Month: December 2022

Lindroth, Rickard published the artcileVisible-Light Mediated Oxidative Fragmentation of Ethers and Acetals by Means of Fe(III) Catalysis, Formula: C10H10O3, the publication is Organic Letters (2022), 24(8), 1662-1667, database is CAplus and MEDLINE.

A new method employing iron(III) acetylacetonate along with visible-light is described to effect oxidative ring-opening of cyclic ethers and acetals with unparalleled efficiency. The method allows for a photocatalytic radical chem. approach to functionalize relatively inert cyclic ethers into useful synthetic intermediates. The methodol. sheds further light on the use of under explored iron complexes in visible-light photochem. contexts and illustrates that simple Fe(III) complexes can initiate redox processes from 4LMCT excited states.

Organic Letters 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 C10H10O3, Formula: C10H10O3.

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

Mori, Nobuo published the artcileIntramolecular hydrogen bonds. V. Aliphatic hydroxy carboxylates, Name: Bis(4-nitrophenyl)amine, the publication is Bulletin of the Chemical Society of Japan (1965), 38(12), 2149-55, database is CAplus.

cf. CA 63, 17169d. The ir spectra of a number of hydroxy carboxylates in CCl₄ were measured and the bands were explained on the basis of the possible rotational isomers around the C¦Á-O axis, as shown in I, II, IIIa, and IIIb and their mirror images. The aliphatic esters studied are of the type R¹R²C(OH)(CH₂)_n-1CO₂R (IV) (n, R¹, R², and R given): 1, H, H, Et (IVa); 1, Me, H, Me (IVb) (b₄₆ 68¡ã); 1, Me, H, Et (IVc); 1, Me, H, iso-Pr (IVd) (b₄₀ 74¡ã); 1, Me, Me, Et (IVe); 2, H, H, Me (IVf) (b₁₅ 74¡ã); 2, H, H, Et (IVg); 2, Me, H, Me (IVh) (b₁₃ 67¡ã); 2, Me, H, Et (IVi); 2, Me, Me, Me (IVj) (b₁₅ 67¡ã); 3, Me, H, Et (IVk) (b₂ 85-7¡ã); 5, H, H, Et (IVl) (b₂₀ 138¡ã); 6, H, H, Et (b₁₅ 145¡ã); 8, H, H, Et (b₂ 131-2¡ã); 9, H, H, Et; 10, H, H, Et. The following cyclic esters (V) were studied (R and position of OH given): Me, 1 (Va) (b₁₀ 87¡ã, n²⁵_D 1.4585); Me, cis-2 (b₁₄ 103¡ã, n²⁵_D 1.4637); Et, cis-2; Me, trans-2 (b₁₄ 112.5¡ã, n²⁵_D 1.4634); Et, trans-2; Me, cis-3 (Vb) (b₅ 113-15¡ã, n²⁵_D 1.4658); Me, trans-3 (b₆ 111-12¡ã n²⁵_D 1.4657); Me, cis-4 (Vc) (b₁₂ 128¡ã, n²⁵_D 1.4684); Me, trans-4 (b₁₂ 125¡ã, n²⁵_D 1.4669). The ¦Á-OH esters IVa-e and Va showed a strong band due to H bonding with carbonyl oxygen (form I) and a weak one due to H bond with ether oxygen (form II). The frequency of the latter band decreased with increasing number of Me groups attached to the ¦Á-carbon atom. The ratio of the absorbance of the weak band to that of the strong band (Dw/Ds) was substantially constant in ¦Á-esters, but decreased as the alc. alkyl portion of the ester group increased in bulk or in the number of C atoms. The relatively high ratio for Va was explained in terms of possible steric repulsion between the axial H on C-2 and C-6 and the alkoxy group. Of the ¦Â-OH esters studied, IVf and IVg showed bands corresponding to forms I, IIIa and IIIb, while IVh-j showed bands corresponding to forms I, II and a mixture of IIIa and IIIb. The Me group on the ¦Â-carbon atom sterically serve to make the OH and the ester group closer together; the non-bonded forms IIIa and IIIb decrease in proportion, and the form II comes into existence. IVk and IV1 showed 3 bands corresponding to forms I, IIIa, and a mixture of IIIa and IIIb. Higher ¦Ø-hydroxy esters formed no H-bonding. The absence of H-bonding in Vc was due to the instabilization resulting from assuming the boat or twist conformation. The orientation of the ester group in its 1,3-diaxial chair conformation is unfavorable for H-bonding in Vb. Comparison of the H-bonding frequencies of the hydroxy esters with ¦Á,¦Ø-alkanediols and ¦Ø-methoxy alkanols of the series RO(CH₂)_nOH, where R = Me or H, indicated, the frequency corresponding to form I in esters was much lower, but for form II, it was higher than those of the other series, when the number of members in a ring to be formed through H bonding was equal to 5. When the ring consists of six members or more, the frequencies for forms I and II of the esters were higher than those of both the alkanol series.

Bulletin of the Chemical Society of Japan 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, Name: Bis(4-nitrophenyl)amine.

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

Yamashita, Hiroshi published the artcileIon flotation of metal-(1-hydroxyethylidene)bisphosphonate complexes and determination of stability constants of the complexes, Name: Dodecylamineacetate, the publication is Nippon Kagaku Kaishi (1991), 168-9, database is CAplus.

Ion flotation of sixteen metal ions (Mn(II), Co(II), Cd(II), Zn(II), Ni(II), Cu(II), Pb(II), Bi(III), Fe(III), In(III), Ga(III), Cr(III), Y(III), V(V), Mo(VI), Cr(VI)) was investigated in (1-hydroxyethylidene)bisphosphonic acid (HEBP) solutions with dodecylammonium acetate (DAA) as a surfactant. A 20 cm³ aliquot of 4.38 ¡Á 10^-4 mol.dm^-3 HEBP solution containing (3.94?4.32) ¡Á 10^-4 mol/dm³ of the above-mentioned metal ions and 8.77 ¡Á 10^-4 mol/dm³ of DAA was adjusted to the desired pH and subjected to flotation in a cell (20 ¡Á 2.5 cm i.d.) for 10 ? 20 min with nitrogen bubbles. The effect of pH on the recovery of metal ions was examined and recoveries of 98?100% (except for Cr(VI)) were obtained at the appropriate pH ranges. The compositions of the floated complexes were determined to be a metal/HEBP ratio of 1:1 for the divalent metal ions. The stability constants of the complexes were also determined from the pH?percent flotation curves by nonlinear least-squares method.

Nippon Kagaku Kaishi 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 C8H8BFO2, Name: Dodecylamineacetate.

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

Dodd, Liam James published the artcileInvestigating the Role and Scope of Catalysts in Inverse Vulcanization, Related Products of catalysis-chemistry, the publication is ACS Catalysis (2021), 11(8), 4441-4455, database is CAplus.

Inverse vulcanization is a potential route to the use of the large excesses of elemental sulfur, creating high sulfur content polymers with many potential applications. The addition of a metal diethyldithiocarbamate catalyst was previously found to bring several benefits to inverse vulcanization, making the process more attractive industrially. Herein is reported the establishment and exploration of a library of catalysts for inverse vulcanization. Three ranges of catalysts and up to 32 compounds and their combinations have been investigated. By trialling these alternative catalysts, several tentative deductions about the mechanism have been made. It has been found that stronger nucleophiles give a greater rate enhancement, but with the trade-off that harder bases may promote hydrogen sulfide byproduct formation. Monomer binding by the cation may be a crucial mechanistic step, and it is possible that the catalysts act as phase transfer agents between the immiscible sulfur and organic phases. Addnl., the versatility of catalytic inverse vulcanization has been demonstrated with several different comonomer families.

ACS Catalysis published new progress about 19117-31-8. 19117-31-8 belongs to catalysis-chemistry, auxiliary class Oxidant, name is N-(tert-Butyl)-S-phenylthiohydroxylamine, and the molecular formula is C10H15NS, Related Products of catalysis-chemistry.

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

Reis, Joana published the artcileExploring nitrostyrene as a scaffold for a new class a of monoamine oxidase inhibitors, Related Products of catalysis-chemistry, the publication is Letters in Drug Design & Discovery (2012), 9(10), 958-961, database is CAplus.

To find the structural features that are relevant for MAO inhibitory activity and selectivity towards MAO-B isoform, a series of compounds encompassing a ¦Â-nitrostyrene moiety was designed and the in vitro inhibitory activity was evaluated. The synthesis and pharmacol. evaluation of a series of functionalized derivatives of ¦Â-methyl-¦Â-nitrostyrene with distinct substitution patterns in the Ph ring, namely HO, MeO, PhCH₂O, and H₂CO₂ was reported. All the studied compounds were substituted in meta and para positions of the Ph ring related to the nitrovinyl side-chain. The synthesized compounds were evaluated for activity towards both human MAO isoforms, and some of them displayed activities in the low micromolar range. Particularly a methylenedioxy derivative exhibited high potency and selectivity towards MAO-B.

Letters in Drug Design & Discovery 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, Related Products of catalysis-chemistry.

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

Marques Borges, Gabriel Silva published the artcileNovel self-nanoemulsifying drug-delivery system enhances antileukemic properties of all-trans retinoic acid, Recommanded Product: N1,N2-Dibenzylethane-1,2-diamine, the publication is Nanomedicine (London, United Kingdom) (2020), 15(15), 1471-1486, database is CAplus and MEDLINE.

All-trans retinoic acid (ATRA) shows erratic oral bioavailability when administered orally against leukemia, which can be solved through its incorporation in self-nanoemulsifying drug-delivery systems (SEDDS). The SEDDS developed contained a hydrophobic ion pair between benzathine (BZT) and ATRA and was enriched with tocotrienols by the input of a palm oil tocotrienol rich fraction (TRF) in its composition SEDDS-TRF-ATRA-BZT allowed the formation of emulsions with nanometric size that retained ATRA within their core after dispersion. Pharmacokinetic parameters after oral administration of SEDDS-TRF-ATRA-BZT in mice were improved compared with what was seen for an ATRA solution Moreover, SEDDS-TRF-ATRA-BZT had improved activity against HL-60 cells compared with SEDDS without TRF. SEDDS-TRF-ATRA-BZT is a promising therapeutic choice over ATRA conventional medicine. SEDDS-TRF-ATRA-BZT after dispersion in ultrapure water produces nanoemulsions that have improved ATRA oral pharmacokinetics in Swiss male mice and improved its differentiation and cytotoxic properties against HL-60 cells.

Nanomedicine (London, United Kingdom) 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, Recommanded Product: N1,N2-Dibenzylethane-1,2-diamine.

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

Huang, Liangbin published the artcileReductive Decarboxylative Alkynylation of N-Hydroxyphthalimide Esters with Bromoalkynes, HPLC of Formula: 1949-41-3, the publication is Angewandte Chemie, International Edition (2017), 56(39), 11901-11905, database is CAplus and MEDLINE.

A new method for the synthesis of terminal and internal alkynes from the Ni-catalyzed decarboxylative coupling of N-hydroxyphthalimide esters and bromoalkynes is presented. This reductive cross-electrophile coupling is the 1st to use a C(sp)-X electrophile, and appears to proceed via an alkynylnickel intermediate. The internal alkyne products were obtained in yields of 41-95% without the need for a photocatalyst, light, or a strong oxidant. The reaction displays a broad scope of carboxylic acid and alkyne coupling partners, and can tolerate an array of functional groups, including carbamate NH, halogen, nitrile, olefin, ketone, and ester moieties. Mechanistic studies suggest that this process does not involve an alkynylmanganese reagent and instead proceeds through Ni-mediated bond formation.

Angewandte Chemie, International Edition 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, HPLC of Formula: 1949-41-3.

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

Romagnoli, Romeo published the artcileCinnamic acid derivatives linked to arylpiperazines as novel potent inhibitors of tyrosinase activity and melanin synthesis, Related Products of catalysis-chemistry, the publication is European Journal of Medicinal Chemistry (2022), 114147, database is CAplus and MEDLINE.

A novel series of twenty-seven cinnamides constituted by cinnamic acid derivatives liked to 1-aryl piperazines I (R¹ = 4-F, 3-Cl, 3,4-diF, etc.; R² = 4-Cl, 4-NO₂, 3-OMe, etc.) were synthesized and evaluated for their diphenolase inhibitory activity of mushroom tyrosinase. Among them, the presence of a 3-chloro-4-fluorophenyl moiety at the N-1 position of piperazine ring was essential for a potent tyrosinase inhibitory effect, compounds I (R¹ = 3-Cl, 4-F; R² = 3-NO₂) and I (R¹ = 3-Cl, 4-F; R² = 2-Cl, 3-OMe) as the most potent compounds of the series, with IC₅₀ of 0.16 and 0.12¦ÌM, resp., resulting much active than kojic acid, whose IC₅₀ value was 17.76 mM. The mol. docking to the active site of the enzyme has been also performed to investigate the nature of enzyme-inhibitor interactions. Furthermore, for selected highly active compounds, their ability to inhibit melanogenesis in the A375 human melanoma cells and in vivo zebrafish model was also evaluated. One of the most potent compounds of series I (R¹ = 3-Cl, 4-F; R² = 2-Cl, 3-OMe) significantly reduced the pigmentation of zebrafish at 50¦ÌM, unfortunately showing 100% mortality in the Fish Embryo Acute Toxicity (FET) test at the same concentration, Moreover, the zebrafish assay reveals that also I (R¹ = 3-Cl, 4-F; R² = 3-NO₂, 4-OMe) (IC₅₀:0.51¦ÌM against mushroom tyrosinase) effectively reduces melanogenesis with no acute toxicity effects and it could be proposed as potential candidate to treat tyrosinase-mediated hyperpigmentation.

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, Related Products of catalysis-chemistry.

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

Stejskalova, Anna published the artcileBiologically Inspired, Cell-Selective Release of Aptamer-Trapped Growth Factors by Traction Forces, Computed Properties of 1395786-30-7, the publication is Advanced Materials (Weinheim, Germany) (2019), 31(7), n/a, database is CAplus and MEDLINE.

Biomaterial scaffolds that are designed to incorporate dynamic, spatiotemporal information have the potential to interface with cells and tissues to direct behavior. Here, a bioinspired, programmable nanotechnol.-based platform is described that harnesses cellular traction forces to activate growth factors, eliminating the need for exogenous triggers (e.g., light), spatially diffuse triggers (e.g., enzymes, pH changes), or passive activation (e.g., hydrolysis). Flexible aptamer technol. is used to create modular, synthetic mimics of the Large Latent Complex that restrains transforming growth factor-¦Â1 (TGF-¦Â1). This flexible nanotechnol.-based approach is shown here to work with both platelet-derived growth factor-BB (PDGF-BB) and vascular endothelial growth factor (VEGF-165), integrate with glass coverslips, polyacrylamide gels, and collagen scaffolds, enable activation by various cells (e.g., primary human dermal fibroblasts, HMEC-1 endothelial cells), and unlock fundamentally new capabilities such as selective activation of growth factors by differing cell types (e.g., activation by smooth muscle cells but not fibroblasts) within clin. relevant collagen sponges.

Advanced Materials (Weinheim, Germany) published new progress about 1395786-30-7. 1395786-30-7 belongs to catalysis-chemistry, auxiliary class Inhibitor, name is Dbco-maleimide, and the molecular formula is 0, Computed Properties of 1395786-30-7.

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

Mengheres, Gabriel published the artcileThe synthesis and anti-inflammatory evaluation of 1,2,3-triazole linked isoflavone benzodiazepine hybrids, Recommanded Product: 4-Nitrophenylacetic acid, the publication is ARKIVOC (Gainesville, FL, United States) (2020), 306-321, database is CAplus.

Copper catalyzed azide-alkyne cycloaddition was used for the first time to access a small series of eight novel 1,2,3-triazole linked isoflavone benzodiazepine hybrids I [R¹ = H, C(O)Me; R² = Me; R³ = H; R²R³ = (CH₂)₃] and II [R⁴ = H, C(O)Me; R⁵ = Me; R⁶ = H; R⁵R⁶ = (CH₂)₃]. As part of this work, a previously unreported alkyne substituted pyrrolo[1,4]benzodiazepine was synthesized using a Sonogashira coupling reaction. Two previously unreported azide substituted isoflavones were also synthesized using TMS-azide as a key reagent. The eight new 1,2,3-triazole linked products, and several precursors, were evaluated as potential anti-inflammatory compounds This revealed that two of the triazole linked isoflavone benzodiazepine hybrids together with one of the azido-isoflavone precursors showed useful NO inhibitory activity when compared to natural isoflavones.

ARKIVOC (Gainesville, FL, United States) published new progress about 104-03-0. 104-03-0 belongs to catalysis-chemistry, auxiliary class Nitro Compound,Carboxylic acid,Benzene, name is 4-Nitrophenylacetic acid, and the molecular formula is C8H7NO4, Recommanded Product: 4-Nitrophenylacetic acid.

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