Catalysis-chemistry

Li, Zhenyu published the artcileDiscovery of diamine-linked 17-aroylamido-17-demethoxygeldanamycins as potent Hsp90 inhibitors, Synthetic Route of 1772-76-5, the publication is European Journal of Medicinal Chemistry (2014), 346-363, database is CAplus and MEDLINE.

Heat shock protein 90 (Hsp90) is an attractive target for the development of antitumor agents. Geldanamycin (GA), the first Hsp90 inhibitor, has potent antitumor activity, but showed significant hepatotoxicity. To get rid of the hepatotoxicity of GA, in this study the authors incorporated aroyl groups via three types of linkers (4-aminomethylpiperidine, 1,4-butanediamine, and 1,6-hexanediamine) to the 17-position of GA and synthesized fifty-three 17-diamine-linked 17-aroylamido-17-demethoxygeldanamycins. All the derivatives were evaluated by MTT assay for their inhibitory activities against human breast cancer cell line MDA-MB-231. Among these compounds, I showed the most potent cytotoxicity against MDA-MB-231 (IC₅₀ = 0.19¡À0.02 ¦ÌM) with the lowest hepatotoxicity (AST = 181.0¡À23.6 U/L, ALT = 40.4¡À11.8 U/L). Compared to tanespimycin (17-AAG), I exhibited lower hepatotoxicity in mice, higher Hsp90 inhibitory activity in vitro and antitumor activity in human breast carcinoma (MDA-MB-231) xenograft nude mice.

European Journal of Medicinal Chemistry published new progress about 1772-76-5. 1772-76-5 belongs to catalysis-chemistry, auxiliary class Benzenes, name is (E)-3-(3-Nitrophenyl)acrylic acid, and the molecular formula is C9H7NO4, Synthetic Route of 1772-76-5.

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

Jiang, Qing published the artcileIron-Facilitated Oxidative Radical Decarboxylative Cross-Coupling between ¦Á-Oxocarboxylic Acids and Acrylic Acids: An Approach to ¦Á,¦Â-Unsaturated Carbonyls, Product Details of C9H7NO4, the publication is Journal of Organic Chemistry (2015), 80(7), 3586-3596, database is CAplus and MEDLINE.

The first Fe-facilitated decarboxylative cross-coupling reaction between ¦Á-oxocarboxylic acids and acrylic acids in aqueous solution has been developed. This transformation is characterized by its wide substrate scope and good functional group compatibility utilizing inexpensive and easily accessible reagents, thus providing an efficient and expeditious approach to an important class of ¦Á,¦Â-unsaturated carbonyls frequently found in bioactive compounds The synthetic potential of the coupled products is also demonstrated in subsequent functionalization reactions. Preliminary mechanism studies suggest that a free radical pathway is involved in this process: the generation of an acyl radical from ¦Á-oxocarboxylic acid via the excision of carbon dioxide followed by the addition of an acyl radical to the ¦Á-position of the double bond in acrylic acid then delivers the ¦Á,¦Â-unsaturated carbonyl adduct through the extrusion of another carbon dioxide.

Journal of Organic Chemistry published new progress about 1772-76-5. 1772-76-5 belongs to catalysis-chemistry, auxiliary class Benzenes, name is (E)-3-(3-Nitrophenyl)acrylic acid, and the molecular formula is C9H7NO4, Product Details of C9H7NO4.

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

Zhu, Yan-ping published the artcileI₂-CF₃SO₃H Synergistic Promoted sp³ C-H Bond Diarylation of Aromatic Ketones, Application of 2,6-Diisopropyl-N,N-dimethylaniline, the publication is Organic Letters (2012), 14(20), 5378-5381, database is CAplus and MEDLINE.

An I₂-CF₃SO₃H synergistic promoted sp³ C-H bond diarylation protocol was developed for the synthesis of 2,2-bis(4-(dimethylamino)phenyl)-1-aryl ethanones. Thus, reacting R¹COMe (R¹ = Ph, 4-MeOC₆H₄, 2-thienyl, etc.) with R²C₆H₅ (R² = NMe₂, NEt₂, NPr₂, etc.) in the presence of I₂/CF₃SO₃H/DMSO gave diarylketones I. The reaction performed well in the absence of any metal and ligand. It integrated three reactions with different mechanisms (iodination, Kornblum oxidation, and hydroarylation) in a single reactor.

Organic Letters published new progress about 2909-77-5. 2909-77-5 belongs to catalysis-chemistry, auxiliary class Amine,Benzene, name is 2,6-Diisopropyl-N,N-dimethylaniline, and the molecular formula is C38H74Cl2N2O4, Application of 2,6-Diisopropyl-N,N-dimethylaniline.

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

Manna, Kuntal published the artcileMetal-Organic Framework Nodes Support Single-Site Magnesium-Alkyl Catalysts for Hydroboration and Hydroamination Reactions, Recommanded Product: 2,2-Diallylpent-4-en-1-amine, the publication is Journal of the American Chemical Society (2016), 138(24), 7488-7491, database is CAplus and MEDLINE.

Here we present the first example of a single-site main group catalyst stabilized by a metal-organic framework (MOF) for organic transformations. The straightforward metalation of the secondary building units of a Zr-MOF with Me₂Mg affords a highly active and reusable solid catalyst for hydroboration of carbonyls and imines and for hydroamination of aminopentenes. Impressively, the Mg-functionalized MOF displayed very high turnover numbers of up to 8.4 ¡Á 10⁴ for ketone hydroboration and could be reused more than 10 times. MOFs can thus be used to develop novel main group solid catalysts for sustainable chem. synthesis.

Journal of the American Chemical Society published new progress about 928836-00-4. 928836-00-4 belongs to catalysis-chemistry, auxiliary class Alkenyl,Amine,Aliphatic hydrocarbon chain, name is 2,2-Diallylpent-4-en-1-amine, and the molecular formula is C11H19N, Recommanded Product: 2,2-Diallylpent-4-en-1-amine.

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

Zhang, Yueteng published the artcileDeuteration of Formyl Groups via a Catalytic Radical H/D Exchange Approach, Application of 3-Benzoylpropionicacid, the publication is ACS Catalysis (2020), 10(3), 2226-2230, database is CAplus and MEDLINE.

H/D exchange at formyl groups represents the straightforward approach to C-1 deuterated aldehydes. This transformation has been recently realized by transition metal and NHC carbene catalysis. Mechanistically, all of these processes involve an ionic pathway. Herein, we report a distinct photoredox catalytic, visible light mediated neutral radical approach. Selective control of highly reactive acyl radical in the energy barrier surmountable, reversible reaction enables driving the formation of deuterated products when an excess of D₂O is employed. The power of the H/D exchange process has been demonstrated for not only aromatic aldehydes but also aliphatic substrates, which have been difficult in transitional metal catalyzed H/D exchange reactions, and for selective late-stage deuterium incorporation into complex structures with uniformly high deuteration level (>90%).

ACS Catalysis 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 C18H23OP, Application of 3-Benzoylpropionicacid.

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

Fu, Ning published the artcileComparative plastome analysis of Musaceae and new insights into phylogenetic relationships, Category: catalysis-chemistry, the publication is BMC Genomics (2022), 23(1), 223, database is CAplus and MEDLINE.

Musaceae is an economically important family consisting of 70-80 species. Elucidation of the interspecific relationships of this family is essential for a more efficient conservation and utilization of genetic resources for banana improvement. However, the scarcity of herbarium specimens and quality mol. markers have limited our understanding of the phylogenetic relationships in wild species of Musaceae. Aiming at improving the phylogenetic resolution of Musaceae, we analyzed a comprehensive set of 49 plastomes for 48 species/subspecies representing all three genera of this family. Musaceae plastomes have a relatively well-conserved genomic size and gene content, with a full length ranging from 166,782 bp to 172,514 bp. Variations in the IR borders were found to show phylogenetic signals to a certain extent in Musa. Codon usage bias anal. showed different preferences for the same codon between species and three genera and a common preference for A/T-ending codons. Among the two genes detected under pos. selection (dN/dS > 1), ycf2 was indicated under an intensive pos. selection. The divergent hotspot anal. allowed the identification of four regions (ndhF-trnL, ndhF, matK-rps16, and accD) as specific DNA barcodes for Musaceae species. Bayesian and maximum likelihood phylogenetic analyses using full plastome resulted in nearly identical tree topologies with highly supported relationships between species. The monospecies genus Musella is sister to Ensete, and the genus Musa was divided into two large clades, which corresponded well to the basic number of n = x = 11 and n = x =10/9/7, resp. Four subclades were divided within the genus Musa. A dating anal. covering the whole Zingiberales indicated that the divergence of Musaceae family originated in the Palaeocene (59.19 Ma), and the genus Musa diverged into two clades in the Eocene (50.70 Ma) and then started to diversify from the late Oligocene (29.92 Ma) to the late Miocene. Two lineages (Rhodochlamys and Australimusa) radiated recently in the Pliocene /Pleistocene periods. The plastome sequences performed well in resolving the phylogenetic relationships of Musaceae and generated new insights into its evolution. Plastome sequences provided valuable resources for population genetics and phylogenetics at lower taxon.

BMC Genomics published new progress about 63-68-3. 63-68-3 belongs to catalysis-chemistry, auxiliary class Natural product, name is (S)-2-Amino-4-(methylthio)butanoic acid, and the molecular formula is C5H11NO2S, Category: catalysis-chemistry.

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

Duperray, Florence published the artcileExcretion of glutamate from Corynebacterium glutamicum triggered by amine surfactants, Category: catalysis-chemistry, the publication is Biochimica et Biophysica Acta, Biomembranes (1992), 1103(2), 250-8, database is CAplus and MEDLINE.

C. glutamicum is used for the industrial production of glutamate. Excretion of the amino acid may be induced by various means. The characteristics of glutamate excretion induced by 2 amine surfactants, dodecylammonium acetate (DA) and dodecyltrimethylammonium bromide (DTA) were analyzed. Addition of these surfactants induced an immediate efflux of internal glutamate. It also induced a perturbation of the energetic parameters of the cell (decrease of ¦¤¦Ì?_H, decrease of the internal ATP concentration). The efflux was not the result of these perturbations: glutamate is taken up by the cells via an ATP-dependent unidirectional active transport system and no efflux took place as a consequence of an artificial decrease of the energetic parameters. In addition, amine surfactants also induced an excretion of other species, in particular potassium. The possibility that the effluxes result from a permeabilization of the lipid bilayer was tested by analyzing the interactions between the surfactants and liposomes.

Biochimica et Biophysica Acta, Biomembranes 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, Category: catalysis-chemistry.

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

Yang, Bo Yeun published the artcileFacile calculation of specific rate constants and activation energies of ¹⁸F-fluorination reaction using combined processes of coat-capture-elution and microfluidics, Name: Tetrabutylammonium hydrogencarbonate, the publication is Tetrahedron (2011), 67(13), 2427-2433, database is CAplus.

Calculation of a specific rate constant (k) and activation energy (E_a) of ¹⁸F-labeling reaction is important to obtain objective data. However, it has never been tried, because short time heating required for the calculation of the parameters was difficult. In the present study, we could calculate the parameters using combination of coat-capture-elution method and microfluidic processes. The E_a values obtained for Ts-naphthol in acetone, MeCN and t-BuOH were 5.83, 8.98, and 13.54 kcal/mol, resp., and for Ms-naphthol in the same solvents were 5.81, 8.16, and 19.34 kcal/mol, resp. Calculation of these parameters might be useful for setting up [¹⁸F]fluorination procedure and for developing new precursors.

Tetrahedron 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 C3H5BN2O2, Name: Tetrabutylammonium hydrogencarbonate.

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

Yun, Jisu published the artcilePalladium-Catalyzed ¦Á-Arylation of Cyclic ¦Â-Dicarbonyl Compounds for the Synthesis of Ca_V1.3 Inhibitors, Application of N1,N2-Dibenzylethane-1,2-diamine, the publication is ACS Omega (2022), 7(16), 14252-14263, database is CAplus and MEDLINE.

Cyclic ¦Á-aryl ¦Â-dicarbonyl derivatives are important scaffolds in medicinal chem. Palladium-catalyzed coupling reactions of haloarenes were conducted with diverse five- to seven-membered cyclic ¦Â-dicarbonyl derivatives including barbiturate, pyrazolidine-3,5-dione, and 1,4-diazepane-5,7-dione. The coupling reactions of various para- or meta-substituted aryl halides occurred efficiently when Pd(t-Bu₃P)₂, Xphos, and Cs₂CO₃ were used under 1,4-dioxane reflux conditions. Although the couplings of ortho-substituted aryl halides with pyrazolidine-3,5-dione and 1,4-diazepane-5,7-dione were moderate, the coupling with barbiturate was limited. Using the optimized reaction conditions, we synthesized several 5-aryl barbiturates as new scaffolds of Ca_V1.3 Ca²⁺ channel inhibitors. Among the synthesized mols., I was the most potent Ca_V1.3 inhibitor with an IC₅₀ of 1.42¦ÌM.

ACS Omega 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 C4H5F3N2O3S, Application of N1,N2-Dibenzylethane-1,2-diamine.

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

Jensen, Arne published the artcileCarbamates. VIII. The carbamates of benzylamine, piperidine, and alanine, Application In Synthesis of 1949-41-3, the publication is Acta Chemica Scandinavica (1952), 1073-85, database is CAplus.

cf. C.A. 47, 5230e. The investigation deals with the equilibrium conditions and reaction mechanism of the formation and decomposition in aqueous medium of the carbamates formed by PhCH₂NH₂, piperidine, and PhNH₂. The exptl. conditions were the same as previously used (cf. C.A. 47, 5230c). All the experiments were done at 15¡ã and the velocity constants were calculated with Briggs logarithms, the unit of time being the min. The activity coefficient f for a univalent ion was calculated from the expression of Bjerrum: log f = 0.5³¡Ìc ion. The velocity constants of the reaction amine + CO₂ = carbamic acid and the equilibrium constant for the reaction carbamate + H₂O = HCO₃^– + amine were determined The velocity of the decomposition of the carbamate ion in basic medium was investigated and is explained for piperidine and PhCH₂NH₂ by assuming that the decomposition is a 2-stage reaction, i.e. carbamate = amine + CO₂; CO₂ = carbonate. In the case of PhNH₂ there was a relatively great difference between the exptl. and calculated velocity constants, not excluding that the decomposition also here was the same 2-stage reaction, because the experiments on which the calculations were based in this case may be subject to particularly great errors.

Acta Chemica Scandinavica 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, Application In Synthesis of 1949-41-3.

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