Category: ethers-buliding-blocks

Starace, Anne K. published the artcilePredicting Catalytic Pyrolysis Aromatic Selectivity from Pyrolysis Vapor Composition Using Mass Spectra Coupled with Statistical Analysis, Recommanded Product: 1,2-Dimethoxybenzene, the publication is ACS Sustainable Chemistry & Engineering (2022), 10(1), 234-244, database is CAplus.

The behavior of fast pyrolysis (FP) and catalytic FP (CFP) of 20 renewable feedstocks was studied in a microscale reactor with mol. beam mass spectral anal. of products generated. A partial least-squares (PLS) model was constructed based on the FP vapor spectra that predicts the aromatic selectivity when upgrading over a ZSM-5 catalyst. Addnl., principal component anal. of both FP and CFP spectra was performed for comprehensive spectral anal. This work highlighted the value of vapor-phase mass spectral screening to predict the subsequent feedstock performance and demonstrated that the quantity of coke deposited on the catalyst is not a reliable measure of catalyst deactivation when the feedstock type is varied.

ACS Sustainable Chemistry & Engineering published new progress about 91-16-7. 91-16-7 belongs to ethers-buliding-blocks, auxiliary class Benzene,Ether,Inhibitor,Inhibitor,Inhibitor, name is 1,2-Dimethoxybenzene, and the molecular formula is C14H14, Recommanded Product: 1,2-Dimethoxybenzene.

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

Ryu, Jung-Yi published the artcileMobility characteristics of novel oligomer structuralized by biphenyl conjugated with electron donating units, Recommanded Product: 1-((2-Ethylhexyl)oxy)-4-methoxybenzene, the publication is Journal of Industrial and Engineering Chemistry (Amsterdam, Netherlands) (2009), 15(4), 504-509, database is CAplus.

Oligomers containing biphenyl backbone were prepared by using Wittig reaction and their optical properties were characterized. The drift mobility of oligomers was measured by using TOF method. The drift mobility showed elec. field-dependent character and coincidence with Poole-Frankel relation.

Journal of Industrial and Engineering Chemistry (Amsterdam, Netherlands) published new progress about 146370-51-6. 146370-51-6 belongs to ethers-buliding-blocks, auxiliary class Benzene,Ether, name is 1-((2-Ethylhexyl)oxy)-4-methoxybenzene, and the molecular formula is C15H24O2, Recommanded Product: 1-((2-Ethylhexyl)oxy)-4-methoxybenzene.

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

Hickey, Deirdre M. B. published the artcileSynthesis of thyroid hormone analogs. Part 3. Iodonium salt approaches to SK & F L-94901, Application of 2-Isopropylanisole, the publication is Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) (1988), 3103-11, database is CAplus.

The key step in the synthesis of the title compound L–I, a novel, selective, and potent thyromimetic, is the formation of the hindered diaryl ether moiety. This paper describes an investigation into the formation of the required diaryl ether by copper-catalyzed reaction both of sym. iodonium salts, e.g. R₂I⁺ O₂CCF₃, and mixed iodonium salts II (R¹ = H, R² = OMe; R¹ = R² = H, OMe) with protected dibromotyrosine 4,3,5-HO(Br)₂C₆H₂CH₂CH(NHCOCF₃)CO₂Me. The importance of the counterion of the iodonium salt is discussed. This work is extended to a large-scale synthesis of SK & F L-94901 (I).

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) published new progress about 2944-47-0. 2944-47-0 belongs to ethers-buliding-blocks, auxiliary class Benzene,Ether, name is 2-Isopropylanisole, and the molecular formula is C10H14O, Application of 2-Isopropylanisole.

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

Chadha, Vijay K. published the artcileInhibition by carboxamides and sulfoxides of liver alcohol dehydrogenase and ethanol metabolism, Product Details of C3H7NO2, the publication is Journal of Medicinal Chemistry (1983), 26(6), 916-22, database is CAplus and MEDLINE.

Sulfoxides and amides were tested as inhibitors of liver alc. dehydrogenase  [9031-72-5] and of EtOH [64-17-5] metabolism in rats. With both series of compounds, increasing the hydrophobicity resulted in better inhibition, and introduction of polar groups reduced inhibition. Of the cyclic sulfoxides, tetramethylene sulfoxide (I) [1600-44-8] was the best inhibitor as compared to the tri- [13153-11-2] and pentamethylene analogs [4988-34-5] and other compounds, and it may be a transition-state analog. The most promising compounds, I and isovaleramide  [541-46-8], were essentially uncompetitive inhibitors of purified horse and rat liver alc. dehydrogenases with respect to EtOH as substrate. These compounds also were uncompetitive inhibitors in vivo, which is advantageous since the inhibition is not overcome at higher concentrations of EtOH, as it is with competitive inhibitors, such as pyrazole. The uncompetitive inhibition constants for I and isovaleramide for rat liver alc. dehydrogenase were 200 and 20 μM, resp. in vitro, whereas in vivo the values were 340 and 180 μmol/kg, resp. The differences in the values may be due to metabolism or distribution of the compounds Further studies will be required to determine if isovaleramide or I is suitable for therapeutic purposes.

Journal of Medicinal 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, Product Details of C3H7NO2.

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

Van Tamelen, E. E. published the artcileBiogenetic-type total synthesis of (±)-triptonide and (±)-triptolide, Product Details of C10H14O, the publication is Journal of the American Chemical Society (1982), 104(6), 1785-6, database is CAplus.

A biogenetic-type total synthesis of the naturally occurring anticancer agents triptolide (I; R = H, R¹ = OH) and triptonide (I; RR¹ = O) was carried out via cyclization of aromatic β-oxo ester II.

Journal of the American Chemical Society published new progress about 2944-47-0. 2944-47-0 belongs to ethers-buliding-blocks, auxiliary class Benzene,Ether, name is 2-Isopropylanisole, and the molecular formula is C7H13BrSi, Product Details of C10H14O.

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

Schade, N. published the artcileEvaluation of Novel Substituted Furopyridines as Inhibitors of Protein Kinases Related to Tau Pathology in Alzheimer’s Disease, Recommanded Product: (2-Methoxyphenyl)methanamine, the publication is Medicinal Chemistry (Sharjah, United Arab Emirates) (2021), 17(8), 844-855, database is CAplus and MEDLINE.

A novel furopyridines with various substitution patterns were synthezised and evaluated for protein kinases inhibition studies related to tau pathol. Furopyridine derivatives were synthesized and purified using column chromatog. The protein kinase inhibitory properties were determined in ATP-competition assays with determined affinity constants for the most active compounds The compounds were prepared in simple two-component reactions of substituted 1,4- dihydropyridines and resp. quinones to obtain various substitutions of the mol. furopyridine scaffold. The substituent effects on the determined kinase inhibitory properties of cdk1, cdk2, Fyn, JNK3 and gsk-3β are discussed. Various 3-substitutions were found most sensitive for the protein kinase inhibition depending on the length, nature and a substituent positioning within. These compounds were identified as inhibitors of several kinases as a tool to potentially combat the disease progress in a multitargeting approach.

Medicinal Chemistry (Sharjah, United Arab Emirates) 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, Recommanded Product: (2-Methoxyphenyl)methanamine.

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

Buba, Annette E. published the artcileFluorenylmethoxycarbonyl-N-methylamino Acids Synthesized in a Flow Tube-in-Tube Reactor with a Liquid-Liquid Semipermeable Membrane, Category: ethers-buliding-blocks, the publication is European Journal of Organic Chemistry (2013), 2013(21), 4509-4513, database is CAplus.

Both steps of the N-methylation of 9-fluorenylmethoxycarbonyl (Fmoc) amino acids were carried out in a microstructured tube-in-tube reactor equipped with a semipermeable Teflon AF 2400 membrane as the inner tubing. In the first step, gaseous formaldehyde was passed through the inner membrane to effect the acid-catalyzed conversion of the Fmoc-amino acids into the corresponding N-Fmoc oxazolidinones. In the second step, liquid-liquid transfer of trifluoroacetic acid was used for the first time in such a reactor for the reductive opening of these oxazolidinones to give Fmoc N-methylamino acids in high yields.

European Journal of Organic 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, Category: ethers-buliding-blocks.

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

Yakan, Hasan published the artcilePotential thiosemicarbazone-based enzyme inhibitors: Assessment of antiproliferative activity, metabolic enzyme inhibition properties, and molecular docking calculations, Product Details of C9H10O4, the publication is Journal of Biochemical and Molecular Toxicology (2022), 36(5), e23018, database is CAplus and MEDLINE.

A new series of thiosemicarbazone derivatives (1-11) were prepared from various aldehydes and isocyanates with high yields and practical methods. The structures of these compounds were elucidated by Fourier transform IR, ¹H-NMR (NMR), ¹³C-NMR spectroscopic methods and elemental anal. Cytotoxic effects of target compounds were determined by 2,3-bis-(2-methoxy-4-nitro-5-sulfophenyl)-2H-tetrazolium-5-carboxanilide assay and compound 1 showed significant cytotoxic activity against both MCF-7 and MDA-MB-231 cells, with half-maximal inhibitory concentration values of 2.97 μM and 6.57 μM, resp. Moreover, in this study, the anticholinergic and antidiabetic potentials of these compounds were investigated. To this aim, the effect of the newly synthesized thiosemicarbazone derivatives on the activities of acetylcholinesterase (AChE) and αglycosidase (α-Gly) was evaluated spectrophotometrically. The title compounds demonstrated high inhibitory activities compared to standard inhibitors with K_i values in the range of 122.15-333.61 nM for α-Gly (K_i value for standard inhibitor = 75.48 nM), 1.93-12.36 nM for AChE (K_i value for standard inhibitor = 17.45 nM). Antiproliferative activity and enzyme inhibition at the mol. level were performed mol. docking studies for thiosemicarbazone derivatives 1M17, 5FI2, and 4EY6, 4J5T target proteins with protein data bank identification with (1-11) compounds were docked for anticancer and enzyme inhibition, resp.

Journal of Biochemical and Molecular Toxicology 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 C10H15NS, Product Details of C9H10O4.

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

Yamamoto, Yuki published the artcileOne-pot construction of diverse β-lactam scaffolds via the green oxidation of amines and its application to the diastereoselective synthesis of β-amino acids, Quality Control of 6850-57-3, the publication is Journal of Organic Chemistry (2021), 86(17), 11571-11582, database is CAplus and MEDLINE.

In this study, a simple one-pot construction of β-lactam scaffolds was successfully achieved via 4,6-dihydroxysalicylic acid-catalyzed organocatalytic oxidation of amines to imines using mol. oxygen. Although some imines are highly unstable and difficult to isolate by conventional methods, the organocatalytic oxidation of amines described herein, followed by their direct reaction with acyl chlorides in the presence of a base, afforded a series of new β-lactam derivatives with excellent cis selectivity, which could not be synthesized and isolated by previously reported methods. Thus, this one-pot protocol will be one of the powerful methods applicable to the synthesis of various potential drug candidates and functional mols. Furthermore, the subsequent hydrolysis of these β-lactams successfully afforded the corresponding β-amino acids as almost single diastereomers in up to 99% yields.

Journal of Organic Chemistry 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 C44H28ClFeN4, Quality Control of 6850-57-3.

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

Kaye, Irving Allan published the artcileReductive alkylation of 2-aminopyridine and 2-aminopyrimidine, Safety of N-(4-Methoxybenzyl)pyridin-2-amine, the publication is Recueil des Travaux Chimiques des Pays-Bas et de la Belgique (1952), 309-17, database is CAplus.

Reductive alkylation of amines with aldehydes and HCO₂H gives better yields of purer products than alkylation with the corresponding bromides and condensing agent. Method A: procedure of Tschitschibabin and Knunianz, C.A. 26, 1932, without significant modification. Method B: 2-C₅H₄NNH₂ (I) or 2-aminopyrimidine (II) (0.5 mol.) and 0.5 mol. aldehyde (III) in 125 ml. 85-90% HCO₂H, were refluxed 20 hrs., poured onto ice, treated with H₂O containing 125 g. NaOH, the mixture was extracted with CHCl₃, and the extract dried over K₂CO₃, concentrated, and distilled in vacuo (the b.ps. listed may be too high because rapid distillation was necessary to prevent crystallization in the side arm of the flask). The products could be used directly, but more conveniently after crystallization from Me₂CHOH (IV) or C₆H_6^–hexane (V). Method C: To I or II and III (1 mol. each) in 125 ml. cumene, refluxed (about 2 hrs.) until the volume of H₂O distilled was constant, was added 108 g. 85-90% HCO₂H (CO₂ was evolved), the solution refluxed 12-24 hrs., concentrated in vacuo, and the residue distilled The following intermediate imine N-derivatives of 2-aminopyridine were isolated (after refluxing with cumene alone) by vacuum distillation: 89% p-chlorobenzylidene (VI), b_0.5 122.5-5°; 89% p-methoxybenzylidene (VII), b_0.6 147-8°, m. 55-7.5° (from MeOH); 95% 3,4-dimethoxybenzylidene (VIII), b_0.2 148-53°; 71% 2-thienylidene, b_0.03 110-12°; 76% furfurylidene (IX), b_0.05 109-13°, m. 52-5° (from (Me₂CH)₂O) (crystallization from Me₂CHOAc converted IX to 2,2′-(furfurylidenediimino)bipyridine, m. 82.5-4°); 93% 3,4-methylenedioxybenzylidene (X), b_0.5 152-3°, m. 99.5-100° (from heptane); 81% 2,3-dimethoxybenzylidene, b_0.09 130-9°; and 73% benzylidene, b₂₂ 174-85° (yellow liquid from which, even when it was kept in a glass-stoppered bottle, precipitated 2,2′-(benzylidenediimino)bi-pyridine, m. 103-5°). To 95.1 g. II and 106.1 g. BzH refluxed 3 hrs. in 200 ml. cumene was added 200 ml. IV and the solution cooled and filtered to give 86% 2,2′-(benzylidenediimino)bipyrimidine (XI), m. 213-15°. The N-benzylidene derivative of II was prepared in poor yield when Ph₂CH₂ was the solvent, or when XI was heated above its m.p. Method D: To 94.1 g. I in 900 ml. refluxing absolute C₆H₆ was added (3 hrs.) 23 g. LiNH₂, then (dropwise) 161 g. p-ClC₆H₄CH₂Cl in 100 ml. C₆H₆, and the mixture refluxed 16 hrs., cooled, washed, concentrated, and distilled, giving 62% 2-(p-chlorobenzylamino)pyridine (XII), b_0.08 133-40° (crystallization from V gave 52% solid, m. 96-8.5°). The following amines, RNHCH₂R’, were prepared [m.p. (from IV unless otherwise specified), procedures used, length of reflux (hrs.), b.p. (°/mm.), and yield (%), resp., given]: When R = 2-pyridyl and R’ = Ph: 97-8°; A, 8, -, 52; A, 94, -, 58; B, 168, 181-2°/12, 68; C, 20, 133-4°/0.12, 88. p-ClC₆H₄: 103-4° (from V); C, -, 136-8°/0.02, 79. p-MeOC₆H₄ (XIII): 124-5°; B, 20, 153°/0.1, 54; C, 20, 143-6°/0.06, 87. 2,3-(MeO)₂C₆H₃: 83.5-4.5°; A, 94, -, 67; B, 168, 142-6°/0.1, 73; C, 24, 156-7°/0.1, 81. 3,4-(MeO)₂C₆H₃ (XIV): 104.5°; B, 20, 156°/0.08, 62; C, 20, 173-6°/0.08, 83. 3,4-CH₂O₂C₆H₃: 97-8°; B, 20, 148°/0.12, 53; C, 24, 158-9°/0.08, 92. 2-Thienyl: 80-1°; C, 15, 120-5°/0.02, 61. When R = 2-pyrimidyl and R’ = Ph: 82.5-3°: A, 94, -, 40; B, 168, 179-84°/13, 51; B, 17, 105°/0.08, 53. p-MeOC₆H₄: 108.5-9.5° (from MeOH); B, 20, 150°/0.3, 45; B, 71, 148°/0.3, 29; C, 12, 150-2°/0.2, 42. 2,3-(MeO)₂C₆H₃: 94-5°; A, 94, -, 55; B, 168, 208-16°/19, 43; B, 17, 136°/ 0.12, 72; C, 12, 162-3°/0.4, 63. 3,4-(MeO)₂C₆H₃ (XV): 123.5-4.5° (from MeOH); A, 20, -, 37; B, 19, 176-87°/0.5, 39; C, 12, 155-63°/0.16, 45 [HCl salt, m. 159-60° (from EtOH)]. 3,4-CH₂O₂C₆H₃: 118-18.5°; A, 16.5, -, 39; A, 20, -, 42; B, 19, 156-63°/0.1, 41; C, 20, 168-70°/0.5, 47 [HCl salt, m. 172.5-3.5° (from EtOH)]. No evidence of ability to retard the growth of sarcoma 180 in rats was shown by VI, VII, VIII, IX, X, XII, XIII, XIV, or XV.

Recueil des Travaux Chimiques des Pays-Bas et de la Belgique 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, Safety of N-(4-Methoxybenzyl)pyridin-2-amine.

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