Month: December 2022

Kim, Hyunwoo published the artcileA Facile Access to Primary Alkylamines and Anilines via Ir(III)-Catalyzed C-H Amination Using Azidoformates, Formula: C4H12ClNO, the publication is ACS Catalysis (2016), 6(9), 5922-5929, database is CAplus.

Described herein is the development of Ir(III)-catalyzed direct C-H amination using azidoformates as a readily deprotectable amino source. Substrates with unactivated Me C(sp³)-H and aromatic or olefinic C(sp²)-H bonds were smoothly reacted by the iridium-based catalyst system to provide the corresponding primary alkylamines and anilines upon the subsequent removal of N-protecting groups, such as Boc, Fmoc, Cbz, pNZ, or Troc. A brief mechanistic study and synthetic applications are also presented.

ACS Catalysis published new progress about 6084-58-8. 6084-58-8 belongs to catalysis-chemistry, auxiliary class Salt,Amine,Aliphatic hydrocarbon chain, name is O-Isobutylhydroxylamine hydrochloride, and the molecular formula is C4H12ClNO, Formula: C4H12ClNO.

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

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

Niedermoser, Sabrina published the artcileEvaluation of an automated double-synthesis module: efficiency and reliability of subsequent radiosyntheses of FHBG and FLT, Application In Synthesis of 17351-62-1, the publication is Nuclear Medicine and Biology (2012), 39(4), 586-592, database is CAplus and MEDLINE.

We optimized the synthesis methods for 3′-deoxy-3′-[¹⁸F]fluorothymidine ([¹⁸F]FLT) and 9-(4-[¹⁸F]fluoro-3-[hydroxymethyl]butyl)guanine) ([¹⁸F]FHBG) and automated them on an Explora General Nucleophilic double-synthesis module. Furthermore, the synthesis efficiency and reliability and the formation of cross-contaminations of the products when preparing two consecutive batches were evaluated. Whereas the preinstalled FLT synthesis conditions required substantial modification in reaction and neutralization conditions to achieve radiochem. yields of up to 60% within 70¡À10 min including high-performance liquid chromatog. purification, the synthesis of FHBG had to be implemented to the module to obtain competitive radiochem. yields of up to 40% in an overall synthesis time of 60¡À10 min. The radiochem. purities obtained were ¡Ý99% and ¡Ý96% for the synthesis of [¹⁸F]FLT and [¹⁸F]FHBG, resp. No significant changes in yield or purity could be observed between both batch productions. We found that the yields and purities also did not change when performing FLT after FHBG syntheses and vice versa. Hence, we developed a synthesis setup that offers the opportunity to perform two subsequent syntheses of either [¹⁸F]FLT, [¹⁸F]FHBG or [¹⁸F]FLT after [¹⁸F]FHBG without decrease in radiochem. yields and purities. Also, no cross-contaminations were observed, which can be attributed to the use of sep. product delivery tubes, purification columns and an automated intermediate cleaning program. These results open up the possibility of producing consecutively either two equal ¹⁸F-fluorinated tracers or two different ones in high yields on the same synthesis module.

Nuclear Medicine and Biology published new progress about 17351-62-1. 17351-62-1 belongs to catalysis-chemistry, auxiliary class Salt,Amine, name is Tetrabutylammonium hydrogencarbonate, and the molecular formula is C17H37NO3, Application In Synthesis of 17351-62-1.

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

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

Kornev, K. A. published the artcileN-methyldiphenylamine 4,4-diisocyanate, Application of Bis(4-nitrophenyl)amine, the publication is Ukrainskii Khimicheskii Zhurnal (Russian Edition) (1968), 34(10), 1046-8, database is CAplus.

A mixture of 20.75 g. p-O2NC6H4-NH2, 15.2 g. K2CO3, and 7.8 g. o-HOC6H4COCl, was heated to 200¡ã during 1 hr. and held there for 30 min. before adding 23.6 g. p-ClC6H4NO2. Heating was continued for 12 hrs. forming p-(O2NC6H4)2NH (I), m. 211-12¡ã. I and MeI reacted in Me2CO containing KOH to form (p-O2NC6H4)2NMe, m. 179-80¡ã, reduced to (p-H2NC6H4)2NMe (II), m. 173-4¡ã, with N2H4 and Raney Ni in MeOH. A stream of HCl was passed through a boiling solution of II in PhMe to precipitate the salt. This was cooled and a solution of COCl2 in PhMe was added. COCl2 was passed slowly through the resultant mixture while it was refluxed on an oil bath. The excess COCl2 was removed with a stream of N. On cooling (p-OC-NC6H4)2NMe, m. 59-60¡ã, precipitated This with NH3 and PhNH2 formed MeN(C6H4NHCONH2-p)2, m. 219-21¡ã, and MeN(C6-H4NHCONHPh-p)2, m. 245-7¡ã, resp.

Ukrainskii Khimicheskii Zhurnal (Russian Edition) published new progress about 1821-27-8. 1821-27-8 belongs to catalysis-chemistry, auxiliary class Nitro Compound,Amine,Benzene, name is Bis(4-nitrophenyl)amine, and the molecular formula is C12H9N3O4, Application of Bis(4-nitrophenyl)amine.

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

de Souza, F. A. L. published the artcileNMR spectral parameters of open- and closed-shell graphene nanoflakes: Orbital and hyperfine contributions, Computed Properties of 191-07-1, the publication is Carbon (2022), 374-383, database is CAplus.

Graphene nanoflakes have attracted a growing interest owing to their tunable and unique electronic, optical, and magnetic properties. In particular, recent breakthroughs in the on-surface synthesis and characterization of graphene nanoflakes exhibiting ¦Ð-magnetism have shown their promising great potential for spintronic applications. In this context, a theor. investigation on the relative energetic stability, 13C NMR (NMR) chem. shifts, magnetically induced currents, hyperfine shifts, and hyperfine coupling constants of graphene nanoflakes of hexagonal and triangular shape has been performed using the d. functional theory (DFT). The role played by the size, shape, and at. site position in the flake on the 13C isotropic chem. shift is thoroughly examined As a general trend, considering only the orbital contribution, sites from the innermost region of the flake present lower chem. shifts than the ones close to the border and, for large enough systems, such values tend to converge to roughly the graphene one. For the open-shell flakes, the hyperfine shifts and coupling constants exhibit oscillatory behavior, with opposite signs for adjacent sites. The magnitude of these parameters is progressively reduced with the increase in the distance from the edge, where the largest values of excess spin d. are concentrated

Carbon 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, Computed Properties of 191-07-1.

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

Irshad Ahamed, J. published the artcileSynthesis and computational studies of 2-nitro-3-phenyl-3- (phenylthio)propan-1-ol and their derivatives, Name: 1,2-Dimethoxy-4-(2-nitrovinyl)benzene, the publication is DJ Journal of Engineering Chemistry and Fuel (2017), 2(2), 9-24, database is CAplus.

Michael addition of thiols to nitro-olefins was performed in Lewis base DABCO (1,4-diazabicyclo[2.2.2]octane) with THF (THF) at room temperature 2-Nitro-3- phenyl-3-(phenylthio)propan-1-ols, compounds I [R = H, 4-Et, 3-Cl, etc.] were obtained at appreciable purity of compounds which was ascertained by m.p. and thin-layer chromatog. and was characterized by ¹H and ¹³C NMR. The synthesized compounds were subjected to mol. docking studies through com. software using Discovery Studio 4.0. Further the pharmacokinetics properties were studied by ADMET. DMol³ properties and B3LYP functions were also studied. Among the six derivative compound I [R = 4-Et] showed the higher docking energy of the score -88.1382 and promising mol. interaction against the target protein cytochrome P 450 17A1 (steroid 17 alpha – hydroxylase/17,20 lyase) which is primarily involved in the steroid biosynthesis pathway. Compounds I were explored against the target 3SWZ (CYP17A1). Compounds I [R = 4-Et] exhibited desirable pharmacokinetic and higher reactivity, hence could be proposed for further in-vitro anticancer activity.

DJ Journal of Engineering Chemistry and Fuel published new progress about 4230-93-7. 4230-93-7 belongs to catalysis-chemistry, auxiliary class Alkenyl,Nitro Compound,Benzene,Ether, name is 1,2-Dimethoxy-4-(2-nitrovinyl)benzene, and the molecular formula is C10H11NO4, Name: 1,2-Dimethoxy-4-(2-nitrovinyl)benzene.

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

Handoko published the artcileTwo-component redox organocatalyst for peptide bond formation, COA of Formula: C20H19NO4, the publication is Journal of the American Chemical Society (2022), 144(8), 3637-3643, database is CAplus and MEDLINE.

Peptides are fundamental therapeutic modalities whose sequence-specific synthesis can be automated. Yet, modern peptide synthesis remains atom uneconomical and requires an excess of coupling agents and protected amino acids for efficient amide bond formation. We recently described the rational design of an organocatalyst that can operate on Fmoc (Fmoc = 9-fluorenylmethoxycarbonyl) amino acids-the standard monomers in automated peptide synthesis (J.Am.Chem.Soc.2019, 141, 15977). The catalytic cycle centered on the conversion of the carboxylic acid to selenoester, which was activated by a hydrogen bonding scaffold for amine coupling. The selenoester was generated in situ from a diselenide catalyst and stoichiometric amounts of phosphine. Although the prior system catalyzed oligopeptide synthesis on solid phase, it had two significant requirements that limited its utility as an alternative to coupling agents-it depended on stoichiometric amounts of phosphine and required mol. sieves as dehydrating agent. Here, we address these limitations with an optimized method that requires only catalytic amounts of phosphine and no dehydrating agent. The new method utilizes a two-component organoreductant/organooxidant-recycling strategy to catalyze amide bond formation.

Journal of the American Chemical Society published new progress about 71989-31-6. 71989-31-6 belongs to catalysis-chemistry, auxiliary class Amino acide derivatives,pyrrolidine, name is Fmoc-Pro-OH, and the molecular formula is C20H19NO4, COA of Formula: C20H19NO4.

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

Wang, Dawei published the artcileProbing strigolactone perception mechanisms with rationally designed small-molecule agonists stimulating germination of root parasitic weeds, Synthetic Route of 163839-73-4, the publication is Nature Communications (2022), 13(1), 3987, database is CAplus and MEDLINE.

The development of potent strigolactone (SL) agonists as suicidal germination inducers could be a useful strategy for controlling root parasitic weeds, but uncertainty about the SL perception mechanism impedes real progress. Here we describe small-mol. agonists that efficiently stimulate Phelipanchce aegyptiaca, and Striga hermonthica, germination in concentrations as low as 10-8 to 10-17 M. We show that full efficiency of synthetic SL agonists in triggering signaling through the Striga SL receptor, ShHTL7, depends on the receptor-catalyzed hydrolytic reaction of the agonists. Addnl., we reveal that the stereochem. of synthetic SL analogs affects the hydrolytic ability of ShHTL7 by influencing the probability of the privileged conformations of ShHTL7. Importantly, an alternative ShHTL7-mediated hydrolysis mechanism, proceeding via nucleophilic attack of the NE2 atom of H246 to the 2¡äC of the D-ring, is reported. Together, our findings provide insight into SL hydrolysis and structure-perception mechanisms, and potent suicide germination stimulants, which would contribute to the elimination of the noxious parasitic weeds.

Nature Communications published new progress about 163839-73-4. 163839-73-4 belongs to catalysis-chemistry, auxiliary class Trifluoromethyl,Fluoride,Carboxylic acid,Benzene,Ether, name is 2-(4-(Trifluoromethyl)phenoxy)acetic acid, and the molecular formula is C10H11N3O3S, Synthetic Route of 163839-73-4.

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