Month: December 2022

Hansen, Anders Lindhardt published the artcileFast and regioselective Heck couplings with N-acyl-N-vinylamine derivatives, Formula: C3H7NO2, the publication is Journal of Organic Chemistry (2005), 70(15), 5997-6003, database is CAplus and MEDLINE.

Highly regioselective Heck couplings of aryl triflates with N-acyl-N-vinylamines lacking an N-alkyl substituent were achieved in good yields using catalytic amounts of Pd₂(dba)₃, DPPF, and diethylisopropylamine in dioxane. The efficiency of these cross-couplings were studied with several N-vinyl amides and an example each of an N-vinyl carbamate and an N-vinyl urea. The Heck coupling products easily underwent acidic hydrolysis to the corresponding aryl Me ketone or in situ hydrogenation in the presence of (Ph₃P)₃RhCl under a hydrogen atm. to provide the N-acyl derivatives of pharmaceutically relevant benzylic amines. The coupling of a vinyl triflate and more interestingly a vinyl tosylate to N-vinyl acetamide was also studied affording a 2-acylamino-1,3-butadiene with the same high regioselectivity in preference for the α-isomer. This result suggests that Heck couplings of electron-rich alkenes with vinyl tosylates also follow a cationic pathway.

Journal of Organic Chemistry published new progress about 16332-06-2. 16332-06-2 belongs to ethers-buliding-blocks, auxiliary class Amine,Aliphatic hydrocarbon chain,Amide,Ether, name is 2-Methoxyacetamide, and the molecular formula is C3H7NO2, Formula: C3H7NO2.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Fransson, Rebecca published the artcileConstrained H-Phe-Phe-NH₂ Analogues with High Affinity to the Substance P 1-7 Binding Site and with Improved Metabolic Stability and Cell Permeability, Product Details of C25H23NO4, the publication is Journal of Medicinal Chemistry (2013), 56(12), 4953-4965, database is CAplus and MEDLINE.

The authors recently reported the discovery of H-Phe-Phe-NH₂ as a small and high affinity ligand for the substance P 1-7 (SP_1-7, H-Arg-Pro-Lys-Pro-Gln-Gln-Phe-OH) specific binding site and its intriguing ability to reduce neuropathic pain. With the overall aim to develop stable and orally bioavailable SP_1-7 mimetics, the dipeptide was chosen as a lead compound Herein the structure-activity relationship (SAR) of a set of modified H-Phe-Phe-NH₂ analogs is presented together with their potential active uptake by PEPT1 transporter, intestinal permeability, and metabolic stability. Local constraints via peptide backbone methylation or preparation of cyclized analogs based on pyrrolidine were evaluated and were shown to significantly improve the in vitro pharmacokinetic properties. The SAR was rationalized by deriving a plausible binding pose for the high affinity ligands. Rigidification using a 3-phenylpyrrolidine moiety in the C-terminal of H-Phe-Phe-NH₂ resulted in high affinity and improved intrinsic clearance and intestinal epithelial permeability.

Journal of Medicinal Chemistry published new progress about 77128-73-5. 77128-73-5 belongs to ethers-buliding-blocks, auxiliary class Inhibitor, name is (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-3-phenylpropanoic acid, and the molecular formula is C25H23NO4, Product Details of C25H23NO4.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Vorobyova, Viktoria published the artcileA New Combination Inhibitor Based on Tomato Pomace Extract and Organosilane for Enhanced Anticorrosion Performance of Steel, Product Details of C9H10O4, the publication is Chemistry Africa (2022), 5(4), 997-1014, database is CAplus.

The study aims to assess the effect of extract based inhibiting mixture, i.e., tomato pomace and organosilanes (Vinyltrimethoxysilane (VS)) against corrosion of steel in atm. environment. Such compositions can be used as polymer-type corrosion inhibitors for steel. The developed blend VCI based on tomato pomace extract (TPE) and organosilane provide a long-term protection from corrosion processes under the model conditions of carbon steel. The results show that the protection efficiency of the film reaches 96.97%. The tomato pomace extract chem. composition was analyzed by Head Space-Solid Phase Micro Extraction-Gas Chromatog.-Mass Spectrometry (HS-SPME-GC-MS). The major volatile compounds ot the TPE include alcs., esters, aldehydes, ketones and terpene compounds as described by panelists of HS-SPME-GC-MS. Electrochem. studies reveal decreased corrosion current densities from 4.29 x 10-4 to 0.65 x 10-4 A cm^-2 and increased polarization resistance under the conditions of periodic moisture condensation. FT-IR absorption peak obtained at 954, 1142, 1230 cm^-1 revealed the formation of Fe-O-Si, Si-O-Si and Si-O-C bonds. The protective film consesed of silane and extract offered the highest corrosion resistance since the corrosion protective barrier minimized the oxygen access and prevented corrosion of mild steel to a greater extent where the EDX anal. showed a high intense signal of Si and C. The mixture of phytochem. extract and organosilane were incorporated in a paint coating. The addition of additive increases the inhibitory properties of the final coating while keeping the barrier properties of the coating.

Chemistry Africa published new progress about 134-96-3. 134-96-3 belongs to ethers-buliding-blocks, auxiliary class Immunology/Inflammation,COX,Natural product, name is 4-Hydroxy-3,5-dimethoxybenzaldehyde, and the molecular formula is C10H11NO4, Product Details of C9H10O4.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Vorobyova, Victoria published the artcilePotential of Tomato Pomace Extract as a Multifunction Inhibitor Corrosion of Mild Steel, Application In Synthesis of 134-96-3, the publication is Waste and Biomass Valorization (2022), 13(7), 3309-3333, database is CAplus.

The aim of this paper is to investigate tomato pomace extract (TPE) as a multifunctional ‘green’ vapor phase corrosion inhibitor for prevention from the atm. corrosion of mild steel and as a corrosion inhibitor in neutral media of 0.5 M NaCl solution TPE would be an effective inhibitor with the efficiency of around 98% in both corrosive conditions. The chem. profile of the TPE was analyzed using gas chromatog. mass spectrometry (GC-MS) and high-performance liquid chromatog. anal. (HPLC-DAD-MS). The major volatile constituents identified in tomato pomace extract were alcs. (12.5%), fatty acids (23.78%), aldehydes (41.6%), ketones (8.65%), and terpenoids (9.11%). The predominant semi-volatile and high mol. weight chem. components in tomato pomace extract were phenolic acids and flavanols [caffeic acid (2.03 0.3μg/g), chlorogenic acid (37.23 ± 0.80μg/g), gallic acid (10.2 ±0.80μg/g)]. The corrosion protection properties of the TPE as multifunctional corrosion inhibitor were studied using accelerated corrosion tests (weight loss method) and electrochem. methods [polarization curves and linear polarization technique (LPR)]. The mechanism of steel inhibition by TPE formulations was studied with the help of SEM (SEM) and at. force microscopy (AFM) observations. TPE acts as a “pro-inhibitor” of the steel corrosion in neutral solution The anal. confirmed that the growth of inhibitory properties is prolonged and corrosion rate is reduced after 40-48 h of exposure. The inhibition efficiency increases with increasing exposure time and reaches 98% after 48 h. Quantum-chem. calculations were used to predict the adsorption/inhibition properties of some of the main compounds of the extract and compounds formed as a result of chem. conversion. This work to contributes interpretation/explanation and understanding of the mechanism of action of green corrosion inhibitors in neutral solution

Waste and Biomass Valorization published new progress about 134-96-3. 134-96-3 belongs to ethers-buliding-blocks, auxiliary class Immunology/Inflammation,COX,Natural product, name is 4-Hydroxy-3,5-dimethoxybenzaldehyde, and the molecular formula is C6H13NO2, Application In Synthesis of 134-96-3.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Magiera-Mularz, Katarzyna published the artcileBioactive Macrocyclic Inhibitors of the PD-1/PD-L1 Immune Checkpoint, Application of (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-3-phenylpropanoic acid, the publication is Angewandte Chemie, International Edition (2017), 56(44), 13732-13735, database is CAplus and MEDLINE.

Blockade of the immunoinhibitory PD-1/PD-L1 pathway using monoclonal antibodies has shown impressive results with durable clin. antitumor responses. Anti-PD-1 and anti-PD-L1 antibodies have now been approved for the treatment of a number of tumor types, whereas the development of small mols. targeting immune checkpoints lags far behind. We characterized two classes of macrocyclic-peptide inhibitors directed at the PD-1/PD-L1 pathway. We show that these macrocyclic compounds act by directly binding to PD-L1 and that they are capable of antagonizing PD-L1 signaling and, similarly to antibodies, can restore the function of T-cells. We also provide the crystal structures of two of these small-mol. inhibitors bound to PD-L1. The structures provide a rationale for the checkpoint inhibition by these small mols., and a description of their small mol./PD-L1 interfaces provides a blueprint for the design of small-mol. inhibitors of the PD-1/PD-L1 pathway.

Angewandte Chemie, International Edition published new progress about 77128-73-5. 77128-73-5 belongs to ethers-buliding-blocks, auxiliary class Inhibitor, name is (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-3-phenylpropanoic acid, and the molecular formula is C25H23NO4, Application of (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-3-phenylpropanoic acid.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Salami, Sodeeq Aderotimi published the artcileCatalytic Performance of Immobilized Sulfuric Acid on Silica Gel for N-Formylation of Amines with Triethyl Orthoformate, Related Products of ethers-buliding-blocks, the publication is Molecules (2022), 27(13), 4213, database is CAplus and MEDLINE.

In the search for convenient, green, and practical catalytic methods for the current interest in organic synthesis, a simple, green, and highly efficient protocol for N-formylation of various amines was carried out in the presence of immobilized sulfuric acid on silica gel (H₂SO₄-SiO₂). All reactions were performed in refluxing tri-Et orthoformate (65 °C). The product formamides were obtained with high-to-excellent yields within 4 min to 2 h. The current approach is advantageous, due to its short reaction time and high yields. The catalyst is recyclable with no significant loss in catalytic efficiency.

Molecules published new progress about 6850-57-3. 6850-57-3 belongs to ethers-buliding-blocks, auxiliary class Amine,Benzene,Ether, name is (2-Methoxyphenyl)methanamine, and the molecular formula is C8H11NO, Related Products of ethers-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Daw, Prosenjit published the artcileBifunctional Water Activation for Catalytic Hydration of Organonitriles, Application In Synthesis of 16332-06-2, the publication is Organometallics (2012), 31(9), 3790-3797, database is CAplus.

Treatment of [Rh(COD)(μ-Cl)]₂ with excess ^tBuOK and subsequent addition of 2 equiv of PIN·HBr in THF afforded [Rh(COD)(κC₂-PIN)Br] (1) (PIN = 1-isopropyl-3-(5,7-dimethyl-1,8-naphthyrid-2-yl)imidazol-2-ylidene, COD = 1,5-cyclooctadiene). The x-ray structure of 1 confirms ligand coordination to Rh(COD)Br through the carbene C featuring an unbound naphthyridine. Compound 1 is an excellent catalyst for the hydration of a wide variety of organonitriles at ambient temperature, providing the corresponding organoamides. In general, smaller substrates gave higher yields compared with sterically bulky nitriles. A turnover frequency of 20,000 h^-1 was achieved for the acrylonitrile. A similar Rh(I) catalyst without the naphthyridine appendage turned out to be inactive. DFT studies are undertaken to gain insight on the hydration mechanism. A 1:1 catalyst-H₂O adduct was identified, which indicates that the naphthyridine group steers the catalytically relevant H₂O mol. to the active metal site via double H-bonding interactions, providing significant entropic advantage to the hydration process. The calculated transition state (TS) reveals multicomponent cooperativity involving proton movement from the H₂O to the naphthyridine N and a complementary interaction between the hydroxide and the nitrile C. Bifunctional H₂O activation and cooperative proton migration are recognized as the key steps in the catalytic cycle.

Organometallics published new progress about 16332-06-2. 16332-06-2 belongs to ethers-buliding-blocks, auxiliary class Amine,Aliphatic hydrocarbon chain,Amide,Ether, name is 2-Methoxyacetamide, and the molecular formula is C3H7NO2, Application In Synthesis of 16332-06-2.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Vellakkaran, Mari published the artcileAn Efficient and Selective Nickel-Catalyzed Direct N-Alkylation of Anilines with Alcohols, Recommanded Product: N-(4-Methoxybenzyl)pyridin-2-amine, the publication is ACS Catalysis (2017), 7(12), 8152-8158, database is CAplus.

Herein, we developed an efficient and selective nickel-catalyzed monoalkylation of various primary alcs. with aryl and heteroaryl amines together with diols and amino alc. derivatives Notably, the catalytic protocol consisting of an earth-abundant and non-precious NiBr₂/L1 (L1 = 1,10-phenanthroline) system enables the transformations in the presence of hydroxyl, alkene, nitrile, and nitro functionalities. As a highlight, we have demonstrated the alkylation of diamine, intramol. cyclization to N-heterocycles, and functionalization of complex vitamin E, an (±)-α-tocopherol derivative Preliminary mechanistic studies revealed the participation of a benzylic C-H bond in the rate-determining step.

ACS Catalysis published new progress about 52818-63-0. 52818-63-0 belongs to ethers-buliding-blocks, auxiliary class Pyridine,Amine,Benzene,Ether, name is N-(4-Methoxybenzyl)pyridin-2-amine, and the molecular formula is C18H35NO, Recommanded Product: N-(4-Methoxybenzyl)pyridin-2-amine.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Costa, Roberta L. da published the artcileSynthesis of phenanthridinone derivatives by direct arylation. Characterization of the absorption and emission spectra for representative examples, HPLC of Formula: 52818-63-0, the publication is Quimica Nova (2016), 39(3), 310-319, database is CAplus.

Phenanthridinones were prepared by reductive amination of anilines or pyridinamines, benzoylation, ortho-iodination and direct arylation. The phenanthridinone heterocyclic system has attracted considerable attention in recent years due to the diverse array of phys., chem. and pharmacol. properties demonstrated by natural and synthetic derivatives As a consequence there has been considerable development of synthetic methodol. for the synthesis of this and related heterocyclic ring systems. The synthetic literature is discussed and is compared with a direct arylation methodol. for the intramol. cyclization of tertiary (2-iodo)benzoylamides to generate the biaryl bond of these compounds The efficient methodol. allowed the synthesis of a number of previously unknown phenanthridinone products. The photoluminescent properties of representative examples were characterized and it is proposed that the previously unknown compound 1s reveals dual fluorescence in a manner similar to the known compound 1r.

Quimica Nova published new progress about 52818-63-0. 52818-63-0 belongs to ethers-buliding-blocks, auxiliary class Pyridine,Amine,Benzene,Ether, name is N-(4-Methoxybenzyl)pyridin-2-amine, and the molecular formula is C13H14N2O, HPLC of Formula: 52818-63-0.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Larionov, S. V. published the artcileReaction of 2,4-dithiobiuret with copper(II), silver(I), cadmium(II) and mercury(II) ions, Safety of Formamidine disulfide dihydrochloride, the publication is Izvestiya Sibirskogo Otdeleniya Akademii Nauk SSSR, Seriya Khimicheskikh Nauk (1967), 84-8, database is CAplus.

2,4-Dithiobiuret [HN:C(SH)NHC(SH):NH] (I) is determined by potentiometric titration with either iodine or with H2NC(:NH)SSC(:NH)NH2.2HCl (II). In each case I is converted to III. In the titration with iodine conducted in boiling water, the error is ∼1%. In the titration with II the error is ∼0.3%. Treatment of 0.27 g. of I in 15 ml. of 96% EtOH with a solution of 0.5 g. of CuSO4.5H2O and 1 ml. of 57% HClO4 in 200 ml. H2O (pH ∼2) or in aqueous EtOH yielded a flocculent greenish precipitate, which did not alter on standing. After 30-40 min. the precipitate yielded 0.2 g. CuC2H2N3S2. In a 50% aqueous solution of Me2CO, containing 0.1M HClO4, the reaction of Cu(ClO4)2 with I generated its most intense color (in the 400-550 mμ range) at a molar ratio of about 1:4. Cd(II) in ammoniacal solution reacted with I to give a white precipitate, which rapidly became yellow, presumably due to CdS formation. The reaction of Hg(ClO4)2 with I was followed potentiometrically. A greenish yellow precipitate, corresponding to 1:1 molar stoichiometry, formed and rapidly became black on standing. Titration of I with Ag salts did not give reproducible results.

Izvestiya Sibirskogo Otdeleniya Akademii Nauk SSSR, Seriya Khimicheskikh Nauk published new progress about 14807-75-1. 14807-75-1 belongs to ethers-buliding-blocks, auxiliary class Salt,Thiourea,Amine,Aliphatic hydrocarbon chain, name is Formamidine disulfide dihydrochloride, and the molecular formula is C2H8Cl2N4S2, Safety of Formamidine disulfide dihydrochloride.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem