Month: December 2022

Liu, Ming published the artcileThe role of Zn in the sustainable one-pot synthesis of dimethyl carbonate from carbon dioxide, methanol and propylene oxide, Formula: C4H10O2, the publication is Chemical Engineering Science (2021), 116267, database is CAplus.

Di-Me carbonate (DMC) can be applied as a greener alternative to more hazardous materials, e.g. phosgene or di-Me sulfate. Herein, one-pot synthesis of DMC from propylene oxide, methanol and CO₂ using alkali halide catalysts under mild conditions was studied. Addition of Zn powder to the K₂CO₃-NaBr- MgZnO catalyst system was seen to increase DMC selectivity from 19.8% (TOF = 39.0 h^-1) to 40.2% (TOF = 78.1 h^-1) at 20 bar and 160°C for 5 h. Catalyst characterization showed that Zn powder increases the stability of the catalyst, preventing the active ingredients on the catalyst surface from leaching. An increase in propylene oxide conversion to DMC is attributed to the increase of Zn²⁺ ions in the reaction solution Elevated pressure was not found to be a necessary reaction condition for transesterification. This study shows that increased selectivity to DMC can be achieved at mild conditions with the addition of Zn powder.

Chemical Engineering Science published new progress about 1589-47-5. 1589-47-5 belongs to ethers-buliding-blocks, auxiliary class Aliphatic hydrocarbon chain,Alcohol,Ether, name is 2-Methoxypropan-1-ol, and the molecular formula is C4H10O2, Formula: C4H10O2.

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

Suzuki, Rio published the artcileStain Protocol for the Detection of N-Terminal Amino Groups during Solid-Phase Peptide Synthesis, Recommanded Product: (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-3-phenylpropanoic acid, the publication is Organic Letters (2020), 22(9), 3309-3312, database is CAplus and MEDLINE.

A novel and reversible detection method for N-terminal amino groups and alternative to the Kaiser test during Fmoc-SPPS has been developed. The utility of the new method was exemplified in its monitoring of the construction of a peptide, the final yield of which was higher than that of an identical peptide constructed under identical conditions but using the Kaiser test, and its scope was established to include all 20 proteinogenic amino acids as well as nonproteinogenic ones.

Organic Letters 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 C9H21NO3, Recommanded Product: (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-3-phenylpropanoic acid.

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

Zhang, Su-Yang published the artcileSynthesis, characterization, and electro-optical properties of a soluble conjugated polymer containing an oxadiazole unit in the main chain, Name: 1-((2-Ethylhexyl)oxy)-4-methoxybenzene, the publication is Journal of Applied Polymer Science (2003), 89(10), 2618-2623, database is CAplus.

A novel copolymer, poly{[2,5-di-phenylene-1,3,4-oxadiazole-vinylene]-[2-methoxy-5-(2-ethylhexyl-oxy)-1,4-phenylenevinylene]}(MEH-OPPV) containing a high-electron-affinity unit of aromatic oxadiazole in the main chain is synthesized through the Wittig condensation reaction. The obtained copolymer is easily soluble in conventional organic solvents. The structure of the copolymer was characterized by Fourier transform IR, ¹H NMR, thermogravimetric anal. (TGA), differential scanning calorimetry (DSC), and UV-visible and photoluminescence spectroscopy. The TGA result indicates that the copolymer has very high thermal stability (stable up to 310°C in nitrogen), while DSC investigation demonstrates that the glass transition temperature (T_s) is 143°C, which might be a merit for the long-life operation of light-emitting devices. The absorption spectrum of film sample of the copolymer reveals two peaks at 310 and 370 nm, resp., and the edge absorption corresponds to a band gap of 2.46 eV. A single-layer light-emitting diode device ITO/MEH-OPPV/Al is successfully fabricated. The device emits visible yellowish-green light above the bias voltage of 4.0 V under ambient condition.

Journal of Applied Polymer Science 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 C4H4N2O2, Name: 1-((2-Ethylhexyl)oxy)-4-methoxybenzene.

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

Kalcic, Filip published the artcilePolysubstituted Pyrimidines as mPGES-1 Inhibitors: Discovery of Potent Inhibitors of PGE₂ Production with Strong Anti-inflammatory Effects in Carrageenan-Induced Rat Paw Edema, SDS of cas: 849062-21-1, the publication is ChemMedChem (2020), 15(15), 1398-1407, database is CAplus and MEDLINE.

We report an extensive structure-activity relationship optimization of polysubstituted pyrimidines that led to the discovery of 5-butyl-4-(4-benzyloxyphenyl)-6-phenylpyrimidin-2-amine, and its difluorinated analog. These compounds are sub-micromolar inhibitors of PGE₂ production (IC₅₀ as low as 12 nM). In order to identify the mol. target of anti-inflammatory pyrimidines, we performed extensive studies including enzymic assays, homol. modeling and docking. The difluorinated analog simultaneously inhibits two key enzymes of the arachidonic acid cascade, namely mPGES-1 and COX-2, with mPGES-1 inhibition being the principal mechanism of action. Other pyrimidines studied are potent mPGES-1 inhibitors with no observed inhibition of COX-1/2 enzymes. Moreover, the two most potent compounds proved to be significantly effective in vivo in a model of acute inflammation, suppressing carrageenan-induced rat paw edema by 36 and 46%. The promising results of this study warrant further preclin. evaluation of selected anti-inflammatory candidates.

ChemMedChem published new progress about 849062-21-1. 849062-21-1 belongs to ethers-buliding-blocks, auxiliary class Chloride,Boronic acid and ester,Benzene,Ether,Boronic Acids,Boronic Acids,Boronic acid and ester,, name is (4-((3-Chlorobenzyl)oxy)-3,5-dimethylphenyl)boronic acid, and the molecular formula is C15H16BClO3, SDS of cas: 849062-21-1.

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

Adamska, Anna published the artcileSynthesis of linear and cyclic opioid-based peptide analogs containing multiple N-methylated amino acid residues, Formula: C25H23NO4, the publication is Journal of Peptide Science (2015), 21(11), 807-810, database is CAplus and MEDLINE.

A series of six novel opioid peptide analogs containing one to three N-methylamino acid residues, and six cyclic counterparts of these peptides were prepared by the solid-phase method. Introduction of two consecutive N-methylated amino acids, as well as cyclization of such conformationally constrained sequences, turned out to be challenging. The use of a recently reported triazine-based coupling reagent, 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium toluene-4-sulfonate, enabled the synthesis and cyclization of the designed analogs in acceptable yields and with a lesser amount of byproducts than observed with the standard coupling reagents such as TBTU or HATU. Copyright © 2015 European Peptide Society and John Wiley & Sons, Ltd.

Journal of Peptide Science 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, Formula: C25H23NO4.

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

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

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

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

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