troche prepared in this study would be a substitute dosage form for the gargle and promote the quality of life in patients.

Yakuzaigaku published new progress about 71079-09-9. 71079-09-9 belongs to catalysis-chemistry, auxiliary class Salt,Carboxylic acid,Carbamidine,Amine,Benzene,Ester,Protease,Ser/Thr Protease, name is 2-(4-((4-Guanidinobenzoyl)oxy)phenyl)acetic acid methanesulfonic acid salt, and the molecular formula is C17H19N3O7S, Recommanded Product: 2-(4-((4-Guanidinobenzoyl)oxy)phenyl)acetic acid methanesulfonic acid salt.

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

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

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

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

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

Yousatit, Satit published the artcileSelective synthesis of 5-hydroxymethylfurfural over natural rubber-derived carbon/silica nanocomposites with acid-base bifunctionality, Name: 3-(Trimethoxysilyl)propan-1-amine, the publication is Fuel (2022), 122577, database is CAplus.

5-Hydroxymethylfurfural (HMF) is an important platform mol., derived from biomass-based carbohydrates, for the production of renewable fuel additives, liquid hydrocarbon fuels, biopolymers, and specialty chems. In this study, a mesoporous carbon/silica (MCS) nanocomposite, as catalyst support, was prepared using a nanocomposite of natural rubber (NR) and hexagonal mesoporous silica (HMS) as a precursor. To obtain a series of acidic, basic, and bifunctional acid-base catalysts, the MCS surface was modified using post-synthesis methods in which the carbon moieties were decorated with sulfonic acid groups, whereas the silica matrix surface was grafted with 3-aminopropyl groups. The resulting materials exhibited high surface area, large pore volume, and contain some oxygen-containing functional groups. Their acid-base properties were tunable by varying the content of sulfonic acid and aminopropyl groups. The HMF was synthesized by catalytic conversion of fructose and glucose in a biphasic medium. Fructose dehydration catalyzed by sulfonated MCS catalyst (MCS-SO₃H) at 150¡ãC for 2 h yields 56% HMF at 81% conversion. For the glucose system, the Bronsted basic sites facilitated the glucose-fructose isomerization, however, it promoted the formation of undesired humins. The acid/base ratio of bifunctional MCS catalysts (MCS-SO₃H-NH₂) contributes to the HMF yield and selectivity. The HMF yield of 39.4% was obtained over the MCS-SO₃H-NH₂ catalyst with an acid/base ratio of 0.10 at 190¡ãC for 1 h. In both systems, the formation of levulinic acid, a byproduct of HMF hydrolysis, was suppressed due to the hydrophobicity of the MCS catalyst. These developed catalysts are promising for the synthesis of HMF from glucose, at high substrate concentration than those reported in the literature.

Fuel published new progress about 13822-56-5. 13822-56-5 belongs to catalysis-chemistry, auxiliary class Organic Silicones, name is 3-(Trimethoxysilyl)propan-1-amine, and the molecular formula is C11H22N2O4, Name: 3-(Trimethoxysilyl)propan-1-amine.

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

Gajewska, Agnieszka published the artcileSynthesis of sulfur containing macrocycles with sucrose scaffold, Product Details of C16H20N2, the publication is Carbohydrate Research (2019), 107825, database is CAplus and MEDLINE.

The first synthesis of sucrose-based macrocycles containing two sulfur atoms in the ring was presented. The synthesis was initiated from known 6,6′-dideoxy-6,6′-di-chloro-1′,2,3,3′,4,4′-hexa-O-benzyl-sucrose in which both terminal positions (C6 and C6′) were elongated by the -S-CH₂-CH₂-OH unit. The resulting diol was converted into dichloride and reacted further with a series of diamines which afforded the corresponding macrocyclic derivatives in high yields.

Carbohydrate Research 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, Product Details of C16H20N2.

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