Month: November 2022

Midgley, I. published the artcileMetabolic fate of ¹⁴C-camostat mesylate in man, rat and dog after intravenous administration, Category: catalysis-chemistry, the publication is Xenobiotica (1994), 24(1), 79-92, database is CAplus and MEDLINE.

The metabolic fate of N,N-dimethylcarbamoylmethyl 4-(4-guanidino[¹⁴C]benzoyloxy)phenylacetate methanesulfonate (¹⁴C-camostat mesylate) was investigated after i.v. administration to man (12-h infusion), and to rat and dog (bolus injection). Renal excretion (mainly in 24h) accounted for at least 80% dose in all three species, and the only two important metabolites were identified as 4-(4-guanidinobenzoyloxy)phenylacetic acid (GBPA) and 4-guanidinobenzoic acid (GBA). The parent drug was not detected in human plasma either during or after infusion of ¹⁴C-camostat mesylate owing to rapid hydrolysis of the side-chain ester group (t_1/2 < 1 min). Steady-state levels of both GBPA and GBA in plasma were apparently attained by the end of the infusion period. Mean terminal half-life, systemic clearance and apparent volume of distribution at steady-state of GBPA in man were 1.0 h, 6.4 mL/min per kg and 0.381/kg, resp., and the corresponding values for GBA were 2.4 h, 4.7 mL/min per kg and 1.01/kg resp. Radioactivity was rapidly distributed to most tissues after bolus i.v. doses of ¹⁴C-camostat mesylate to rats and dogs, with highest levels being associated with the liver and kidney, the two main organs of drug elimination. Concentrations in the pancreas, a possible site for drug action, were generally lower than those in plasma.

Xenobiotica 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, Category: catalysis-chemistry.

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

Tsunekawa, Masami published the artcileRemoval of trace impurity from limestone using flotation techniques, Application of Dodecylamineacetate, the publication is Materials Transactions (2009), 50(1), 171-176, database is CAplus.

High grade limestone was obtained by removing trace impurities through reverse and carrier flotation techniques. A simple method for measuring the impurity content of limestone was developed by correlating the amount of impurities and the turbidity of suspensions of residue from limestone dissolved in 20% acetic acid. Impurity removal >50% with limestone recovery better than 85% was obtained under suitable conditions by both reverse flotation and carrier flotation using sodium oleate (NaOl) and dodecylammonium acetate (DAA) as collectors. Limestone containing >0.15% impurity was used as the carrier. These results suggest that limestone treated by flotation can be used as high quality limestone in paper manufacturing

Materials Transactions 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 C15H14Cl2S2, Application of Dodecylamineacetate.

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

Huh, Soohee published the artcileSynthetic Utility of N-Benzoyloxyamides as an Alternative Precursor of Acylnitrenoids for ¦Ã-Lactam Formation, Name: 2-Methyl-4-phenylbutanoic acid, the publication is Organic Letters (2019), 21(8), 2808-2812, database is CAplus and MEDLINE.

Described herein is the development of a new entry of acylnitrenoid precursors for ¦Ã-lactam synthesis via an intramol. C-H amidation reaction. Upon Ir catalysis, N-benzoyloxyamides serve as efficient substrates to afford 5-membered amides. Mechanistic studies revealed that the generation of a putative Ir-carbonylnitrenoid via N-O bond cleavage is facilitated by the chelation of countercations. This protocol offers a convenient and step-economic route to ¦Ã-lactams starting from the corresponding carboxylic acids.

Organic Letters published new progress about 1949-41-3. 1949-41-3 belongs to catalysis-chemistry, auxiliary class Carboxylic acid,Benzene, name is 2-Methyl-4-phenylbutanoic acid, and the molecular formula is C11H14O2, Name: 2-Methyl-4-phenylbutanoic acid.

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

Lee, Junghyun published the artcileIdentification of AhR agonists in sediments of the Bohai and Yellow Seas using advanced effect-directed analysis and in silico prediction, Category: catalysis-chemistry, the publication is Journal of Hazardous Materials (2022), 128908, database is CAplus and MEDLINE.

Novel aryl hydrocarbon receptor (AhR) agonists were identified in coastal sediments in the Yellow and Bohai Seas by use of a combination of effect-directed anal. (EDA) and in silico prediction. A total of 125 sediments were screened for AhR-mediated potencies using H4IIE-luc bioassay. Great potencies were observed in organic extracts, mid-polar fraction (F2), and subfractions of F2 (F2.6-F2.9) of sediments collected from Nantong, Qinhuangdao, and Yancheng. Less than 15% AhR potencies could be explained by detected dioxin-like PAHs. Full-scan screening anal. was conducted for the more potent fractions using GC-QTOFMS to investigate the presence of unmonitored AhR agonists. A five-step prioritization strategy was applied; 92 candidate compounds satisfied all criteria. Among these chems., thirteen were evaluated for AhR efficacy. Six compounds; benz[b]anthracene, 6-methylchrysene, 2-methylbenz[a]anthracene, 1-methylbenz[a]anthracene, 1,12-dimethylbenzo[c]phenanthrene, and indeno[1,2,3-cd]fluoranthene, exhibited significant AhR-mediated efficacies. 1,12-dimethylbenzo[c]phenanthrene and indeno[1,2,3-cd]fluoranthene were identified as novel AhR agonists. Potency balance anal. showed that the six newly identified AhR agonists explained 0.4-100% of the total AhR-mediated potencies determined Overall, combining EDA and in silico prediction applied in this study demonstrated the benefits of assessing the potential toxic effects of previously unidentified AhR agonists in sediments from the coasts of China and Korea.

Journal of Hazardous Materials published new progress about 613-33-2. 613-33-2 belongs to catalysis-chemistry, auxiliary class Benzene, name is 4,4′-Dimethyldiphenyl, and the molecular formula is C14H14, Category: catalysis-chemistry.

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

Kim, Soon Ok published the artcileSynthesis of N-(disubstituted styryl) carboxamides, SDS of cas: 16909-09-4, the publication is Yakhak Hoechi (1992), 36(5), 433-9, database is CAplus.

For the synthesis of tuberin derivatives N-(disubstituted styryl)carboxamides, a series of cinnamic acids were transformed through chlorides and azides to isocyanates; then the isocyanates were reduced sep. by Dibal and Grignard reagent. As a result of antimicrobial susceptibility test, N-(3,4-dichlorostyryl)formamide and N-(3,4-dichlorostyrl)acetamide showed comparatively large activity against some bacteria i.e., MIC was resp. 50 ppm, 6.25?50 ppm. The MIC of other derivatives was similar to that of tuberin, about 100.

Yakhak Hoechi 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

Parsons, William H. published the artcileHammett correlations of benzhydrylium cations, Product Details of C13H10F2, the publication is Chemical Educator (2012), 53-56, database is CAplus.

This laboratory experiment investigates linear free energy relationships between Hammett ¦Ò⁺ parameters and the ¹H-NMR chem. shifts of substituted benzhydrol reagents. The significance of resonance and field effects on proton shielding can be determined by relating chem. shift data to various forms of Hammett equations. Benzhydrylium cations can be studied as well by ¹³C-NMR spectroscopy.

Chemical Educator published new progress about 457-68-1. 457-68-1 belongs to catalysis-chemistry, auxiliary class Fluoride,Benzene, name is Bis(4-fluorophenyl)methane, and the molecular formula is C13H10F2, Product Details of C13H10F2.

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

Hu, Chen published the artcileLewis Acid-Controlled Regioselective Phosphorylation of 2-Indolylmethanols with Diarylphosphine Oxides: Synthesis of Highly Substituted Indoles, HPLC of Formula: 23897-16-7, the publication is Journal of Organic Chemistry (2018), 83(8), 4739-4753, database is CAplus and MEDLINE.

The Lewis acid-promoted phosphorylation of 2-indolylmethanols with diarylphosphine oxides is described. The regioselectivity of the reaction can be modulated by the choice of rare earth metal Lewis acid, offering a highly selective approach to structurally diverse indole derivatives in up to 97% yield for over 50 examples. This strategy features high selectivity, good functional group tolerance, and easy scalability. The utility of this method is further highlighted by facile modification of the products to access novel indole-based phosphine ligand.

Journal of Organic Chemistry published new progress about 23897-16-7. 23897-16-7 belongs to catalysis-chemistry, auxiliary class Aryl phosphine ligand,Mono-phosphine Ligands, name is Dimesitylphosphine oxide, and the molecular formula is C18H23OP, HPLC of Formula: 23897-16-7.

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

Tucci, Gregory C. published the artcileNickel-Mediated Formation of Thio Esters from Bound Methyl, Thiols, and Carbon Monoxide: A Possible Reaction Pathway of Acetyl-Coenzyme A Synthase Activity in Nickel-Containing Carbon Monoxide Dehydrogenases, Computed Properties of 22693-41-0, the publication is Journal of the American Chemical Society (1995), 117(24), 6489-96, database is CAplus.

Current mechanistic proposals for the acetyl-CoA synthase activity of nickel-containing carbon monoxide dehydrogenases (CH₃-THF + CoA¡¤SH ¡ú CoA¡¤SCOCH₃ + THF; THF = tetrahydrofolate, CoA¡¤SH = CoA) implicate a Ni catalytic center and the steps [Ni-CH₃] ¡ú [Ni-COCH₃] ¡ú CoA¡¤SCOCH₃. The second step presumably involves attack by the sulfur nucleophile of CoA at the acyl carbon atom in the overall reaction [Ni^II-COCH₃] + RS(H) ¡ú RSCOCH₃ + Ni^II (+ H⁺) + 2e^–. We have previously demonstrated these steps in Ni(II) complexes with physiol.-type ligation. In this work, it is shown that the reaction of acyl and thiolate ligands coordinated to Ni(I) affords thio esters in high yield. The complex [Ni(bpy)(CH₃)₂], established to be planar by an x-ray structure determination, reacts with 1 equiv of arenethiol to afford diamagnetic planar [Ni(bpy)(CH₃)(SR)] (8) with R = p-C₆H₄CH₃ (8a), 2,6-C₆H₃(CH₃)₂ (8b), mesityl (8c), 2,4,6-C₆H₂iPr₃ (8d), and 2,6-C₆H₃Cl₂ (8e) (bpy = 2,2′-bipyridyl). An analogous reaction gives [Ni(bpy)(C₂H₅)(S-mesityl)] (12) from [Ni(bpy)(C₂H₅)₂]. Planar structures of 8c,e were confirmed by x-ray anal. Complexes 12 and 8 with different R substituents undergo thiolate ligand exchange in THF with K_e. Reaction of 8e with 1 equiv of carbon monoxide yields the acyl complex [Ni(bpy)(COCH₃)(S-2,6-C₆H₃Cl₂)] (9a), whose planar coordination unit was confirmed by x-ray methods. Treatment of the complexes 8 in THF with more than 3 equiv of carbon monoxide yields [Ni(bpy)(CO)₂] and the thio esters RSCOCH₃ in 96-100% yield in situ. A solution initially containing 8b and 12 gave under the same conditions four thio esters in equal amounts, consistent with four complexes in the equilibrated solution prior to reaction with carbon monoxide. Reaction of 9a in THF with carbon monoxide produced 2,6-dichlorophenyl thioacetate quant., indicating that Ni(II)-acyl-thiolate complexes are intermediates in thio ester formation. The overall reaction is [Ni(bpy)(R’)(SR)] + 3CO ¡ú RSCOR’ + [Ni(bpy)(CO)₂] (R’ = CH₃, C₂H₅); the two electrons in the generalized reaction are captured by the metal as Ni(0). A related and necessarily intramol. reaction of [Ni(bpy)(SCH₂CH₂CH₂)] was confirmed and shown to produce ¦Ã-thiobutyrolactone in quant. yield in situ. Evidence supporting an analogous intramol. path for reaction systems based on 8 is summarized. This investigation provides the first examples of Ni-mediated acyclic thio ester synthesis and demonstrates a possible means of enzymic thio ester formation should CoA^– and an acetyl group coordinate to the Ni(II) catalytic center.

Journal of the American Chemical Society published new progress about 22693-41-0. 22693-41-0 belongs to catalysis-chemistry, auxiliary class Other Functionalization Reagent, name is 2,4,6-Triisopropylbenzenethiol, and the molecular formula is C12H14BNO2, Computed Properties of 22693-41-0.

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

Cheeseright, Timothy J. published the artcileNovel Lead Structures for p38 MAP Kinase via FieldScreen Virtual Screening, SDS of cas: 1798-04-5, the publication is Journal of Medicinal Chemistry (2009), 52(14), 4200-4209, database is CAplus and MEDLINE.

The p38 MAP kinase has received considerable interest in the pharmaceutical industry and remains a valid and interesting target for the treatment of inflammation. To discover novel p38 inhibitors, the ligand-based virtual screening technique, FieldScreen, was applied to 1.2 million com. available compounds Fifty-eight diverse compounds were selected for biol. anal., using mol. field similarity to known inhibitors, while explicitly removing any structure that shared a scaffold with previously reported p38 inhibitors. Of these, 11 (19%) showed ¡Ý20% inhibition of p38 at 10 ¦ÌM. Analogs of two distinct chem. series were prepared, resulting in a potential lead compound with pIC₅₀ of 6.4. Modeling of SAR using FieldAlign, a ligand alignment protocol, was used to rationalize the SAR of the series of thiadiazole based inhibitors.

Journal of Medicinal Chemistry 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, SDS of cas: 1798-04-5.

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

Henry, Ronald A. published the artcileAnomalous reaction of pentafluorophenacyl bromide with hexamethylenetetramine. Structure of the product, Application In Synthesis of 14707-75-6, the publication is Journal of Organic Chemistry (1990), 55(6), 1796-801, database is CAplus.

The title compounds condense in CHCl₃ to yield tetrafluorobenzotetraazatetracyclotetradecanone I (X = N), a reaction proposed to involve both an ortho-fluorine elimination and two Stevens type rearrangements. Structural assignment of the fluorescent product I (X = N) was based upon ¹H, ¹³C, ¹⁹F, and ¹⁵N NMR spectra and a complete x-ray crystallog. determination Addnl. studies supported the proposed mechanism and allowed improvements and modifications of the Delepine reaction as applied to phenacyl halides and for the preparation of I (X = CBr, CNH₂, CNO₂).

Journal of Organic Chemistry published new progress about 14707-75-6. 14707-75-6 belongs to catalysis-chemistry, auxiliary class Triazinanes, name is 1,3,5-Triazaadamantan-7-amine, and the molecular formula is C7H14N4, Application In Synthesis of 14707-75-6.

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