Month: November 2022

Jiang, Liping published the artcileDiscovery and evaluation of chalcone derivatives as novel potential anti-Toxoplasma gondii agents, Recommanded Product: 2,3-Dimethoxybenzaldehyde, the main research area is chalcone diphenyl propanone preparation Toxoplasma gondii antiparasitic SAR; AI-based drug design; Antiparasitic agents; Chalcone derivatives; Structure-activity relationship; Toxoplasma gondii.

Due to numerous side effects of traditional treatments for toxoplasmosis, it is urgent to develop new anti-Toxoplasma agents with high efficiency and low toxicity. In this study, using drug-food-homologous chalcone skeleton as a leading compound, 6 series of chalcone derivatives were designed, synthesized, and almost 1/2 compounds have good anti-Toxoplasma activity in vitro. The quant. structure-activity relationship model of the anti-Toxoplasma activity of the second batch of compounds was established by random forest method (R2 = 0.9407). The Michael receptor in the mol. skeleton of chalcones plays an important role in improving the activity. Among these compounds, four chalcone derivatives exhibited potent anti-T. gondii activity and low cytotoxicity in vitro. Specifically, 1-(4-aminophenyl)-3-(3,4-dichlorophenyl)propan-1-one, (E)-3-(3,4-dichlorophenyl)-1-(4-(isopropylamino)phenyl) prop-2-en-1-one and 1-(3-aminophenyl)-3-(2,3-dimethoxyphenyl)propan-1-one derivatives effectively inhibited the proliferation of Toxoplasma tachyzoites in vivo. Liver and spleen index and biochem. parameters, such as alanine aminotransferase, aspartate aminotransferase and malondialdehyde were significantly decreased by the three chalcone derivatives, suggesting that they have protective effects on the liver of mice infected with Toxoplasma tachyzoites. Overall, this article provides a series of promising compounds for the development of anti-Toxoplasma agents.

European Journal of Medicinal Chemistry published new progress about Parasitic infection. 86-51-1 belongs to class isoquinoline, name is 2,3-Dimethoxybenzaldehyde, and the molecular formula is C9H10O3, Recommanded Product: 2,3-Dimethoxybenzaldehyde.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Shalaby, Raed published the artcileSAR and molecular mechanism studies of monoamine oxidase inhibition by selected chalcone analogs, Computed Properties of 86-51-1, the main research area is monoamine oxidase chalcone; Monoamine oxidase; chalcone; dopamine; mRNA; reversibility.

The present study describes the synthesis of a series of 22 chalcone analogs. These compounds were evaluated as potential human MAO-A and MAO-B inhibitors. The compounds showed varied selectivity against the two isoforms. The IC50 values were found to be in the micromolar to submicromolar range. The Ki values of compound 16(I) were determined to be 0.047 and 0.020 μM for the inhibition of MAO-A and MAO-B, resp. Dialysis of enzyme-inhibitor mixtures indicated a reversible competitive mode of inhibition. Most of the synthesized chalcone analogs showed a better selectivity toward MAO-B. However, introducing of 2,4,6-trimethoxy substituents on ring B shifted the selectivity toward MAO-A. In addition, we investigated the mol. mechanism of MAO-B inhibition by selected chalcone analogs. Our results revealed that these selected chalcone analogs increased dopamine levels in the rat hepatoma (H4IIE) cells and decreased the relative mRNA expression of the MAO-B enzyme.

Journal of Enzyme Inhibition and Medicinal Chemistry published new progress about Enzyme kinetics. 86-51-1 belongs to class isoquinoline, name is 2,3-Dimethoxybenzaldehyde, and the molecular formula is C9H10O3, Computed Properties of 86-51-1.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Nayak, Amrita published the artcileAnhydrous vs Hydrated f-Element Acetate Polymers Dictated by the Stoichiometry of Protic Acidic/Basic Azole Mixtures, Computed Properties of 1455-77-2, the main research area is cerium neodymium azole acetate anhydrous hydrated coordination polymer preparation; crystal mol structure cerium neodymium azole acetate coordination polymer.

Continuing authors investigations of ionic liquid (IL) based routes to a library of f-element/soft donor complexes which could be studied crystallog., they have explored the dissolution of f-element salts in protic imidazole-based ILs containing only soft donors at high temperatures to drive off volatiles, including water and carboxylic or mineral acids. Here they present their results, reacting acidic and basic azoles in 1:3 or 1:1 stoichiometric compositions at elevated temperature, followed by saturation with Nd(OAc)3·xH2O or Ce(OAc)3·xH2O, which led to 13 new metal-acetate polymeric complexes identified by single-crystal x-ray diffraction. Authors found that the diversity in coordination modes of the simple acetate ligand that interfere with substitution of the softer N donors led to several readily crystallizable complexes forming two distinct groups with respect to f-element interaction with the ionic liquid precursors. When the acidic/basic azole ratio was 1:3, acetate and a neutral basic azole were coordinated to the metal centers but no water, although in one case (2) water was observed in the secondary coordination sphere: [Ce(μ2-OAc)3(C1i.m.)]n (1, C1i.m. = 1-methylimidazole), [Nd(μ2-OAc)3(C1i.m.)]n·nH2O (2), [Ce(μ2-OAc)3(C2i.m.)]n (3, C2i.m. = 1-ethylimidazole), [Ln(μ2-OAc)3DMF]n (Ln = Nd (4), Ce (5); DMF was substituted for the azole mixture), and [Nd(μ2-OAc)3(C4i.m.)]n (6, C4i.m. = 1-butylimidazole). However, when the stoichiometric ratio was 1:1, water was always observed coordinated to the metal ions with the acidic azole included in the structure as a solvate or cocrystal, despite a higher reaction temperature: [Nd(μ2-OAc)3(OH2)]n·n(1,2,3-Taz) (7, 1,2,3-Taz = 1,2,3-triazole), [Ln(μ2-OAc)3(OH2)]n·n(4,5-DCim) (Ln = Nd (8), Ce (9), 4,5-DCim = 4,5-dicyanoimidazole), [Ln(μ2-OAc)3(OH2)]n·n(3,5-diNH2-1,2,4-Taz) (Ln = Nd (10), Ce (11), 3,5-diNH2-1,2,4-Taz = 3,5-diamino-1,2,4-triazole), [Ce(μ2-OAc)3(OH2)]n·n(3-NH2-1,2,4-Taz) (12, 3-NH2-1,2,4-Taz = 3-amino-1,2,4-triazole), and [Nd(μ2-OAc)3(OH2)]n·n(5-NH2-Tz) (13, 5-NH2-Tz = 5-aminotetrazole). All of the compounds retain the Ln:OAc- ratio of 1:3 and form 1D polymeric chains; however, they exhibit a variety of coordination modes affecting the degree of chain condensation. The isolation of both hydrated and anhydrous products revealed different abilities of the investigated soft N-donors to compete with O-donors finding their place in the coordination sphere of the lanthanide or in the crystal lattice.

Crystal Growth & Design published new progress about Crystal structure. 1455-77-2 belongs to class isoquinoline, name is 3,5-Diamino-1,2,4-triazole, and the molecular formula is C2H5N5, Computed Properties of 1455-77-2.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Nayak, Amrita published the artcileAnhydrous vs Hydrated f-Element Acetate Polymers Dictated by the Stoichiometry of Protic Acidic/Basic Azole Mixtures, Synthetic Route of 1455-77-2, the main research area is cerium neodymium azole acetate anhydrous hydrated coordination polymer preparation; crystal mol structure cerium neodymium azole acetate coordination polymer.

Continuing authors investigations of ionic liquid (IL) based routes to a library of f-element/soft donor complexes which could be studied crystallog., they have explored the dissolution of f-element salts in protic imidazole-based ILs containing only soft donors at high temperatures to drive off volatiles, including water and carboxylic or mineral acids. Here they present their results, reacting acidic and basic azoles in 1:3 or 1:1 stoichiometric compositions at elevated temperature, followed by saturation with Nd(OAc)3·xH2O or Ce(OAc)3·xH2O, which led to 13 new metal-acetate polymeric complexes identified by single-crystal x-ray diffraction. Authors found that the diversity in coordination modes of the simple acetate ligand that interfere with substitution of the softer N donors led to several readily crystallizable complexes forming two distinct groups with respect to f-element interaction with the ionic liquid precursors. When the acidic/basic azole ratio was 1:3, acetate and a neutral basic azole were coordinated to the metal centers but no water, although in one case (2) water was observed in the secondary coordination sphere: [Ce(μ2-OAc)3(C1i.m.)]n (1, C1i.m. = 1-methylimidazole), [Nd(μ2-OAc)3(C1i.m.)]n·nH2O (2), [Ce(μ2-OAc)3(C2i.m.)]n (3, C2i.m. = 1-ethylimidazole), [Ln(μ2-OAc)3DMF]n (Ln = Nd (4), Ce (5); DMF was substituted for the azole mixture), and [Nd(μ2-OAc)3(C4i.m.)]n (6, C4i.m. = 1-butylimidazole). However, when the stoichiometric ratio was 1:1, water was always observed coordinated to the metal ions with the acidic azole included in the structure as a solvate or cocrystal, despite a higher reaction temperature: [Nd(μ2-OAc)3(OH2)]n·n(1,2,3-Taz) (7, 1,2,3-Taz = 1,2,3-triazole), [Ln(μ2-OAc)3(OH2)]n·n(4,5-DCim) (Ln = Nd (8), Ce (9), 4,5-DCim = 4,5-dicyanoimidazole), [Ln(μ2-OAc)3(OH2)]n·n(3,5-diNH2-1,2,4-Taz) (Ln = Nd (10), Ce (11), 3,5-diNH2-1,2,4-Taz = 3,5-diamino-1,2,4-triazole), [Ce(μ2-OAc)3(OH2)]n·n(3-NH2-1,2,4-Taz) (12, 3-NH2-1,2,4-Taz = 3-amino-1,2,4-triazole), and [Nd(μ2-OAc)3(OH2)]n·n(5-NH2-Tz) (13, 5-NH2-Tz = 5-aminotetrazole). All of the compounds retain the Ln:OAc- ratio of 1:3 and form 1D polymeric chains; however, they exhibit a variety of coordination modes affecting the degree of chain condensation. The isolation of both hydrated and anhydrous products revealed different abilities of the investigated soft N-donors to compete with O-donors finding their place in the coordination sphere of the lanthanide or in the crystal lattice.

Crystal Growth & Design published new progress about Crystal structure. 1455-77-2 belongs to class isoquinoline, name is 3,5-Diamino-1,2,4-triazole, and the molecular formula is C2H5N5, Synthetic Route of 1455-77-2.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Bao, Ming published the artcileGold-Catalyzed 1,2-Acyloxy Migration/Coupling Cascade of Propargyl Diazoacetates: Synthesis of Isomycin Derivatives, Safety of 4-Methoxyphenylacetic acid, the main research area is propargyl diazoacetate gold catalyst carbocyclization acyloxy migration coupling cascade; isomycin derivative preparation.

An efficient gold(I)-catalyzed carbocyclization reaction for the synthesis of isomycin derivatives from propargyl diazoacetates has been developed. The suggested cyclization pathway delineated the first example of a vinyl gold carbenoid species generated in situ from gold(I)-catalyzed 1,2-acyloxy migration and intercepted by a cross-coupling reaction with the remaining tethered diazo functionality. The use of protic additives was essential to regulating the reaction outcome by fine-tuning the catalytic preference of the gold(I) complex.

Organic Letters published new progress about Cross-coupling reaction. 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, Safety of 4-Methoxyphenylacetic acid.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Huang, Shuang published the artcileN-Methylation of ortho-substituted aromatic amines with methanol catalyzed by 2-arylbenzo[d]oxazole NHC-Ir(III) complexes, Application In Synthesis of 5961-59-1, the main research area is arylamine methanol arylbenzoxazole iridium complex catalyst methylation green chem; methyl arylamine preparation.

Seven new chelated cyclometalated Ir complexes of ABON,P, ABON,O and ABON,C(carbene) based on a rigid and tunable 2-arylbenzo[d]oxazole backbone were prepared for the N-methylation of amines. Among these three coordinated modes, ABON,C(carbene)-chelated iridium-based catalysts exhibited good performance in the monomethylation of aromatic amines with methanol (MeOH) as the green methylation reagent. The steric-modified synthesis of ABON,C(carbene) complexes was described. The most active ABON,C(carbene) complex with marginal steric hindrance as a catalyst was obtained from the benzoxazole ring without a substituent and Me group of the benzimidazole ring on the N-heterocyclic carbene (NHC) ligand. A variety of amines including para- and meta-substituted aromatic amines, as well as heterocyclic amines, were formulated as suitable substrates. Importantly, this catalyst considerably promoted the yield of the N-methylation of ortho-substituted aromatic amines. Controlled kinetic experiments and deuterium-labeling reactions of these ortho-substituted amines were conducted under optimized conditions. On the basis of the exptl. results, a plausible mechanism was proposed.

Dalton Transactions published new progress about Green chemistry. 5961-59-1 belongs to class isoquinoline, name is 4-Methoxy-N-methylaniline, and the molecular formula is C8H11NO, Application In Synthesis of 5961-59-1.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Saadiq, Muhammad published the artcileSynthesis, Bioactivity Assessment, and Molecular Docking of Non-sulfonamide Benzimidazole-Derived N-Acylhydrazone Scaffolds as Carbonic Anhydrase-II Inhibitors, SDS of cas: 86-51-1, the main research area is benzimidazole acylhydrazone preparation mol docking carbonic anhydrase inhibitor.

This research reports the synthesis of new benzimidazole-derived N-acylhydrazones (NAH), their characterization using various spectroscopic methods, and in vitro evaluation as potent carbonic anhydrase-II inhibitors. Among the target compounds, few showed higher inhibition than the standard acetazolamide (IC50: 18.6 ± 0.43μM). Mol. docking was performed on the most active compounds, which revealed their binding interactions with the active site of the enzyme, thus supporting the exptl. findings.

ACS Omega published new progress about Carbonic anhydrase inhibitors. 86-51-1 belongs to class isoquinoline, name is 2,3-Dimethoxybenzaldehyde, and the molecular formula is C9H10O3, SDS of cas: 86-51-1.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Liu, Jun published the artcileNovel 2-Substituted 3-Hydroxy-1,6-dimethylpyridin-4(1H)-ones as Dual-Acting Biofilm Inhibitors of Pseudomonas aeruginosa, Application of 4-Methoxyphenylacetic acid, the main research area is hydroxy dimethylpyridinone synthesis drug design Pseudomonas aeruginosa biofilm inhibitor.

2-Heptyl-3-hydroxy-4(1H)-quinolone (PQS), a compound from P. aeruginosa, functions as both a quorum sensing (QS) regulator and a potent iron chelator to induce expression of pyoverdine and pyochelin which are involved in high-affinity iron transport systems. A potential dual-acting antibiofilm strategy requires mols. designed to interfere with iron uptake and the QS system of P. aeruginosa. A series of 2-substituted 3-hydroxy-1,6-dimethylpyridin-4-ones have been designed, synthesized, and tested as biofilm inhibitors of P. aeruginosa. One compound, N-((1,3,6-trimethyl-4-oxo-1,4-dihydropyridin-2-yl)methyl)hexanamide, I, exhibits 68.67% biofilm inhibitory activity at 20μM. Further mechanistic studies have confirmed that this compound not only inhibits the QS systems of P. aeruginosa but also acts as an iron chelator to compete strongly with pyoverdine, causing iron deficiency in bacteria. The pyoverdine receptor FpvA was revealed as the target of I by the Pvds mutant strain, fpvA-overexpressed strain, and in silico studies.

Journal of Medicinal Chemistry published new progress about Antibiotic resistance (bacterial). 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, Application of 4-Methoxyphenylacetic acid.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Zhao, Chao published the artcileSPME-GCMS Combined AMDIS and KOVATS retention index to analyze the volatile organic compounds in Russula rubra (Krombh.) Bres. Essential Oil, Application of 1,3-Dimethoxybenzene, the main research area is Russula essential oil SPME GCMS AMDIS KOVATS RI.

Volatile components in Russula rubra (Krombh.) Bres. were determined with the use of a solid-phase microextraction (SPME)/gas chromatog.-mass spectrometry (GC-MS) method. The compounds were identified by the automatic mass spectral deconvolution and identification system (AMDIS) and Kovats retention index (RI). Under the optimized conditions of GC-MS, 52 volatile components were identified in Russula rubra, with the relative percentage accounting for 80.2% of the total ion peak. Notably, aristolone (20.4%), benzaldehyde (20.2%), geranyl acetone (11.0%), and 3-octanone (10.7%) were all at higher levels in samples. The main identified compounds were aldehydes, ketones, alcs., ethers, and alkanes.

BioResources published new progress about Aldehydes Role: ANT (Analyte), BSU (Biological Study, Unclassified), PUR (Purification or Recovery), ANST (Analytical Study), BIOL (Biological Study), PREP (Preparation). 151-10-0 belongs to class isoquinoline, name is 1,3-Dimethoxybenzene, and the molecular formula is C8H10O2, Application of 1,3-Dimethoxybenzene.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Luo, Guolin published the artcileDesign, synthesis and antitumor evaluation of novel 5-methylpyrazolo[1,5-a]pyrimidine derivatives as potential c-Met inhibitors, Product Details of C9H10O3, the main research area is methyl pyrazolopyrimidine preparation antitumor cMet kinase inhibitor docking SAR; Antitumor activity; Molecular docking; Pyrazolo[1,5-a]pyrimidine derivatives; Synthesis; c-Met kinase inhibitor.

A series of novel 5-methylpyrazolo[1,5-a]pyrimidine derivatives I (R = pyrazin-2-yl, 4-chlorophenyl, 2-fluorobenzyl, etc.; R1 = H, Me) were designed, synthesized, and evaluated for their in vitro inhibitory activities against c-Met kinase and antiproliferative activities against the SH-SY5Y, MDA-MB-231, A549, and HepG2 cell lines. Most of the compounds remarkably inhibited c-Met kinase and showed moderate to good cytotoxicity and selectivity toward the four cancer cell lines. Among them, compounds I (R = pyrazin-2-yl, 4-fluorophenyl; R1 = H) were the two most potent selective c-Met inhibitors with half-maximal inhibitory concentration (IC50) values of 5.17 ± 0.48 nM and 5.62 ± 0.78 nM, resp., and suppression abilities comparable with the pos. control cabozantinib. Cell proliferation assay further demonstrated that the two most promising compounds I (R = 3,5,6-trimethylpyrazin-2-yl, pyrazin-2-yl, ; R1 = H) also showed good cytotoxicity and selectivity toward MDA-MB-231 cells, with IC50 values of 26.67 ± 2.56μM and 26.83 ± 2.41μM, resp. Compounds I (R = 4-fluorophenyl, 4-methoxy-3-fluorophenyl; R1 = H) showed cytotoxicity and selectivity toward A549 cells, with IC50 values of 20.20 ± 2.04μM and 21.65 ± 1.58μM, resp. All antiproliferative activities were within the range of those of cabozantinib. Notably, these compounds I presented relatively low hepatotoxicity compared with reference drugs. Moreover, the preliminary structure-activity relationship and docking studies revealed that replacement of a nitrogen-containing heterocycle on the R (block A) group might improve the c-Met kinase inhibitory and antiproliferative effects in MDA-MB-231 cells, whereas displacement by a substituted benzene ring, especially for the p-fluorophenyl or 4-fluoro-3-methoxyphenyl moiety, on the R group enhanced cytotoxicity toward A549 cells. Together, these results suggest that I (R = pyrazin-2-yl, 4-fluorophenyl; R1 = H) are promising compounds and provide a basis for their development as new antitumor agents.

Bioorganic Chemistry published new progress about Antitumor agents. 104-01-8 belongs to class isoquinoline, name is 4-Methoxyphenylacetic acid, and the molecular formula is C9H10O3, Product Details of C9H10O3.

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem